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 $109 ![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 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) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/44151c50.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) ![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 (386) "Breakfast , beverages and hot tub were nice in addition to the family game room area. " CA $127 CA $140 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/2e9ea916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/4c998aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Accessible, Ensuite (Old Solarium Queen)](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/0d6df977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Latchis Hotel Brattleboro 8.4/10 Very good (798) "Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. " CA $187 CA $206 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/3499e03e.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) ### The White House Inn Wilmington 9.2/10 Wonderful (227) "Old would charm and elegance, with a modern bathroom! Friendly and helpful staff at check-in and check-out. Convenient location!" CA $182 CA $218 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.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) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.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) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/31952972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain Londonderry 8.2/10 Very good (667) "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 $99 CA $109 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.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 (895) "One day stay all went well" CA $179 CA $205 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/925c9630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/beb3eeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Signature Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/99ee403a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 1 King Bed](https://images.trvl-media.com/lodging/32000000/31710000/31708400/31708312/ab4036b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seesaw's Lodge Peru 9.8/10 Exceptional (20) "Beautiful lodge, the staff are so helpful and friendly. The rooms are really nice and cozy. will stay here again." CA $236 CA $258 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Bennington-Hotels-Seesaws-Lodge.h31708312.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/afb0605c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/eb2cef8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/979921b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38990000/38987300/38987280/2d334f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stanford House Manchester Center 9.0/10 Wonderful (61) "good basic bed for traveling " CA $175 CA $210 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Bennington-Hotels-The-Stamford-Motel.h38987280.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) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/4c29d0ea.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) ![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) ### The Black Bear Lodge at Stratton Mountain Resort Stratton 7.6/10 Good (919) "The mountain view was nice. " CA $177 CA $215 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.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) ![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) ![Reception](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/d59fdf6c.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 9.6/10 Exceptional (36) "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 $216 CA $236 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/534fcc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/cdc27f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Bass Suite)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/6d7c4545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Silver Birch)](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/6b885960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Manchester Manchester 10/10 Exceptional (264) "Friendly staff and very nice breakfast. " CA $207 CA $228 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.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=184052&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Jamaica Hotel Reviews ![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 "Well appointed room." [](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 "Nice big room for the money " [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. " [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.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 "Lovely room with updated bathroom and excellent linens. Beautiful property. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.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 "Very nice, beautiful inn" [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![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 place to stay!" [](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.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 65 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. [Hampton Inn and Suites Manchester](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information): Hotel with restaurant. Enjoy the bar, seasonal outdoor pool, and breakfast. [The Covered Bridge Inn](https://www.expedia.ca/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information): 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, free WiFi, and free parking. [Hampton Inn Brattleboro](https://www.expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.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. If you'd like to venture out around the area, you may want to rent a car for your trip. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in South Londonderry](https://www.expedia.ca/4Star-South-Londonderry-Hotels.s40-0-d184074.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Stratton](https://www.expedia.ca/5Star-Stratton-Hotels.s50-0-d163002.Travel-Guide-Filter-Hotels) - [B&B in Bondville](https://www.expedia.ca/Bondville-Bed-And-Breakfast.d6049474-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Bondville](https://www.expedia.ca/Bondville-Guest-Houses.d6049474-aaGuestHouses.Travel-Guide-Accommodation) - [Luxury Hotels in Bondville](https://www.expedia.ca/Bondville-Hotels-Luxury-Hotel.0-0-d6049474-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Bondville](https://www.expedia.ca/Bondville-Hotels-Shopping-Hotel.0-0-d6049474-tShoppingHotel.Travel-Guide-Filter-Hotels) - 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