Title: Best-Rated Hotels in Chatham, NY - from CA $68 | Expedia.ca [Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d6046736.Travel-Guide-VacationRentals)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d6046736.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d6046736.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Chatham Pool [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=POOL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&travelerType=family_friendly) Farm [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&lodging=AGRITOURISM) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&lodging=CABIN) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&lodging=APARTMENT) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-01-29&d1=2026-01-29&endDate=2026-01-31&d2=2026-01-31&amenities=WATER_PARK) ## Check prices for these dates Tonight [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-01-16&endDate=2026-01-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6046736&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham hotels ![Property amenity](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/ed360a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/5aedd4f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Villa, 3 Bedrooms](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/24f01653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) South Lee 9.0/10 Wonderful (818 reviews) "We had a great stay! Karaoke in the bar was a blast!! Great little condo!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $156 CA $202 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/9e460e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/f5d5819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) Williamstown 8.8/10 Excellent (2,209 reviews) "I great place to stay!!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Maricel CA $144 CA $176 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/6897a130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/3e2d816d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/94cb14a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/fa13e671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Red Lion Inn [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) Stockbridge 8.8/10 Excellent (1,001 reviews) "Old time charm and hot tub under the stars" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori CA $205 CA $292 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/c24971a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/a831aba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/0f74ae3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Lee - Lenox South [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) Lee 8.4/10 Very good (1,002 reviews) "Safe, clean rooms, decent breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil CA $107 CA $120 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/b5bb1d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/71ad964e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/ed989ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94740000/94739600/94739508/d3489cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Cat Lodge [](https://www.expedia.ca/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information) Copake Falls 9.4/10 Exceptional (66 reviews) "Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kim [](https://www.expedia.ca/Hillsdale-Hotels-Little-Cat-Lodge.h94739508.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/6a32b13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/00c971b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/e459ce18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) Lee 9.0/10 Wonderful (1,000 reviews) "Room was clean and the staff was super friendly and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan CA $136 CA $152 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/c531473a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/6c6e3cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/w4905h6447x7y7-6036d3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/e591e370.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### voco James Newbury Hudson Valley by IHG [](https://www.expedia.ca/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) Coxsackie 9.2/10 Wonderful (332 reviews) "Voco Newbury Hotel is a spotless place with beautiful, large rooms that have everything you need. The rooms are comfortable and well maintained. The staff was okay overall. The only downside is the noise, it’s very easy to hear everything from the rooms upstairs, including walking, talking, and other noises, which can be disruptive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nabil CA $217 CA $234 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/77fe0507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/6761ce21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/201806cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Mountain Lodge [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) Pittsfield 9.0/10 Wonderful (810 reviews) "Very comfortable and very close to ski slope and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frederick CA $137 CA $184 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/7b953453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/d4fc7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 Bedroom, Private Bathroom, Lake View | Living area](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/b4a4e013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/16000000/15790000/15783300/15783244/84c5ab19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Inn [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) Lee 9.6/10 Exceptional (290 reviews) "A charming inn in the center of the Berkshires." