Title: Book the Best Chatham, MA ALL INCLUSIVE Resorts and Hotels | 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) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 All Inclusive Resorts and Hotels Tonight [Mar 30 - Mar 31](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-03-30&endDate=2026-03-31&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 31 - Apr 1](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-03-31&endDate=2026-04-01&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Chatham ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/471fd6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/0ed95706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) Chatham 9.2/10 Wonderful (646 reviews) "Friendly staff, clean and spacious room, convenience of having a restaurant on site, and convenience of walking to all the stores and restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $249 CA $345 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/e4387afe.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/f8355c29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40290000/40283500/40283414/203d6415.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 reviews) "We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margot C. CA $182 CA $749 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Chatham-Home-Wbeautiful-Backyard-Furnished-Multi-Level-Deck.h40283414.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95040000/95031900/95031879/e6669e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/96000000/95040000/95031900/95031879/4ad610f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95031900/95031879/f418c320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95040000/95031900/95031879/b4079d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaside condo with patio, beach access, loft, board games, gas grill, & firepit [](https://www.expedia.ca/Chatham-Hotels-Seaside-Condo-With-Patio.h95031879.Hotel-Information) Chatham 7.8/10 Good (18 reviews) "The property was nice and quiet getaway from the city" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jorge Z. CA $188 CA $715 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Chatham-Hotels-Seaside-Condo-With-Patio.h95031879.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/d50e3e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/1a016b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/bc33c61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/7fb17e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Seafarer Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.Hotel-Information) Chatham 9.0/10 Wonderful (319 reviews) "Lovely place to stay. The rooms were comfortable, beds very nice and the staff was great. A charming place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Virginia CA $214 CA $245 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/8a15db85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/e981387d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, soundproofing](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/be663734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/7fbb17d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greyfinch Chatham Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) Chatham 8.8/10 Excellent (254 reviews) "Wonderful place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $199 CA $278 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/58cbf5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/a2be70a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/3da525ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33705700/33705690/ff5b375b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches [](https://www.expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information) Chatham 10/10 Exceptional (117 reviews) "Clean, quiet, and great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler B. CA $250 CA $688 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Chatham-Hotels-Quaint-Cozy-Downtown-Chatham-Home.h33705690.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/efc614b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/c3fa2de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) Chatham 9.2/10 Wonderful (816 reviews) "Very nice room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $522 CA $598 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/6cee3705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/35241387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/13b9e255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/31db98e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Harbor Inn [](https://www.expedia.ca/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) Chatham 9.6/10 Exceptional (162 reviews) "The room was cozy and very clean. Service was friendly and welcoming. We fell in love with the whole Chatham area and had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery CA $359 CA $411 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/w1597h1181x0y19-161a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/b1c8cf78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/85e6fd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/fd7b89bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome! [](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information) Chatham 10/10 Exceptional (40 reviews) "We’ve stayed here 3 times and always love it. Kitchen is very well-stocked, beds are comfortable and you cannot beat the location. Owner is very responsive if there are issues. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Coleen and Brian F. [](https://www.expedia.ca/Chatham-Hotels-Luxury-9-BR-Home-With-Heated-Pool-In-Downtown-Chatham.h71778590.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/5a8499c3.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/01ecbf0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyannis Travel Inn [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) Hyannis 9.6/10 Exceptional (1,000 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shane and Jessica CA $110 CA $126 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.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=2026-04-13&endDate=2026-04-14®ionId=10743&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at all-inclusive hotels in Chatham 5 stars 4 stars Adult-only Pool Family-friendly ## Top Chatham Hotel Reviews ## Frequently asked questions ### How much does an all-inclusive hotel in Chatham cost? ### What is the best time to stay at an all-inclusive hotel in Chatham? > This time of year sees an influx of tourists, and the area buzzes with various events, including fairs, farmer's markets, and live music. The warm weather allows for plenty of opportunities to explore the stunning beaches, such as Lighthouse Beach and Hardings Beach, as well as partake in activities like kayaking and paddleboarding. However, since it's the busiest time, it's advisable to book your all-inclusive stay well in advance to secure the best options. > > > If you're looking for good value and a more relaxed experience, consider visiting in late June or early September. These shoulder-season months offer milder temperatures, typically around 18°C to 24°C, and fewer crowds while still allowing access to many of the same outdoor activities and local events. ### How can I save on an all-inclusive hotel in Chatham with Expedia? ### Is it cheaper to book an all-inclusive hotel and flight package in Chatham? ### What all-inclusive amenities should we expect at hotels in Chatham? ### Can I cancel my all-inclusive hotel reservation on Expedia? ## 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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