Find hotels in Jamaica, VT from $88

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Compare 2,527 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Aspen At Manchester
2.5 star property
8.8 out of 10, Excellent, (596)
"Very relaxing environment. "
$134 nightly
The price is $148
Nov 9 - Nov 10
Total with taxes and fees
Aspen At Manchester
The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
8.4 out of 10, Very Good, (839)
"Lovely property convenient to center of town "
$142 nightly
The price is $156
Nov 2 - Nov 3
Total with taxes and fees
The Palmer House Resort, an Ascend Collection Hotel
The Covered Bridge Inn
2.5 star property
7.8 out of 10, Good, (1019)
"Good value for a two night stay for work "
$126 nightly
The price is $139
Oct 16 - Oct 17
Total with taxes and fees
The Covered Bridge Inn
Hampton Inn and Suites Manchester
2.5 star property
9.6 out of 10, Exceptional, (1011)
"This was the best Hampton Inn I’ve stayed at, and location is excellent. "
$130 nightly
The price is $143
Nov 9 - Nov 10
Total with taxes and fees
Hampton Inn and Suites Manchester
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (925)
"What a great, cozy place! Definitely would stay here again "
$153 nightly
The price is $169
Oct 23 - Oct 24
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Vantage Point Villas at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (68)
"Not enough heat"
$251 nightly
The price is $284
Oct 29 - Oct 30
Total with taxes and fees
Vantage Point Villas at Stratton Mountain Resort
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, (550)
"Beautiful hotel! "
$164 nightly
The price is $181
Nov 10 - Nov 11
Total with taxes and fees
The Equinox Golf Resort & Spa
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
9.6 out of 10, Exceptional, (611)
"Loved my stay"
$152 nightly
The price is $165
Oct 27 - Oct 28
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel
Travelodge by Wyndham Brattleboro VT
2.5 star property
6.0 out of 10, (723)
"For the money during peep season it was ok. Otherwise it’s a low quality stay"
$80 nightly
The price is $88
Oct 19 - Oct 20
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Kimpton Taconic Hotel by IHG
4.0 star property
9.4 out of 10, Exceptional, (808)
"Very nice, beautiful inn"
$192 nightly
The price is $211
Nov 2 - Nov 3
Total with taxes and fees
Kimpton Taconic Hotel by IHG
The Manchester View
2.5 star property
9.4 out of 10, Exceptional, (762)
"Beautiful setting outside town, clean room, friendly staff, continental breakfast."
$149 nightly
The price is $163
Oct 26 - Oct 27
Total with taxes and fees
The Manchester View
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
8.8 out of 10, Excellent, (1001)
"Good room, great breakfast options "
$155 nightly
The price is $171
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (391)
"Great place and close to everything "
$97 nightly
The price is $106
Nov 2 - Nov 3
Total with taxes and fees
Bromley View Inn
Black Mountain Inn
2.0 star property
7.4 out of 10, Good, (469)
"Staff is extremely friendly & helpful."
$125 nightly
The price is $138
Nov 2 - Nov 3
Total with taxes and fees
Black Mountain Inn
Comfort Inn & Suites Brattleboro I-91
2.5 star property
8.6 out of 10, Excellent, (709)
"Absolutely perfect stay for a business trip"
$126 nightly
The price is $138
Nov 2 - Nov 3
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Toll Road Inn
2.0 star property
9.0 out of 10, Wonderful, (477)
"Good location "
$140 nightly
The price is $154
Nov 2 - Nov 3
Total with taxes and fees
Toll Road Inn
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (902)
"It was a beautiful place "
$136 nightly
The price is $148
Oct 23 - Oct 24
Total with taxes and fees
Pointe at Castle Hill Resort
Deerfield Valley Inn
3.0 star property
9.6 out of 10, Exceptional, (70)
"We had a lovely time staying here. "
$107 nightly
The price is $118
Oct 21 - Oct 22
Total with taxes and fees
Deerfield Valley Inn
Colonial Motel And Spa
3.0 star property
6.8 out of 10, (1004)
"Nice place to stay for the night."
$126 nightly
The price is $139
Oct 28 - Oct 29
Total with taxes and fees
Colonial Motel And Spa
COHO Inn & Motor Lodge
2.0 star property
9.4 out of 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"
$172 nightly
The price is $188
Oct 26 - Oct 27
Total with taxes and fees
COHO Inn & Motor Lodge
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.
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Where to stay in Jamaica