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny CA $184 CA $216 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Lee-Hotels-Lakehouse-Inn.h15783244.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/ca66a901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/017819f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/f0e5252a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/920000/913100/913013/ec5f4855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Lee - Great Barrington [](https://www.expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information) Lee 6.4/10 (653 reviews) "The room was clean and the service adequate" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $104 CA $116 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Lee-Hotels-Econo-Lodge-Lee-Great-Barrington.h913013.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/55000000/54080000/54077800/54077744/26926cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/55000000/54080000/54077800/54077744/a12a5fcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/55000000/54080000/54077800/54077744/6875f33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/55000000/54080000/54077800/54077744/1e68f58f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Albany [](https://www.expedia.ca/Albany-Hotels-Four-Points-By-Sheraton-Albany.h54077744.Hotel-Information) Albany 9.0/10 Wonderful (556 reviews) "We had a very comfortable stay. Clean room, comfy bed and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily CA $174 CA $199 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Albany-Hotels-Four-Points-By-Sheraton-Albany.h54077744.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/ef3ce5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Library Suite, 1 King Bed](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/c5c7040f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/e57afaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/3ef861f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel On North [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) Pittsfield 9.6/10 Exceptional (816 reviews) "Great staff, room was huge and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron CA $207 CA $231 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.Hotel-Information) ![Suite, Private Bathroom (RedBird Suite) | View from room](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/a6ceeb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/2e09a8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/w3000h1988x0y3-ae06d912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759009/5312662c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) Stockbridge 9.2/10 Wonderful (110 reviews) "Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $430 CA $520 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Stockbridge-Hotels-Stockbridge-Country-Inn.h2759009.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/219cd416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/db3c3dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/6d051282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deep soaking bathtub](https://images.trvl-media.com/lodging/4000000/3030000/3025500/3025486/14870b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn [](https://www.expedia.ca/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information) Lee 7.6/10 Good (411 reviews) "Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly CA $125 CA $140 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Lee-Hotels-Sunset-Inn.h3025486.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 King Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/8cd694d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3f4a1adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/3a8723ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yankee, Trademark Collection by Wyndham [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) Lenox 9.2/10 Wonderful (1,003 reviews) "Everything was great! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Daphne CA $129 CA $144 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/84274eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/4a1ad790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/6a569eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Untold [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) Lenox 9.0/10 Wonderful (835 reviews) "Great hospitality and beautiful design. Our family had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alison CA $123 CA $137 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/1e2d02da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/4ac9d6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huttopia Berkshires [](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) Williamstown 10/10 Exceptional (7 reviews) "Perfect place for a relaxing getaway! We loved everything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cammie CA $266 CA $297 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information) ![Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/0e628046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/90dd9d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/790000/790000/789964/83c805e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Berkshire Hills Inn & Suites [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) Pittsfield 