Title: Book the Best HISTORIC Hotels in Chatham in 2025 | 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 - ![](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 [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-23&endDate=2025-11-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-24&endDate=2025-11-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 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) ![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/41000000/40290000/40283500/40283414/49d1d00f.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 Chatham 9.6/10 Exceptional (101) "Our second year in a row staying here. Cute house and great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin M. CA $131 CA $584 total includes taxes & fees Nov 30 - Dec 1 [](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/56000000/55590000/55584200/55584101/97bd2b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55590000/55584200/55584101/59c7a7ef.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) ### Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham 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. CA $288 CA $757 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Chatham-Hotels-Beautiful.h55584101.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Multiple Beds](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/2c353cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/8b9d0245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/3ac160a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Travel Inn Hyannis 9.6/10 Exceptional (1003) "The staff here is excellent and the rooms are very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vail CA $126 CA $144 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.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) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115250000/115243800/115243739/9d421872.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/e9405833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard Resort Hyannis 8.0/10 Very good (37) "Staff extremely helpful, pleasant. Rooms clean, pool terrific. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) katherine CA $148 CA $170 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/eaf47243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/f5112eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Cottage, Private Bathroom (2 Queens w/ Patio) | Exterior](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/fd3d3ebd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/56fcf794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Craigville Beach Inn Centerville 8.6/10 Excellent (447) "Great location and such a lovely little place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colleen CA $182 CA $208 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Centerville-Hotels-Craigville-Beach-Inn.h3809041.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) ![Hallway](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/0231de53.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) ### Comfort Inn Hyannis - Cape Cod Hyannis 8.0/10 Very good (1002) "Karla at the front desk was so welcoming and accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $141 CA $161 total includes taxes & fees Dec 21 - Dec 22 [](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) ![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) ![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/c100b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail 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. CA $200 CA $744 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Brewster-Hotels-Cheery-House-Wdeck.h72434954.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/36981e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/0f3d46d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/0d6f5ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Salt Pond Room](https://images.trvl-media.com/lodging/2000000/1950000/1948000/1947981/25945a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Yarmouth Port Yarmouth Port 9.6/10 Exceptional (120) "We liked everything, the hosts were amazing and helpful, breakfasts top-notch, great climate control in the room, modern comfort in historic setting" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vladimir [](https://www.expedia.ca/Yarmouth-Port-Hotels-The-Inn-At-Yarmouth-Port.h1947981.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/32000000/31740000/31733400/31733392/785d0056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31740000/31733400/31733392/1e5820ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/32000000/31740000/31733400/31733392/6feb37c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31740000/31733400/31733392/25c367de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★Waterfront & on Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.dog OK💥Sunsets West Brewster 10/10 Exceptional (22) "Everything was great- the home is beautiful and so comfortable with an amazing patio out front and the pond at your feet. Great location! Owner was helpful, responsive to questions and took care of a minor repair immediately. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha A. CA $316 CA $988 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Brewster-Hotels-Waterfront-On-Bike-Path-Avail-78-Week-Private-BeachBikesKayaksSunsets.h31733392.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) ![Dining](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/d4100beb.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) ![Exterior](https://images.trvl-media.com/lodging/38000000/37690000/37685300/37685249/1112d4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!! Barnstable 10/10 Exceptional (30) "House is beautiful and well equipped, and located in a lovely quiet neighborhood. Host was quickly responsive to all of our inquiries. Overall a great spot for a family vacation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila B. CA $705 CA $1,373 total includes taxes & fees Nov 24 - Nov 25 [](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=2025-12-07&endDate=2025-12-08®ionId=10743&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_10743) ## 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 "Nice staff Clean room Comfortable bed Convenient location " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Great place..Friday wonderful breakfast, clean as always. Have stayed here 6 timmes Never disappointed " [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Cape Sands Inn](https://images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Clean room, great rate easy checkin and easy checkout. Will stay again. " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![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 "Beautiful hotel great room" [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.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) ![Hyannis Plaza Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "Staff was great and room was very clean " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Chatham Wayside Inn](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Our room was nicely appointed and an excellent layout." [](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 "The room were clean. The staff were all friendly! I will definitely go back!!! " [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.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 "Great accommodation and staff." [](https://expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Chatham? > You'll probably want to seek out the historically relevant sites during your vacation in Chatham. While you're here, you can visit the waterfront and seaside. During your stay in this trendy area, you can also relish a trip to the seafood restaurants. ### How many historically relevant hotels will I find in Chatham? > In Chatham, you'll find 342 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels. ### What are the must-see historical sites and other places to visit in Chatham? > Chatham is notable for landmarks like Chatham Lighthouse, Chatham Lighthouse Beach, and Mayo House. Cultural venues include Gallery Antonia, Monomoy Theatre, and Chatham Railroad Museum. A couple of additional sights to add to your agenda are Chatham Fish Pier and Ridgevale Beach. ### What is a historic hotel like in Chatham? > Guests who book a historic hotel can stay someplace that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features can be admired in the guestrooms or communal spaces of historic hotels in Chatham, bringing the history to life. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The building and architecture of historic hotels are generally what's most important. For a heritage hotel, mainly, it's cultural value as well as how it shaped the community. ### Do historic hotels in Chatham have modern facilities? > Hotels include modern conveniences and safety features you've come to expect, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the popular amenities found in any hotel will also be available in a historic hotel. 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