Find the best Jamaica areas and neighborhoods for the activities you enjoy most. Learn more about Jamaica
Learn more about Jamaica

Mountain Acres

Though Mountain Acres might not have many top sights, you can venture to the surrounding area to see attractions like Jamaica State Park and Stratton Mountain Golf Course.

Top Jamaica Hotel Reviews

More cheap stays in Jamaica

Hotels in Jamaica with star-rating

Find out more about Jamaica

Top reasons to visit Jamaica

  • Exciting Ski Resorts: Jamaica, Vermont, is a prime destination for ski enthusiasts, offering various skiing opportunities for all skill levels.
  • Scenic Jamaica State Park: Explore the natural beauty of Jamaica State Park, perfect for outdoor adventures and breathtaking vistas.
  • Vibrant Local Art Scene: Discover local galleries showcasing the artistic talents of the region, enhancing your cultural experience.
  • Charming Accommodations: Enjoy a variety of lodging options, from cozy bed & breakfasts to unique agritourism stays.
  • Welcoming Atmosphere: Experience the friendly vibe, making it ideal for families and romantic getaways.

Find great hotels near Jamaica

Discover the charm of Jamaica, Vermont, with a variety of lodging options that cater to adventurous families and pet-friendly travelers. From cozy bed & breakfasts to unique agritourism properties, you'll find accommodations suited to your needs. Whether you're seeking rated hotels or the best options in VT, Jamaica offers a welcoming retreat for all visitors looking to explore this picturesque region.

  • The Black Bear Lodge at Stratton Mountain Resort: Embrace a family-friendly retreat at The Black Bear Lodge, a cozy 3-star resort located just 6 miles from Jamaica. This lodge is perfect for families seeking a blend of adventure and relaxation. With amenities like an arcade game room and supervised childcare services, kids will have plenty of fun while parents unwind. Nestled in a vibrant shopping district, the lodge offers easy access to local shops and dining, making it convenient for those looking to explore the area's attractions.
  • The Upper Pass Lodge at Magic Mountain: Adventure awaits at The Upper Pass Lodge, situated 7 miles from Jamaica. This pet-friendly motel is designed for thrill-seekers, offering a range of outdoor activities including skiing, horseback riding, and snow tubing. Guests can enjoy nearby adventure sports and recreation, catering to both adrenaline junkies and nature lovers alike. With a welcoming pet policy, you can bring your furry friends along for the ride, making this lodge an ideal choice for travelers who want to share their adventures with their pets.
  • Toll Road Inn: Discover your next adventure at the Toll Road Inn, located 13 miles from Jamaica. This hotel caters to active travelers with a passion for outdoor sports. Whether you prefer hiking, snowboarding, or cross-country skiing, you'll find plenty of options nearby to satisfy your adventurous spirit. The inn's welcoming atmosphere and easy access to recreational activities make it a great choice for those looking to immerse themselves in the natural beauty and thrill of the Vermont landscape.

Where to stay near Jamaica

Jamaica, Vermont, offers a perfect blend of adventure and relaxation for travelers seeking a memorable getaway. Nestled in the heart of the Green Mountains, this charming town is ideal for skiing and outdoor sports. Nearby cities and scenic spots provide a friendly atmosphere, making it perfect for families or romantic escapes. Whether you're exploring the breathtaking vistas or enjoying local hospitality, Jamaica promises an unforgettable experience just a few hours' drive from New York.