8.6/10 Excellent (1,001 reviews) "Very friendly and good Breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jesse CA $106 CA $118 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/d9527fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/8669006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, free toiletries, towels](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/90457db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/13000000/12100000/12095300/12095246/3aa4f089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Travel Lodge [](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) Old Chatham 7.8/10 Good (214 reviews) "Room is clean but bed uncomfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vivian CA $161 CA $180 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Old-Chatham-Hotels-Chatham-Travel-Lodge.h12095246.Hotel-Information) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/c7538df3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/25529e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/997bd7c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/50000000/49180000/49177800/49177721/19cf619f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pilgrim Inn [](https://www.expedia.ca/Lee-Hotels-Pilgrim-Inn.h49177721.Hotel-Information) Lee 5.8/10 (332 reviews) "Was horrible. Unsafe and scarey" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $61 CA $68 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Lee-Hotels-Pilgrim-Inn.h49177721.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30®ionId=6046736&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Hotels.d6046736.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Hotels.d6046736.Travel-Guide-Hotels) ## Learn more about Chatham This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841. [See all hotels in Chatham](https://www.expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30&adults=2®ionId=6046736) ![Tracy Memorial Village Hall, Chatham, New York](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=320&h=400&p=1&q=high) ### Stay near popular Chatham attractions [](https://expedia.ca/The-Mac-Haydn-Theatre-Hotels.0-l553248621532665231-0.Travel-Guide-Filter-Hotels) #### The Mac-Haydn Theatre You can enjoy a show at The Mac-Haydn Theatre on your trip to Chatham. Stroll along this trendy area's riverfront, or simply enjoy its coffeehouses. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665231) ## More cheap stays in Chatham ![Quality Inn](https://images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn 170 Housatonic Street Lee MA CA $107 CA $120 total Feb 1 - Feb 2 includes taxes & fees 8.2/10 Very Good! (1,001 reviews) [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Comfort Inn Glenmont - Albany South](https://images.trvl-media.com/lodging/1000000/20000/11900/11858/314ea198_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Glenmont - Albany South 37 Route 9W Glenmont NY CA $113 CA $129 total Jan 25 - Jan 26 includes taxes & fees 7.8/10 Good! (1,000 reviews) [](https://expedia.ca/Albany-Hotels-Comfort-Inn-Glenmont-Albany-South.h11858.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites East Greenbush - Albany 99 Miller Rd Castleton-on-Hudson NY CA $129 CA $143 total Jan 25 - Jan 26 includes taxes & fees 8.4/10 Very Good! (1,000 reviews) [](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Yankee, Trademark Collection by Wyndham 461 Pittsfield Rd Lenox MA CA $129 CA $144 total Jan 27 - Jan 28 includes taxes & fees 9/10 Wonderful! (1,003 reviews) [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Fairfield Inn & Suites Albany East Greenbush](https://images.trvl-media.com/lodging/1000000/700000/694500/694459/a8f36cd0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Fairfield Inn & Suites Albany East Greenbush 124 Troy Rd East Greenbush NY CA $135 CA $149 total Jan 25 - Jan 26 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) [](https://expedia.ca/Albany-Hotels-Fairfield-Inn-Suites-Albany-East-Greenbush.h694459.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 415 Stockbridge Rd Great Barrington MA CA $149 CA $166 total Feb 10 - Feb 11 includes taxes & fees 8.8/10 Excellent! (716 reviews) [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ## Hotels in Chatham with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 13 properties [](https://expedia.ca/4Star-Chatham-Hotels.s40-0-d6046736.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 154 properties [](https://expedia.ca/3Star-Chatham-Hotels.s30-0-d6046736.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 160 properties [](https://expedia.ca/2Star-Chatham-Hotels.s20-0-d6046736.Travel-Guide-Filter-Hotels) ## Find out more about Chatham ### Top reasons to visit Chatham - **Outdoor Adventures:** Chatham offers skiing, hiking, and picturesque lakes for nature lovers and outdoor enthusiasts. - **Charming Local Shops:** Stroll through the city centre's chic shops, where friendly locals showcase unique finds. - **Rich Cultural Experiences:** Enjoy a vibrant theatre scene and explore historic sites that reflect the town's heritage. - **Scenic Beauty:** The stunning landscapes of Chatham and nearby Berkshires provide a perfect backdrop for relaxation. - **Diverse Accommodations:** From charming B&Bs to luxurious hotels, Chatham offers various options for every traveller's needs. ### Find great hotels in Chatham Chatham, New York, offers an impressive selection of accommodations, from charming bed and breakfasts to luxurious hotels. Whether you're seeking pet-friendly options, adventure-filled