Title: Book the Best Hotels with BARS in Gloucester in 2026 | Expedia.ca [Gloucester Travel Guide](https://expedia.ca/Gloucester.dx8008)[Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d8008.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d8008.Travel-Guide-VacationRentals)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d8008.Travel-Guide-Flights)[Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d8008.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d8008.Destination-Travel-Guides) ![Good Harbor Beach featuring a sunset, a sandy beach and general coastal views](https://images.trvl-media.com/place/553248621532667409/fda0f2a2-9a66-4e87-a0d4-6552f49b1eaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Gloucester, MA from CA $136 - ![](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 Gloucester Hotels with Bar ## Our top choices for Gloucester hotels with a bar ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/70af0ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, free beach shuttle, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/b03548a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/180c9c4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/5ac5efb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beauport Hotel Gloucester [](https://www.expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) Downtown Gloucester 9.6/10 Exceptional (908) "We loved our stay So comfy, clean and beautiful views! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven [](https://www.expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/19469e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/83b14bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/43e419ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/01cbf79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel at Cape Ann Marina [](https://www.expedia.ca/Gloucester-Hotels-Cape-Anns-Marina-Resort.h13279212.Hotel-Information) Gloucester 8.4/10 Very good (778) "Great location with restaurant" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $297 CA $331 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Gloucester-Hotels-Cape-Anns-Marina-Resort.h13279212.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/46b6ba4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/67f10a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/d6c880e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Boston North Shore [](https://www.expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) Danvers 8.2/10 Very good (2318) "Excellent place !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniela CA $135 CA $150 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/f82bc628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/0368829a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/240a5ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Logan International Airport [](https://www.expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) Revere 9.0/10 Wonderful (2202) "Easy check-in and appreciated the shuttle to and from the hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keath CA $137 CA $161 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/20500/20459/b8b643ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20500/20459/cc882166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20459/ad974d01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20459/eb6aa290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Hotel & Suites Boston - Peabody by IHG [](https://www.expedia.ca/Boston-Hotels-Holiday-Inn-Hotel-Suites-Boston-Peabody.h20459.Hotel-Information) Peabody 7.2/10 Good (1002) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sejla CA $121 CA $136 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Boston-Hotels-Holiday-Inn-Hotel-Suites-Boston-Peabody.h20459.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/b04e2b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/4586e9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Double](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/654ed3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/d5aec2a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Inn [](https://www.expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information) Wakefield 7.6/10 Good (2327) "Another great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian [](https://www.expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/52621ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/43a1041f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/81b7f271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/2400/2394/w4000h2662x0y0-bcd16a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Marriott Peabody [](https://www.expedia.ca/Boston-Hotels-Boston-Marriott-Peabody.h2394.Hotel-Information) South Peabody 8.8/10 Excellent (1000) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LeAnn CA $210 CA $234 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Boston-Hotels-Boston-Marriott-Peabody.h2394.Hotel-Information) ![Dinner and brunch served](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/f20eb68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/558e4104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner and brunch served](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/fa7266d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/32000000/31430000/31423000/31422984/be633ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Briar Barn Inn [](https://www.expedia.ca/Rowley-Hotels-Briar-Barn-Inn.h31422984.Hotel-Information) Rowley 9.6/10 Exceptional (748) "So comfortable. I want to stay again and try the restaurant!