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 $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 [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-10-31&endDate=2025-11-02&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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/d9225b26.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) ### Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK Chatham 9.6/10 Exceptional (99) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike D. CA $125 CA $576 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.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) ![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) ![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) ### Pleasant Bay Village Resort Chatham 9.6/10 Exceptional (299) "Beautiful place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellen CA $322 CA $369 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Chatham-Hotels-Pleasant-Bay-Village-Resort.h3794781.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) ![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) ### 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cara A. CA $280 CA $745 total includes taxes & fees Oct 21 - Oct 22 [](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) ![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 7.4/10 Good (29) "Excellent location. Nicely equipped kitchenette." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $148 CA $170 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hyannis-Hotels-Courtyard-Resort.h115243739.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) ![Interior](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/3ac160a6.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) ### Hyannis Travel Inn Hyannis 9.6/10 Exceptional (1030) "Wonderful stay. Looking forward to our next visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $139 CA $159 total includes taxes & fees Oct 20 - Oct 21 [](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) ![Hallway](https://images.trvl-media.com/lodging/10000000/9410000/9400300/9400206/765734bc.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) ![Room amenity](https://images.trvl-media.com/lodging/10000000/9410000/9400300/9400206/5e4a0736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SeaCoast Inn Hyannis 9.0/10 Wonderful (745) "Nice location to Main St and the harbor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael E CA $151 CA $173 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hyannis-Hotels-SeaCoast-Inn.h9400206.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) ![Hallway](https://images.trvl-media.com/lodging/2000000/1250000/1240500/1240460/0231de53.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 (1009) "Clean rooms; free parking on site" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reu Siega CA $138 CA $157 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8400/8350/a88996e7.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) ![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) ### Cape Cod Inn Hyannis 8.8/10 Excellent (497) "Clean and quiet. Friendly staff. Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LouAnn [](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) ![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 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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nate CA $222 CA $274 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) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/56fcf794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3810000/3809100/3809041/731ea609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Craigville Beach Inn Centerville 8.6/10 Excellent (446) "Love the craigville inn. We have stayed here multiple times and will continue to do so!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $181 CA $207 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Centerville-Hotels-Craigville-Beach-Inn.h3809041.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=2025-11-02&endDate=2025-11-03®ionId=10743&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![Bayside Resort Hotel](//images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Excellent staff so welcoming! Loved the hot tub, loved the bar and grill.Excellent breakfast. Will may a trip back one day!" [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![Hampton Inn & Suites Cape Cod-West Yarmouth](//images.trvl-media.com/lodging/3000000/2560000/2558700/2558618/dc2c7156_y.jpg) ### Hampton Inn & Suites Cape Cod-West Yarmouth 10/10 Excellent "Excellent stay." [](https://expedia.ca/West-Yarmouth-Hotels-Hampton-Inn-Suites-Cape-Cod-West-Yarmouth.h2558618.Hotel-Information) ![Hyannis Harbor Hotel](//images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772_y.jpg) ### Hyannis Harbor Hotel 10/10 Excellent "Very clean. Great location. Walkable to many great restaurants. Would definitely recommend. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.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 "The staff at Margaritaville were very friendly and professional. The room was spotless and the food at the Landshark Restaurant was great!!! We had an excellent time!!!" [](https://expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Cape Sands Inn](//images.trvl-media.com/lodging/2000000/1340000/1330200/1330174/aa954682_y.jpg) ### Cape Sands Inn 10/10 Excellent "I love this hotel clean good up keep " [](https://expedia.ca/West-Yarmouth-Hotels-Cape-Sands-Inn.h1330174.Hotel-Information) ![Uncommoner Hotel by Reverie Boutique Collection](//images.trvl-media.com/lodging/1000000/490000/480800/480770/76dbfadf_y.jpg) ### Uncommoner Hotel by Reverie Boutique Collection 10/10 Excellent "Very clean. Unique decor. Great location near restaurants, beaches and harbor to catch ferries to Martha’s Vineyard or Nantucket. Free use of bikes was nice too." [](https://expedia.ca/West-Yarmouth-Hotels-Tidewater-Inn.h480770.Hotel-Information) ![Red Jacket Beach Resort](//images.trvl-media.com/lodging/1000000/60000/55000/54939/36198ab8_y.jpg) ### Red Jacket Beach Resort 10/10 Excellent "Always neat and clean. Staff knowledgeable and friendly " [](https://expedia.ca/South-Yarmouth-Hotels-Red-Jacket-Beach-Resort.h54939.Hotel-Information) ![Chatham Wayside Inn](//images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002_y.jpg) ### Chatham Wayside Inn 10/10 Excellent "The location could not be beat! You are right on Main St in Chatham. We really appreciated the free parking, while tourists were fighting for spots on the street. Breakfast was VERY nice. Especially considering what you normally get for free at a hotel. My only small complaint was the bathroom. There was some peeling paint on the ceiling. The tub floor felt squishy when you stepped on it, implying either improper installation or rot underneath. Otherwise, it was clean and very functional. I would stay here again. However, it is very pricey. But if a super convenient location is important for you, it's worth it. " [](https://expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Hyannis Travel Inn](//images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "My friends and I had a great stay clean environment, pleasant staff at front desk and cleaners were very accommodating. Love the pool/hot tub as well. " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.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 351 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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