Title: Book the Best Hotels with BARS 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 Hotels with Bar in Chatham, MA from CA $313 ![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 Hotels with Bar ## Top Chatham Hotels with Bar ![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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/f7ed55d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5695h3900x5y0-3649fa2f.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) ### Chatham Bars Inn Chatham 9.2/10 Wonderful (789) "Beautiful property. Great service!" CA $527 CA $633 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/9874775f.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) ![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 Chatham 9.2/10 Wonderful (566) "Great hotel, great locatiion" CA $225 CA $313 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/600000/599600/599515/5b3e612f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/1000000/600000/599600/599515/72f2789d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/600000/599600/599515/c2d80fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Garden Area](https://images.trvl-media.com/lodging/1000000/600000/599600/599515/90c609a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Queen Anne Inn Chatham 8.8/10 Excellent (236) "Staff are top notch at this fine little inn. Everything about our stay was peaceful and perfect. " [](https://www.expedia.ca/Chatham-Hotels-Queen-Anne-Inn.h599515.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/88db557f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/9bc7d6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/02a9dd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/10000000/9995800/9995791/55128a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hawthorne Chatham 9.4/10 Exceptional (190) "Ocean view with short walk to beach and fishing pier." CA $322 CA $368 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chatham-Hotels-The-Hawthorne.h9995791.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) ![Deluxe Queen Room by the Pond](https://images.trvl-media.com/lodging/4000000/3800000/3794800/3794781/e8bf76bf.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) ### 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) ![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 (161) "Great place to stay!" CA $500 CA $573 total includes taxes & fees Oct 5 - Oct 6 [](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=2025-10-16&endDate=2025-10-17®ionId=10743&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Chatham Hotel Reviews ![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) ![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) ![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) ![Hyannis Harbor Hotel](//images.trvl-media.com/lodging/1000000/60000/55000/54945/741b5772_y.jpg) ### Hyannis Harbor Hotel 10/10 Excellent "Nice " [](https://expedia.ca/Hyannis-Hotels-Hyannis-Harbor-Hotel.h54945.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 "This is a beautiful and relaxing place in September. Beach, pool, restaurant and attentive personnel." [](https://expedia.ca/South-Yarmouth-Hotels-Red-Jacket-Beach-Resort.h54939.Hotel-Information) ![Americas Best Value Inn & Suites Hyannis Cape Cod](//images.trvl-media.com/lodging/1000000/920000/913800/913772/b88f545c_y.jpg) ### Americas Best Value Inn & Suites Hyannis Cape Cod 10/10 Excellent "Easy walk to shops and restaurants down town." [](https://expedia.ca/Hyannis-Hotels-Americas-Best-Value-Inn-Suites-Hyannis-Cape-Cod.h913772.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Chatham? > Chatham features 371 properties to choose from, and likely many will have a bar where you can enjoy drink after a day of exploring. While you're here, consider a visit to Chatham Fish Pier and Chatham Lighthouse. ### What are the best hotels with bars in Chatham? > Here's a few of the top Chatham accommodations with bars: [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information): Resort with restaurant. Enjoy the bar, free WiFi, and free parking. [Chatham Wayside Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. [Queen Anne Inn](https://www.expedia.ca/Chatham-Hotels-Queen-Anne-Inn.h599515.Hotel-Information): Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. ### What is there to do in Chatham? > In the area, you can visit Chatham Fish Pier, Chatham Lighthouse, and Chatham Lighthouse Beach, then find a cozy spot for a nightcap. Other places to see include Ridgevale Beach and Cape Cod Beaches. Chatham is recognized for its popular beaches. ### When is the best time to visit Chatham? > Visiting local bars in Chatham is better when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. 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. Average annual precipitation for Chatham is 54 inches. ### How can I get to Chatham and around the area? > Here are some of your transportation choices in and around Chatham: Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) away from the heart of the city. Otherwise, look for flights into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away. 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