stays, or business amenities, you'll discover a variety of choices tailored to every traveller's needs. Explore the best hotels in Chatham and East Chatham, where comfort and convenience await you amidst the picturesque surroundings of this delightful region. - **[Best Western Plus Berkshire Hills Inn & Suites:](https://www.expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information)** Ideal for families and business travellers alike, the Best Western Plus Berkshire Hills Inn & Suites offers a blend of comfort and practicality. Located 24.1km from Chatham, this hotel ensures a welcoming atmosphere with amenities tailored for children and pets. Business guests will appreciate the 24-hour business centre and versatile meeting spaces, while families can enjoy games and first aid kits for peace of mind. The dog-friendly policy includes a designated exercise area, making it an excellent choice for pet owners seeking a home away from home. - **[The Red Lion Inn:](https://www.expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)** With its historic charm and adventurous spirit, The Red Lion Inn is a 3.5-star hotel located 25.7km from Chatham. Nestled in a national historic building, this property offers a unique blend of comfort and heritage. Business amenities, including multiple meeting rooms and a 24-hour business centre, cater to professionals on the go. Adventure seekers can explore nearby hiking, snowboarding, and sailing opportunities, making it perfect for those looking to combine work with play. The inn captures the essence of New England while providing modern conveniences. - **[Best Western New Baltimore Inn:](https://www.expedia.ca/Albany-Hotels-Best-Western-New-Baltimore-Inn.h201283.Hotel-Information)** Situated 19.3km from Chatham, the Best Western New Baltimore Inn is a versatile option for families, business travellers, and pet owners. This hotel boasts a 24-hour business centre and various meeting facilities, ensuring business needs are met efficiently. Children’s amenities, such as cribs available for a fee, further enhance the family-friendly vibe. Pets are welcome under certain restrictions, making it a great choice for those travelling with furry companions. Enjoy a comfortable stay with the hotel's warm, welcoming environment. ### Where to stay in Chatham Chatham, New York, offers an enchanting blend of outdoor adventures and charming scenery perfect for a romantic getaway. Stroll through the chic shops in the city centre, where friendly locals welcome you to explore unique finds. Just a short drive away, the beautiful Berkshires beckon with their tranquil landscapes and family-friendly atmosphere. Whether you’re seeking relaxation or a bit of history, Chatham and its surrounding areas promise a delightful travel experience. - **[Ghent:](https://www.expedia.ca/Ghent-Hotels.d3000448661.Travel-Guide-Hotels)** Nestled only 4.8km from Chatham, Ghent is a charming city that promises a delightful outdoor experience. With visitor numbers peaking from June to August, this area is perfect for those seeking romance amid stunning scenery. Here, you can enjoy activities like skiing at nearby resorts or exploring the picturesque landscapes of lakes and mountains. The local attractions, including inviting beaches, make Ghent a great spot for a scenic getaway. - **[Hudson:](https://www.expedia.ca/Hudson-Hotels.d55762.Travel-Guide-Hotels)** Situated 14.8km away from Chatham, Hudson is a vibrant city that offers adventure lovers a plethora of outdoor activities. The peak season for visitors is from July to September, making it an ideal time to explore the local ski fields and resorts. Hudson's stunning natural beauty is complemented by its proximity to lakes and mountains, as well as a lively tourist precinct that features unique shops and eateries. It’s a great destination for those looking to immerse themselves in nature. - **[East Chatham:](https://www.expedia.ca/East-Chatham-Hotels.d553248624634451506.Travel-Guide-Hotels)** Just 8.0km from Chatham, East Chatham is a quaint city that attracts visitors with its outdoor adventures and romantic ambiance. The town experiences its peak visitor numbers in June, July, and September, making it a lively spot during the summer months. In East Chatham, you can enjoy thrilling theatre performances, music concerts, and skiing. The surrounding natural state park and beautiful lakes and mountains enrich your experience, providing a perfect backdrop for relaxation and exploration. ### Things to do in Chatham Chatham is an ideal destination for outdoor enthusiasts and those seeking a romantic getaway, offering stunning scenery and a variety of activities. Visitors can enjoy skiing at local ski fields, explore the vibrant theatre scene, and take in the picturesque landscapes. Whether you're hitting the slopes or enjoying a charming performance, Chatham provides a delightful experience for all vacationers. **Shopping** In Chatham, you can explore local shops like Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Hoffman's Pottery, all located 19.3km away. If you're up for a drive, discover unique finds and handcrafted items at these charming stores. **Recreation** At [Tanglewood Music Center](https://www.expedia.ca/Tanglewood-Music-Center-Hotels.0-l503292-0.Travel-Guide-Filter-Hotels), enjoy uplifting concerts in a vibrant atmosphere, perfect for music lovers seeking relaxation. [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Hotels.0-l553248621560926695-0.Travel-Guide-Filter-Hotels) and [Kennedy Park](https://www.expedia.ca/Kennedy-Park-Hotels.0-l553248621560926709-0.Travel-Guide-Filter-Hotels) both