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) ![Chatham featuring a windmill, general coastal views and wild flowers](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Chatham, MA from CA $154 - ![](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 [Jan 6 - Jan 7](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-06&endDate=2026-01-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 7 - Jan 8](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-07&endDate=2026-01-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham historic hotels ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/bab152c5.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/41000000/40290000/40283500/40283414/9355f506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/d9225b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### 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) "House was as advertised. Very clean and comfortable.we loved the fireplace and the large deck was great.we walked to Hardings beach in the morning.Highly recommend this vacation home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda W. [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/0a75a95f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/9f2630b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/60d936ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/97bd2b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham [](https://www.expedia.ca/Chatham-Hotels-Beautiful.h55584101.Hotel-Information) Chatham 8.6/10 Excellent (26) "This was a very nice place to stay, the location was perfect. A short walk to town and centrally located on the Cape as a whole. This home had all of the amenities need for a comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey A. [](https://www.expedia.ca/Chatham-Hotels-Beautiful.h55584101.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/5d7ebe6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/e9405833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/0a9fa15c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/e4d68938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Resort [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) Hyannis 8.4/10 Very good (49) "Clean and inexpensive" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/f7a87ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/a26c3d28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/b13a9f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/0231de53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Hyannis - Cape Cod [](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) Hyannis 8.0/10 Very good (1006) "Nice hotel had a perfect stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/8928d372.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/c100b426.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) ![3 bedrooms, iron/ironing board, free internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72440000/72435000/72434954/3e9866f1.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 (50) "House was perfect for our family reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregg H. [](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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57120000/57119600/57119600/1823fb75.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) ### 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) "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. [](https://www.expedia.ca/Dennis-Port-Hotels-Walk-To-DennisPort-Beaches-4-MinBars-And-Restaurants-2min-WalkPerfect-Location.h57119600.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/9c00f554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/558e9473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/1112d4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/785c703f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!! [](https://www.expedia.ca/Centerville-Hotels-New-Construction-Craigville-Beach.h37685249.Hotel-Information) Barnstable 10/10 Exceptional (31) "It was a great stay and clean home. Recommend people to stay here" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charbel T. [](https://www.expedia.ca/Centerville-Hotels-New-Construction-Craigville-Beach.h37685249.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=2026-01-20&endDate=2026-01-21®ionId=10743&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](https://images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "The hotel is being remodeled, but the room is very clean. They even had gluten free options for breakfast, which made my little one super happy!" [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "The room was nice and clean and we had a pleasant stay. The staff were friendly and all amenities were enjoyable." [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Rooms were quaint, clean, and unique. Will definitely be staying again!!" [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "So easy to get to everything by foot. Spacious room. Very friendly staff " [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Clean room" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52_y.jpg) ### The Mansion at Ocean Edge 10/10 Excellent "The hotel is beautifully decorated for the holiday season" [](https://expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![Captain's House Inn](https://images.trvl-media.com/lodging/3000000/2830000/2824300/2824230/c5cf48fc_y.jpg) ### Captain's House Inn 10/10 Excellent "All was perfect. Beautiful property and outstanding staff. " [](https://expedia.ca/Chatham-Hotels-Captains-House-Inn.h2824230.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![The Hawthorne](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/88db557f_y.jpg) ### The Hawthorne 10/10 Excellent "This is the find!! Water front efficiency units-- while they may be small, they do the job. You can not find anything else like them. And the owners are wonderful. I understand now why so many people return here annually. " [](https://expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.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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