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://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105460-Chatham.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Chatham, MA from CA $131 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chatham Historic Hotels ![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) ![Interior](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/3ac160a6.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) ### Hyannis Travel Inn Hyannis 9.6/10 Exceptional (1003) "Stayed there many times! Great place" CA $138 CA $158 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Single Room](https://images.trvl-media.com/lodging/10000000/9410000/9400300/9400206/90-92aafafd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9410000/9400300/9400206/c57bc19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/10000000/9410000/9400300/9400206/fe1d40a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/10000000/9410000/9400300/9400206/765734bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SeaCoast Inn Hyannis 9.0/10 Wonderful (731) "Great place to stay! Great location!! Close to so much! Will definitely stay again!" CA $149 CA $171 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hyannis-Hotels-SeaCoast-Inn.h9400206.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) ![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) ![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 7.2/10 Good (23) "This was my 4th time and I will continue staying here anytime I vacation in Hyannis. Staff is helpful with easy checkin and checkout. It’s clean, comfortable, and a very short walk to main st. which is so convenient. I really enjoy spending time in the indoor hot tub and pool " CA $152 CA $174 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/878d3dc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lower Deluxe Two Bedroom Cottage | Private kitchen](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/3e91efe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Extra Deluxe King Room | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/34380ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Upper Deluxe Two Bedroom Cottage | Garden](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/de2c60bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pleasant Bay Village Resort Chatham 9.6/10 Exceptional (294) "Beautiful place to stay!" CA $321 CA $367 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.Hotel-Information) ![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/41000000/40290000/40283500/40283414/7e1e24c2.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) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK Chatham 9.6/10 Exceptional (98) "Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. " CA $124 CA $561 total includes taxes & fees Oct 5 - Oct 6 [](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) ![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/56000000/55590000/55584200/55584101/9f2630b8.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) ### Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham Chatham 8.6/10 Excellent (26) "Our family took our first vacation as a family of 3 and the house was perfect!" CA $284 CA $744 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Chatham-Hotels-Beautiful.h55584101.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/1000000/10000/8400/8350/w988h321x0y3-b5ad240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/10000/8400/8350/25694bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/1000000/10000/8400/8350/b61e2b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8400/8350/2aeda614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cape Cod Inn Hyannis 8.8/10 Excellent (491) "Great location, easy walk to stores, restaurants and the Cape Cod Melody tent. " CA $114 CA $131 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Hyannis-Hotels-Cape-Cod-Inn.h8350.Hotel-Information) ![Pelham King Bunk Suite + Balcony](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/bab5ba9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pelham Suite | Living area](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/4f39e63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/4c0e3706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2240000/2232500/2232448/2cf384b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelham on Main West Dennis 8.6/10 Excellent (401) "Would definitely stay again! Staff is welcoming, area is quiet and convenient. Renovated rooms are also a plus. 10/10." CA $220 CA $272 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/West-Dennis-Hotels-Pelham-On-Main.h2232448.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/f5112eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Studio Suite, 1 King Bed, Kitchenette | 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 (444) "Love the craigville inn. We have stayed here multiple times and will continue to do so!" CA $180 CA $206 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Centerville-Hotels-Craigville-Beach-Inn.h3809041.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/80dc7830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/3e96b60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/1390ed21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61650000/61643400/61643319/c0a86b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location Dennis Port 9.0/10 Wonderful (24) "Loved the location. Enjoyed breakfasts and lunches in the back and loved the outside shower. So nice to shower off under the stars or sunny sky. Would definitely stay here again" CA $89 CA $472 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Dennis-Port-Hotels-Adorable-Cape-Escape-W-Private-Beach-Access.h61643319.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=2025-10-16&endDate=2025-10-17®ionId=10743&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![Cape Sands Inn](//images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "Nice place very clean " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Captains Quarters Motel & Conference Center](//images.trvl-media.com/lodging/2000000/1090000/1080600/1080509/7b4bf26e_y.jpg) ### Captains Quarters Motel & Conference Center 10/10 Excellent "Clean and quiet. Good value for the money. " [](https://expedia.ca/Eastham-Hotels-Captains-Quarters-Motel-Conference-Center.h1080509.Hotel-Information) ![Margaritaville Resort Cape Cod](//images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Everything was perfect " [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Hyannis Travel Inn](//images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "The Room was clean and the staff was excellent." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Fairfield Inn & Suites by Marriott Cape Cod Hyannis](//images.trvl-media.com/lodging/1000000/10000/7700/7660/a974137b_y.jpg) ### Fairfield Inn & Suites by Marriott Cape Cod Hyannis 10/10 Excellent "Comfy beds…. Nice breakfast buffet!" [](https://expedia.ca/Hyannis-Hotels-Fairfield-Inn-Suites-By-Marriott-Cape-Cod-Hyannis.h7660.Hotel-Information) ![Chatham Wayside Inn](//images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "Great hotel, great locatiion" [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Best Western Cape Cod Hotel](//images.trvl-media.com/lodging/1000000/30000/28200/28183/d0406405_y.jpg) ### Best Western Cape Cod Hotel 10/10 Excellent "The pool, is amazing, clean room, good and easy parking " [](https://expedia.ca/Hyannis-Hotels-Best-Western-Cape-Cod-Hotel.h28183.Hotel-Information) ![Greyfinch Chatham Inn](//images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/7cf38365_y.jpg) ### Greyfinch Chatham Inn 10/10 Excellent "Clean room and well maintained buildings and pool area " [](https://expedia.ca/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) ![Viking Shores Motor Inn](//images.trvl-media.com/lodging/10000000/9770000/9769800/9769773/1939327a_y.jpg) ### Viking Shores Motor Inn 10/10 Excellent "The room was clean and newly renovated. I really enjoyed my stay. Perhaps they can put up some hooks by the bathtub area to hang a towel. " [](https://expedia.ca/Eastham-Hotels-Viking-Shores-Motor-Inn.h9769773.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 371 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 Atwood House Museum. 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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