  • Stratton: Located 7 miles from Jamaica, Stratton is a haven for outdoor enthusiasts, attracting visitors year-round for its skiing, adventure sports, and breathtaking mountain scenery. The town's ski resort is a major draw, offering a variety of slopes for all skill levels. With its peak visitor seasons in April and December to January, Stratton provides a vibrant atmosphere during winter months. The surrounding natural beauty includes stunning valleys and serene lakes, making it an ideal spot for both winter sports and summer activities like hiking and fishing.
  • West Dover: Situated 12 miles from Jamaica, West Dover is another popular destination for those seeking adventure and sports, particularly skiing. This charming town experiences a moderate influx of travelers, especially from January to March, when winter sports are in full swing. The local ski fields and resorts are perfect for thrill-seekers, while the picturesque landscape of lakes and mountains offers a beautiful backdrop for relaxation and exploration. West Dover's combination of outdoor activities and a quaint village atmosphere makes it an appealing stop for any vacation itinerary.
  • Londonderry: Just 9 miles from Jamaica, Londonderry is a delightful town that welcomes visitors throughout the year, with peak times in January, July, and September. Known for its skiing and adventurous spirit, Londonderry boasts access to several ski resorts and fields that cater to both beginners and seasoned skiers. The town's scenic surroundings, featuring lakes, valleys, and mountains, provide ample opportunities for hiking, biking, and fishing during the warmer months. With a friendly community vibe and outdoor activities galore, Londonderry is a must-visit for anyone looking to experience the beauty of Vermont.

Things to do in and around Jamaica

Jamaica, Vermont, is a prime destination for ski enthusiasts and adventure seekers. With its stunning ski resorts and outdoor escapades, visitors can enjoy a perfect ski getaway. Explore various skiing opportunities at top ski fields, making it an ideal spot for sports vacations. Whether you're a novice or an expert, Jamaica offers a range of activities to satisfy your winter sports cravings.

Shopping

In Jamaica, you can shop at Hot Glass Works and Margie's Muse Handweaving & Gallery for unique gifts. For a local market experience, visit the West River Farmers Market, located 9 miles away, where you'll find a vibrant atmosphere with fresh produce and handmade goods.

Recreation

Play a round at Stratton Mountain Golf Course, where scenic views and outdoor vibes enhance your golfing experience, just 5 miles from Jamaica. For more golfing fun, visit Stratton Golf School, 8 miles away, or the picturesque Mount Snow Golf Course, located 12 miles from Jamaica.

Adventure

Stratton Mountain Resort offers thrilling skiing experiences with breathtaking views, perfect for adventure seekers. Magic Mountain Ski Resort provides a vibrant atmosphere for sports enthusiasts, while American Express Ski Lift enhances your skiing adventure with easy access to the slopes, all located 7 miles away from Jamaica.

Nightlife

Experience the vibrant nightlife in Jamaica with a visit to the Weston Playhouse, just 13 miles away, for a cultural theater performance. Alternatively, enjoy the family-friendly atmosphere of Next Stage Arts, 16 miles away, or have some fun at the Bromley Alpine Slide, located 12 miles from town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Jamaica

To save money on your trip to Jamaica, Vermont, plan your visit during the cheaper months of April to May or November, and aim for a Tuesday stay to enjoy lower rates. Use Expedia's search tool to find eco-friendly hotels and sort by price for the best deals. Consider booking a package that combines flights, activities, and hotel stays for added savings. Joining Expedia's One Key membership can net you exclusive discounts and cashback for future bookings, maximizing your budget while enjoying your vacation.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Jamaica are April to May and November, where the prices are slightly lower. This is in comparison to December to February, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Jamaica is Tuesday. The most expensive day to stay in Jamaica is Friday.
  • Find cheap hotels on Expedia: Explore Expedia's search tool to tailor your options based on your budget, desired location, and type of hotel you're looking for. For instance, selecting the Eco-certified filter will show you a list of sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Jamaica with your flights and activities by booking a package through Expedia.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Jamaica

Jamaica, Vermont, is perfect for ski and adventure enthusiasts, offering a range of activities and attractions. Visitors can explore the scenic Jamaica State Park, enjoy the thrills at local ski resorts, and appreciate the local art scene in galleries. Whether you're seeking outdoor adventures or cultural experiences, Jamaica provides a delightful getaway for travelers looking to immerse themselves in nature and sports.