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natasha [](https://www.expedia.ca/Rowley-Hotels-Briar-Barn-Inn.h31422984.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/6e52ffa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/6fcecc16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/e9ea109c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/51bd1fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hawthorne Hotel [](https://www.expedia.ca/Boston-Hotels-Hawthorne-Hotel.h28281.Hotel-Information) Downtown Salem 9.4/10 Exceptional (1525) "Great customer service, very clean rooms and amazing food! Will definitely be staying here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha CA $185 CA $207 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Boston-Hotels-Hawthorne-Hotel.h28281.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/40000/37600/37503/3d71c0c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front, 2 Queen Beds, Balcony](https://images.trvl-media.com/lodging/1000000/40000/37600/37503/0f310c44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/40000/37600/37503/3fd123ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/40000/37600/37503/242695b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ashworth by the Sea [](https://www.expedia.ca/Portsmouth-Hotels-Ashworth-By-The-Sea.h37503.Hotel-Information) Hampton Beach 8.2/10 Very good (1321) "Clean room, beach view was great, staff was very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $143 CA $193 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Portsmouth-Hotels-Ashworth-By-The-Sea.h37503.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=2026-01-04&endDate=2026-01-05®ionId=8008&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Gloucester Hotel Reviews ![Holiday Inn Express Boston - Saugus by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24257/10852fb7_y.jpg) ### Holiday Inn Express Boston - Saugus by IHG 10/10 Excellent "Convenient and clean. Friendly desk check-in and breakfast included! " [](https://expedia.ca/Boston-Hotels-Holiday-Inn-Express-Saugus.h24257.Hotel-Information) ![Hawthorne Hotel](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/86a0dacd_y.jpg) ### Hawthorne Hotel 10/10 Excellent "I loved this hotel, beautiful. The staff were great help when asked questions and very friendly. The location of this hotel is a plus, everything is at a walking distance. The complimentary tea, coffee, etc…was great. Came back home and ordered some of that tea brand. One thing that I didn’t care for were the mattress, they were a bit too firm for us but I’d still come back and stay here again. Thank you Hawthorne Hotel! " [](https://expedia.ca/Boston-Hotels-Hawthorne-Hotel.h28281.Hotel-Information) ![DoubleTree by Hilton Boston North Shore](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8_y.jpg) ### DoubleTree by Hilton Boston North Shore 10/10 Excellent "EVERYTHING WAS GREAT PER USUAL!" [](https://expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![The Wylie Inn and Conference Center at Endicott College](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/e13dffe5_y.jpg) ### The Wylie Inn and Conference Center at Endicott College 10/10 Excellent "Newly renovated rooms were a big improvement over previous stays. Fitness center was very well equipped." [](https://expedia.ca/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.Hotel-Information) ![Lakeside Inn](https://images.trvl-media.com/lodging/1000000/30000/20400/20351/b04e2b5f_y.jpg) ### Lakeside Inn 10/10 Excellent "The room was clean and comfortable and the staff, as always was terrific. We will be back." [](https://expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information) ![Beauport Hotel Gloucester](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/b4aa533e_y.jpg) ### Beauport Hotel Gloucester 10/10 Excellent "Clean and spacious rooms. Staff was awesome " [](https://expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) ![Sonesta Select Boston Danvers](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/daad2b04_y.jpg) ### Sonesta Select Boston Danvers 10/10 Excellent "Excellent " [](https://expedia.ca/Boston-Hotels-Sonesta-Select-Boston-Danvers.h8176.Hotel-Information) ![Red Roof Inn PLUS+ Boston - Logan](https://images.trvl-media.com/lodging/1000000/890000/881000/880956/3ad2988c_y.jpg) ### Red Roof Inn PLUS+ Boston - Logan 10/10 Excellent "Good" [](https://expedia.ca/Boston-Hotels-Red-Roof-Inn-PLUS-Boston-Logan.h880956.Hotel-Information) ![Comfort Inn & Suites Logan International Airport](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg) ### Comfort Inn & Suites Logan International Airport 10/10 Excellent "La atención fue increíble y todo estuvo perfecto!!! Volvería sin pensarlooooo" [](https://expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Gloucester? ### What are the best hotels with bars in Gloucester? ### What is there to do in Gloucester? ### When is the best time to visit Gloucester? ### How can I get to Gloucester and around the area? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [Cheap Hotels in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Cheap-Hotels.0-n553248635975257320-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Historic-Hotel.0-n553248635975257320-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Honeymoon-Hotels.0-n553248635975257320-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - 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