offer serene environments for leisurely strolls, picnics, and tranquility, ideal for rejuvenating your spirit amidst nature's beauty. **Adventure** Experience the thrill of skiing at [Catamount Ski Area](https://www.expedia.ca/Catamount-Ski-Area-Hotels.0-l6087211-0.Travel-Guide-Filter-Hotels), located 24.1km from Chatham, where you can enjoy exhilarating runs and a vibrant sports atmosphere. For a scenic hike, explore the [High Falls Trail](https://www.expedia.ca/High-Falls-Trail-Hotels.0-l553248621532665228-0.Travel-Guide-Filter-Hotels), situated 14.5km away, offering stunning outdoor views and an adventurous spirit. Challenge yourself at the [Catamount Aerial Adventure Park](https://www.expedia.ca/Catamount-Aerial-Adventure-Park-Hotels.0-l553248621532664791-0.Travel-Guide-Filter-Hotels), a zipline and ropes course located 22.5km from Chatham, where you can soar through the treetops and embrace the excitement of outdoor adventure. **Nightlife** Experience the vibrant nightlife in Chatham by catching a show at [The Mac-Haydn Theatre](https://www.expedia.ca/The-Mac-Haydn-Theatre-Hotels.0-l553248621532665231-0.Travel-Guide-Filter-Hotels), known for its cultural charm. For a bit more adventure, head to the [Max and Lillian Katzman Theater](https://www.expedia.ca/Max-And-Lillian-Katzman-Theater-Hotels.0-l553248621532665220-0.Travel-Guide-Filter-Hotels) or [Shakespeare and Company](https://www.expedia.ca/Shakespeare-And-Company-Hotels.0-l6127086-0.Travel-Guide-Filter-Hotels), both offering captivating performances and a romantic atmosphere nearby. ### Booking tips and Expedia advantages for Chatham To save money during your visit to Chatham, explore free attractions like Kinderhook Lake and Sleepy Hollow Lake. Consider travelling in March or from December to January for lower accommodation rates, while Tuesday is typically the cheapest day to stay. Use Expedia to compare hotel deals and refine your search based on budget and location. For additional savings, consider bundling your hotel, flights, and activities through an Expedia package. This can help you discover great savings on hotels while enjoying the best of Chatham without overspending. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Chatham are March and December to January, where the prices are slightly lower. This is in comparison to July to August and October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Chatham is Tuesday. The most expensive day to stay in Chatham is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to refine your choices based on your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can potentially save some money by combining your hotel stay in Chatham with your flights and activities through an Expedia package. ### Find the best attractions in Chatham Chatham, New York, is ideal for a romantic and scenic getaway, offering a blend of outdoor adventures and cultural experiences. Visitors can explore picturesque lakes, historic sites, and local libraries, making it a great destination for families and those seeking a deeper connection with nature and history. Whether you're looking to relax or immerse yourself in local culture, Chatham has something for everyone. - **[Art Omi International Arts Center - Fields Sculpture Park:](https://www.expedia.ca/Art-Omi-International-Arts-Center-Fields-Sculpture-Park-Hotels.0-l553248621532665229-0.Travel-Guide-Filter-Hotels)** Located 6.4km from Chatham, this expansive sculpture garden offers a unique blend of art and nature. With family-friendly outdoor vibes, visitors can explore a diverse collection of contemporary sculptures set against scenic landscapes, making it a perfect spot for leisurely strolls and picnics. - **[Martin Van Buren National Historic Site:](https://www.expedia.ca/Martin-Van-Buren-National-Historic-Site-Hotels.0-l6087135-0.Travel-Guide-Filter-Hotels)** Situated 9.7km from Chatham, this historic site invites you to immerse yourself in the life of the 8th President of the United States. It provides rich cultural insights through guided tours of the estate and exhibits showcasing early 19th-century American history. - **[National Shrine of the Divine Mercy:](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels)** Located 24.1km from Chatham, this serene shrine offers a peaceful environment for reflection and meditation. With beautiful architecture and a vibrant atmosphere, it attracts visitors seeking spiritual solace and cultural enrichment. ### Best time to go to Chatham Visitor numbers in Chatham is generally unchanged in popularity throughout the year. The best time to visit Chatham is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------- | --------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------ | ------------------------------------------------------------------------------------------------------------------ | | January | 24.6°F (-4.1°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 26.2°F (-3.2°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 34.2°F (1.2°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | April | 45.7°F (7.6°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 57.4°F (14.1°C) | Light Rain | Mostly Sunny | Average | Average | | June | 65.3°F (18.5°C) | Light Rain | Mostly Sunny | Average | Average | | July | 71.6°F (22.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 69.6°F (20.9°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | September | 62.6°F (17.