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 $157 - ![](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 [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-12-02&endDate=2025-12-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-12-03&endDate=2025-12-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [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) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chatham Historic Hotels ![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 (39) "Staff extremely helpful, pleasant. Rooms clean, pool terrific. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) katherine CA $152 CA $174 total includes taxes & fees Dec 5 - Dec 6 [](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) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/d4c5b048.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 $137 CA $157 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.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=2025-12-17&endDate=2025-12-18®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 ![Holly Tree Resort](https://images.trvl-media.com/lodging/3000000/2850000/2847800/2847754/3c783f80_y.jpg) ### Holly Tree Resort 10/10 Excellent "Clean room, nice staff, great location. We go every year for 4 days around thanksgiving and we will always stay at The Holly Tree!" [](https://expedia.ca/West-Yarmouth-Hotels-Holly-Tree-Resort.h2847754.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Nice and clean, friendly receptionist. Pool is great, amusement arcade good for kids. Reasonable rates and location on the main road through West Yarmouth. Nicely lit up for Christmas. Back area looks on to lagoon and has a fire pit and sand" [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Yes, it was very nice. The staff was helpful. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.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 "We loved everything about the Captain's House Inn. It is very charming, beautifully maintained, lovely breakfasts, attentive and most pleasant staff, quiet and extremely comfortable. We will look forward to returning in the future." [](https://expedia.ca/Chatham-Hotels-Captains-House-Inn.h2824230.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) ![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) ## 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 345 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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