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) ![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 All Inclusive Resorts and 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 All Inclusive Resorts and Hotels Tonight [Nov 11 - Nov 12](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-11&endDate=2025-11-12&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 12 - Nov 13](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-12&endDate=2025-11-13&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2025-11-21&endDate=2025-11-23&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chatham All Inclusive Resorts and Hotels ![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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/07d625ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/0e2de95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/f7ed55d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn Chatham 9.2/10 Wonderful (795) "Great accommodation and staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $365 CA $438 total includes taxes & fees Nov 13 - Nov 14 [](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) ![Luxury King](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/ac0b2bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/b104f6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/bce8afe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Harbor Inn Chatham 9.6/10 Exceptional (162) "We couldn't be happier with our stay at Old Harbor Inn" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy [](https://www.expedia.ca/Chatham-Hotels-Old-Harbor-Inn.h1502039.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=2025-11-26&endDate=2025-11-27®ionId=10743&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![Red Jacket Beach Resort](//images.trvl-media.com/lodging/1000000/60000/55000/54939/36198ab8_y.jpg) ### Red Jacket Beach Resort 10/10 Excellent "Great room, nice view, perfect location. Power did go out one night, coffee machine never worked and they had no fix, and the breakfast is obscenely expensive." [](https://expedia.ca/South-Yarmouth-Hotels-Red-Jacket-Beach-Resort.h54939.Hotel-Information) ## Frequently asked questions ### Looking for Chatham all-inclusive resorts? > Chatham is known for its beaches and offers a host of things to see and do such as Chatham Lighthouse Beach and Ridgevale Beach. View our all-inclusive resorts where you can enjoy a good selection of amenities including entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive hotels also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost. ### What is there to do near my all-inclusive resort in Chatham? > If you want to venture outside of your all-inclusive resort, head to Chatham Lighthouse Beach and Ridgevale Beach and see why travelers like the beaches. Other attractions include Chatham Fish Pier, Chatham Lighthouse, and Cape Cod Beaches. ### When's the best time for an all-inclusive stay in Chatham? > There's nothing like an all-inclusive vacation in Chatham to revive you, especially when you know what to expect from the elements. Here's some info to help you decide when to book: The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. July and June are the driest months while October and December are the rainiest months. ## 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) - [Golf Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston](https://www.expedia.ca/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Boston](https://www.expedia.ca/Boston-Hotels-Hotel-With-Wifi.0-0-d178239-tHotelwithwifi.Travel-Guide-Filter-Hotels) - 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