Title: Book the Best HISTORIC Hotels in Chatham in 2026 | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d10743.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.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 ## Check availability on Chatham Historic Hotels Tonight [Apr 5 - Apr 6](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-05&endDate=2026-04-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 6 - Apr 7](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-06&endDate=2026-04-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham historic hotels ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/7e1e24c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/49d1d00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) Chatham 9.6/10 Exceptional (102 reviews) "We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margot C. CA $138 CA $688 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/w1597h1181x0y19-161a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/b1c8cf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/85e6fd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/34f69a40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome! [](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information) Chatham 10/10 Exceptional (40 reviews) "We’ve stayed here 3 times and always love it. Kitchen is very well-stocked, beds are comfortable and you cannot beat the location. Owner is very responsive if there are issues. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Coleen and Brian F. [](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196169/d1cecd38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196169/2dacb067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196169/49343168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196169/69824d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chapter House [](https://www.expedia.ca/Yarmouth-Port-Hotels-Chapter-House.h1196169.Hotel-Information) Yarmouth Port 9.2/10 Wonderful (162 reviews) "Beautiful Hotel and Stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $229 CA $262 total includes taxes & fees May 3 - May 4 [](https://www.expedia.ca/Yarmouth-Port-Hotels-Chapter-House.h1196169.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/c5192e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/1fed40da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a7d1d86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, Netflix, books](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/a58600d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) West Brewster 9.6/10 Exceptional (51 reviews) "House was perfect for our family reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg H. CA $184 CA $821 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/w1242h889x0y0-ba5cd960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/797729b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/w3805h3024x227y0-19b5052c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/8311230c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) Dennis 10/10 Exceptional (32 reviews) "The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie D. CA $418 CA $967 total includes taxes & fees Apr 6 - Apr 7 [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/80d38d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/0d242929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/7ce9221a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/32000000/31730000/31730000/31729981/a8f75b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed [](https://www.expedia.ca/South-Yarmouth-Hotels-WATERFRONT-WKayaks-SUPs-Pet-Friendly-HOT-TUBFirepit-FPLDeck-Patio.h31729981.Hotel-Information) Bass River 10/10 Exceptional (99 reviews) "We had a great time at this wonderful location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daria P. CA $342 CA $985 total includes taxes & fees Apr 17 - Apr 18 [](https://www.expedia.ca/South-Yarmouth-Hotels-WATERFRONT-WKayaks-SUPs-Pet-Friendly-HOT-TUBFirepit-FPLDeck-Patio.h31729981.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=2026-04-19&endDate=2026-04-20®ionId=10743&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "The staff was PERFECT" [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Clean and up to date room and property in general. Continental Breakfast was very good and all staff helpful and polite " [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/3bffd99c_y.jpg) ### Cape Sands Inn 10/10 Excellent "Very nice staff. Hot tub and Indoor pool were also closed for the season which we were expecting because those usually stay open year around. " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Yes" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Comfort Inn Hyannis - Cape Cod](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b37d6e5b_y.jpg) ### Comfort Inn Hyannis - Cape Cod 8/10 Good "It was good " [](https://expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "My third time staying here and second time renting the plaza suite. Always a good time. You get what you pay for. It’s not a high end hotel but I haven’t come across any major issues that would make me not want to come back. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/783b5af0_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Awesome breakfast, great location " [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Anchor In Distinctive Waterfront Lodging](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640889/7438dff7_y.jpg) ### Anchor In Distinctive Waterfront Lodging 10/10 Excellent "Staff was very warm and welcomed our furry babies. " [](https://expedia.ca/Hyannis-Hotels-Anchor-In-Distinctive-Waterfront-Lodging.h7640889.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/df083265_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "Clean and excellent breakfast! Just the pool was very cold !!! Amazing experience! " [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Chatham? ### How many historically relevant hotels will I find in Chatham? ### What are the must-see historical sites and other places to visit in Chatham? ### What is a historic hotel like in Chatham? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Chatham have modern facilities? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [Adults Only Resorts & in Boston ](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston ](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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