Title: Book the Best Hotels with BARS in Jamaica in 2025 | Expedia.ca [Hotels in Jamaica](https://expedia.ca/Jamaica-Hotels.d184052.Travel-Guide-Hotels)[Vacation Rentals in Jamaica](https://expedia.ca/Jamaica-Vacation-Rentals.d184052.Travel-Guide-VacationRentals)[Flights to Jamaica](https://expedia.ca/Cheap-Flights-To-Jamaica.d184052.Travel-Guide-Flights)[Jamaica Car Rentals](https://expedia.ca/Car-Rentals-In-Jamaica.d184052.Car-Rental-Guide)[Jamaica Vacation Packages](https://expedia.ca/Jamaica.d184052.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/5e96b8e74a3fe03dd3d1f81bf3b2ae7e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Jamaica, VT from CA $110 ![](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 Jamaica Hotels with Bar ## Top Jamaica Hotels with Bar ![Lounge](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, 1 Double Bed, 1 King Bed, 1 Twin Bed](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/4ee226d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c28fd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/c0073409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bromley View Inn Bondville 9.2/10 Wonderful (391) "Great place and close to everything " CA $125 CA $138 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4e3f46ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/3d6e59aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/7c69c2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Black Bear Lodge at Stratton Mountain Resort Stratton 7.6/10 Good (925) "What a great, cozy place! Definitely would stay here again " CA $188 CA $228 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/fddae827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/4b2f1194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Equinox Golf Resort & Spa Manchester 7.4/10 Good (549) "Beautiful hotel! " CA $142 CA $230 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Exclusive Suite, Multiple Beds, Kitchenette, Mountain View](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/6e934e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Room, 1 Double Bed](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/99257ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/31952972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/1c3d8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain Londonderry 8.2/10 Very good (670) "If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. " CA $100 CA $110 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/5ec0b567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/d26d102f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Two Queen](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/2be64530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The White House Inn Wilmington 9.2/10 Wonderful (237) "Beautiful place. Nice restaurant inside and complimentary breakfast was a nice touch! " CA $199 CA $239 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/42aae2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/aa5bf8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/2b9fdc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Yoga](https://images.trvl-media.com/lodging/7000000/6610000/6602400/6602387/43a87c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vantage Point Villas at Stratton Mountain Resort Stratton 8.4/10 Very good (68) "Not enough heat" CA $310 CA $386 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Stratton-Hotels-Vantage-Point-Villas-At-Stratton-Mountain-Resort.h6602387.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/a736e5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe at Castle Hill Resort Cavendish 8.8/10 Excellent (902) "It was a beautiful place " CA $187 CA $214 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/69a574aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/78c81c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/0b7fdcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fullerton Inn Chester Depot 8.2/10 Very good (390) "Lovely stay" CA $181 CA $197 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/3f7fd5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, travel crib, free WiFi](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/21610714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![30-inch flat-screen TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/ee42c4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/b9e7173e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHO Inn & Motor Lodge Weston 9.4/10 Exceptional (37) "We loved our stay at COHO. Breakfast was wonderful and the owners are so sweet and knowledgeable about the history of the place and the area! Great location near Weston and ludlow" CA $228 CA $249 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/f7fdc9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/bffb585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, American cuisine](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/2651a899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colonial Motel And Spa Brattleboro 6.8/10 (1003) "Nice place to stay for the night." CA $197 CA $216 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.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=2025-10-28&endDate=2025-10-29®ionId=184052&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Jamaica Hotel Reviews ![Mount Snow Grand Summit Resort](//images.trvl-media.com/lodging/1000000/670000/663200/663170/effe663b_y.jpg) ### Mount Snow Grand Summit Resort 10/10 Excellent "Great" [](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Very cool historical hotel and friendly staff. I want to see a movie in the theater next time. Some details were off, such as no working needle on the record player and tv display settings were messed up, and a broken marble top on the radiator. " [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![Kimpton Taconic Hotel by IHG](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "The is was our first trip to Manchester. What a great town! The hotel was lovely- easy parking, quiet, and quaint. The staff at the front desk were so helpful ! You could walk to town but it would be about a 20 min adventure… make sure you go to the North field book store~ wonderful!! And we had coffee and egg sandwich at their coffee shop around the corner." [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Beautiful hotel! " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Gorgeous suite, staff was so nice and helpful. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "Excellent staff" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Econo Lodge Brattleboro](//images.trvl-media.com/lodging/1000000/860000/859400/859304/178059c7_y.jpg) ### Econo Lodge Brattleboro 10/10 Excellent "Nothing bad about inside the room (108) -- but it was next to the hallway to the stairs to the second floor, so heard occasional foot-stomps during the evening. No other noises, though. Spatious double sinks, very unusual. Huge, firm bed. The manager has quite the beautiful flowers and vegetables garden as landscaping, including some exotic trees. Obviously this will vary by season, but Coreopsis verticillata (yellow/orange/red) was in full glory, with Cosmos coming on, among other things. Also look for curry-leaf tree (Murraya koenigii)." [](https://expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Jamaica? > Jamaica features 69 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy an evening cocktail after sightseeing. While you're here, you can check out Jamaica State Park and Green Mountain National Forest. ### What are the best hotels with bars in Jamaica? > Here are some top hotels with bars in and around Jamaica: [The Equinox Golf Resort & Spa](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information): Hotel with 4 restaurants. Enjoy the 2 bars, free parking, and seasonal outdoor pool. [Pointe at Castle Hill Resort](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [Kimpton Taconic Hotel by IHG](https://www.expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information): Hotel with restaurant. Enjoy the bar, seasonal outdoor pool, and breakfast. [Mount Snow Grand Summit Resort](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information): Resort with restaurant. Enjoy the bar, free WiFi, and free parking. [Econo Lodge Brattleboro](https://www.expedia.ca/Brattleboro-Hotels-Econo-Lodge-Brattleboro.h859304.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. ### What is there to do in Jamaica? > To experience the area's highlights, consider visiting Jamaica State Park, Stratton Mountain Resort, and American Express Ski Lift, and then find a cozy spot for a nightcap. Other places to see include Green Mountain National Forest and Ball Mountain Dam. ### When is the best time to visit Jamaica? > Visiting local bars in Jamaica is more fun when you know what the weather holds. These temperatures and rainfall averages can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Jamaica are January, March, November, and February, with each month seeing an average of 9 inches of snowfall. ### How can I get to Jamaica and around the area? > Here are some of your transportation choices in and around Jamaica: Fly into Springfield, VT (VSF-Hartness State), which is located 21.1 mi (34 km) from the heart of the city. Otherwise, you can search for flights to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 30.7 mi (49.4 km) away. 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