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 51.4°F (10.8°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | | November | 39.2°F (4.0°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 31.1°F (-0.5°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Chatham When planning your visit to Chatham, New York, you have several airport options. Albany International Airport ([ALB](https://www.expedia.ca/Albany-Intl-Airport-Hotels.0-aALB-0.Travel-Guide-Filter-Hotels)) is located 45.1km away and offers nearby hotels such as [The Landing Hotel at Rivers Casino & Resort](https://www.expedia.ca/Albany-Hotels-The-Landing-Hotel-At-Rivers-Casino-Resort.h19093277.Hotel-Information) and [Park Manor Hotel](https://www.expedia.ca/Clifton-Park-Hotels-Park-Manor-Hotel.h895584.Hotel-Information), both 12.9km from the airport. Hartford's Bradley International Airport ([BDL](https://www.expedia.ca/Bradley-Intl-Airport-Hotels.0-aBDL-0.Travel-Guide-Filter-Hotels)) is 88.5km away, with excellent accommodations like DoubleTree by Hilton Hartford and [Marriott Hartford Downtown](https://www.expedia.ca/Hartford-Hotels-Marriott-Hartford-Downtown.h1260819.Hotel-Information). For a closer option, Hudson, NY's Columbia County Airport (HCC) is just 12.9km away, with options like [The Wick](https://www.expedia.ca/Hudson-Hotels-The-Wick.h19742697.Hotel-Information), Hudson, which offers transportation services. Each airport provides convenient access to your stay in Chatham. ## Recent reviews of Chatham hotels ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 5/5 Excellent "Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything." A verified traveller stayed at The Yankee, Trademark Collection by Wyndham Posted 1 day ago [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 5/5 Excellent "The stay was wonderful. The beautiful place. All very comfortable!" A verified traveller stayed at Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy Posted 2 days ago [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 5/5 Excellent "Staff was very courteous and rooms clean." A verified traveller stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG Posted 2 days ago [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Hampton Inn & Suites Berkshires-Lenox](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927087/59f14822_y.jpg) ### Hampton Inn & Suites Berkshires-Lenox 5/5 Excellent "The room and amenities were amazing. " A verified traveller stayed at Hampton Inn & Suites Berkshires-Lenox Posted 3 days ago [](https://expedia.ca/Lenox-Hotels-Hampton-Inn-Suites-Berkshires-Lenox.h1927087.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg) ### Comfort Inn & Suites East Greenbush - Albany 5/5 Excellent "All around great hotel" A verified traveller stayed at Comfort Inn & Suites East Greenbush - Albany Posted 3 days ago [](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![Courtyard by Marriott Lenox Berkshires](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47_y.jpg) ### Courtyard by Marriott Lenox Berkshires 5/5 Excellent "Our stay was great! " A verified traveller stayed at Courtyard by Marriott Lenox Berkshires Posted 3 days ago [](https://expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/ca1036e9_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 5/5 Excellent "Perfectly Clean. Great Service. Beautiful Place!" A verified traveller stayed at The Black Swan Lee - Lenox, an Ascend Collection Hotel Posted 6 days ago [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 5/5 Excellent "Great staff, clean comfortable room. " A verified traveller stayed at Berkshire Mountain Lodge Posted 7 days ago [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 5/5 Excellent "Very good " A verified traveller from Everett stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG Posted 9 days ago [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Chatham? > During the peak season from June to August, Chatham buzzes with tourists eager to explore its charming historic sites and enjoy the scenic waterfront. This vibrant atmosphere is great for those who appreciate a lively environment, with plenty of opportunities for sightseeing and engaging in local events. The summer's long daylight hours invite you to take leisurely strolls along the waterfront or visit the nearby parks, where you can relax and soak in the sun. > > > For couples seeking a romantic escape, July is particularly enchanting, as the warm evenings are ideal for dining al fresco. Many local restaurants offer outdoor seating, where you can indulge in fresh seafood or traditional British fare while enjoying stunning views of the surrounding area. > > > If you're looking for a more budget-friendly option, consider visiting in September. This month often sees a slight drop in accommodation prices while still providing pleasant weather and fewer crowds, making it a great time to explore the historical sites and enjoy the natural beauty of Chatham without the hustle and bustle of peak tourist season. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chatham hotel booking with Expedia? ### How much is the nightly rate at a Chatham hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - More ways to book - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [B&B in Austerlitz ](https://www.expedia.ca/Austerlitz-Bed-And-Breakfast.d500771-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Austerlitz ](https://www.expedia.ca/Austerlitz-Castles.d500771-aaCastles.Travel-Guide-Accommodation) - [Cheap Hotels in Austerlitz ](https://www.expedia.ca/Austerlitz-Hotels-Cheap-Hotels.0-0-d500771-tCheapHotels.Travel-Guide-Filter-Hotels) - 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