  • Stratton Mountain Resort: Located 7 miles from Jamaica, this premier ski resort offers thrilling winter sports and year-round outdoor adventures. Experience the excitement of skiing, snowboarding, and mountain biking, all set against stunning mountain views.
  • Jamaica State Park: Nestled within Jamaica, this beautiful state park is perfect for outdoor enthusiasts. Enjoy hiking trails, scenic vistas, and the tranquility of nature as you explore its diverse landscapes and wildlife.
  • Ball Mountain Dam: Situated within Jamaica, this impressive dam not only serves a practical purpose but also provides picturesque views. Take in the serene surroundings as you walk along the dam and enjoy the peaceful atmosphere.

Best time to go to Jamaica

The best time to visit Jamaica is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.8°F (-6.8°C)Light RainMostly CloudyAverageSlightly High
February21.7°F (-5.7°C)Light RainMostly CloudyAverageSlightly High
March29.7°F (-1.3°C)Light RainMostly CloudyLowAverage
April41.9°F (5.5°C)Light RainMostly CloudyLowSlightly Low
May54.9°F (12.7°C)Light RainMostly SunnyLowSlightly Low
June62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
July68.2°F (20.1°C)Light RainMostly SunnyHighAverage
August66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
September59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
October47.8°F (8.8°C)Light RainMostly CloudyAverageAverage
November35.4°F (1.9°C)Light RainMostly SunnyHighSlightly Low
December26.8°F (-2.9°C)Light RainMostly CloudyHighSlightly High

The nearest major airports for your trip to Jamaica

When planning your visit to Jamaica, Vermont, you have several airport options to consider. Albany International Airport (ALB) is located 58 miles away and offers nearby accommodations such as the 4-star Park Manor Hotel and DoubleTree by Hilton Schenectady Downtown, both 8 miles from the airport. Lebanon Municipal Airport (LEB) is 43 miles from Jamaica, with hotel options like the Hanover Inn Dartmouth, just 5 miles away. Rutland Southern Vermont Regional Airport (RUT) is the closest, at 31 miles, with options like the Killington Grand Hotel located 10 miles from the airport. Each airport provides easy access to Jamaica and its charming surroundings.

Frequently asked questions

When is the best time to go to Jamaica?
The most popular time to visit Jamaica is December, when the island's vibrant culture and natural beauty truly come alive. With average temperatures ranging from the mid-70s to low 80s Fahrenheit, it's an inviting escape for those looking to relax on stunning beaches or explore lush landscapes.

During the peak season, from October to December, travelers flock to Jamaica to experience the lively atmosphere, thanks to a variety of festivals and events that celebrate local traditions and music. This is an ideal time for outdoor activities, whether you're hiking through the Blue Mountains or enjoying water sports in the crystal-clear Caribbean Sea. The pleasant weather enhances your sightseeing adventures, making it easy to visit iconic landmarks like Dunn's River Falls or Bob Marley Museum.

For those seeking a more budget-friendly experience, April can be a fantastic alternative. You can still enjoy warm weather and fewer crowds at popular attractions, allowing for a more intimate experience while taking in the island's natural beauty. The savings on accommodation and activities during this month mean you can indulge in local dining experiences or unique excursions, enhancing the value of your trip.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Jamaica hotel for you.
How can I save on a Jamaica hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Jamaica hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Jamaica hotel?
Prices for hotels in Jamaica often vary, but you can find a great deal from $88 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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