A road flanked by dense bamboo groves.

Jamaica Hotel Guide - Hotels with Pool in Jamaica, Vermont

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Check availability on Jamaica Hotels with Pool

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Jamaica hotels with a pool

A swimming pool with a wooden deck and a red building in the background.
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

1. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
  • Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool.
€98
includes taxes & fees
15 Oct - 16 Oct
The Upper Pass Lodge at Magic Mountain
A swimming pool with a brick border and metal handrails.
A kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.
A room with a stone fireplace, large windows with curtains, a patterned rug, and a plush chair.
A large, white, two-story house with a steeply pitched roof, a balcony, and a staircase leading to the upper floor.

2. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
€172
includes taxes & fees
26 Oct - 27 Oct
Windham Hill Inn
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

3. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
€96
includes taxes & fees
26 Oct - 27 Oct
Hideaway Inn Mt. Snow
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.
A hot tub on a covered porch with a view of autumn foliage.

4. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
  • Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.
€146
includes taxes & fees
3 Nov - 4 Nov
Blue Gentian Lodge at Magic Mountain
A bedroom with a fireplace, two beds, a chair, and a nightstand.
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.
A large, two-story house with a central entrance, surrounded by trees and a mountain backdrop.
A green building with a wooden deck, a small porch, and a sign that reads 'Motel.'

5. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
€100
includes taxes & fees
3 Nov - 4 Nov
The Manchester View
A pool area with two hot tubs and a brick patio.
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.
A bedroom with a bed, a lamp, a television, and a window with a view of a snowy landscape.
A multi-story building with a brick chimney, a snow-covered lawn, and a paved driveway.

6. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
€237
includes taxes & fees
27 Oct - 28 Oct
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A cozy interior with a bar area, wooden furniture, and a Christmas tree.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.

7. The Landgrove

The Landgrove
Londonderry
€176
includes taxes & fees
14 Oct - 15 Oct
The Landgrove
A building with a sign reading 'Fire Tower Restaurant & Tavern.'
A building with a sign reading 'Landmark' and a large spherical sculpture in the center.
A compact kitchen with a microwave, stove, and refrigerator.
A hotel room with a bed, a fireplace, a television, a window with curtains, and a red sofa.

8. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
€203
includes taxes & fees
29 Oct - 30 Oct
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
A swimming pool with a clear blue water, surrounded by green grass and tall trees.
A garden with various flowers and a stream.
A cozy interior with a fireplace, wooden furniture, and a large window offering a view of the city at night.
A modern building with a glass facade, a brick exterior, and a metal roof.

9. Toll Road Inn

Toll Road Inn
Manchester Center
  • Indulge in a refreshing mountain retreat at this Vermont inn with a seasonal outdoor pool and rejuvenating hot tub experience.
€127
includes taxes & fees
3 Nov - 4 Nov
Toll Road Inn
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
An aerial view of a residential area with multiple houses, a tennis court, and a golf course.

10. The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
Manchester Center
  • Splash into refreshing indoor and outdoor pools at this relaxing mountain escape with sun loungers.
€120
includes taxes & fees
11 Nov - 12 Nov
The Palmer House Resort, an Ascend Collection Hotel
View all properties

Choose what matters most at hotels with a pool in Jamaica

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Jamaica Hotel Reviews

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"Good"
Kenton 2-night trip
Posted 2 hours ago
The Equinox Golf Resort And Spa
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Clean room. Breakfast good for quick bite and coffee was good"
JAMES 1-night trip
Posted 15 hours ago
Hampton Inn Brattleboro
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Perfect for our one night stay. Rooms were clean. Staff were friendly and helpful. Restaurants within walkable distance."
Sarah 1-night trip
Posted 18 hours ago
Hampton Inn and Suites Manchester
The Manchester View

The Manchester View

8/10 Good
"Beautiful room, very clean and new. It was very bare in the room though. Breakfast from 8-10 and we went at 9:40, it was wiped out with nobody refilling so make sure you go early. Next day we went early and it was delicious! Hot tub was amazing which we used both nights. Overall, the views are gorgeous and highly recommend this hotel."
Marybeth 2-night trip
Posted 20 hours ago
The Manchester View
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

8/10 Good
"Stayed in a suite for 2 nights on a visit to see the leaves change. Overall, there were no major complaints. The property appears antique but well maintained. The suite we stayed in looked freshly renovated and was very clean and well put together. The staff were friendly and helpful. I heard that the normal rooms and rest of the property as a whole are undergoing further maintenance and renovations, so I’m excited to see it again this time next year. It’s seated right in Manchester, so everything you need to get to is within a 10 min drive, extremely convenient. 4/5 overall, would stay again."
Matthew 2-night trip
Posted 2 days ago
The Palmer House Resort, an Ascend Collection Hotel
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"It's a great place to stay! I've been there several times in different seasons. Off-season or leaf peeper season the free breakfast is a lot less than the free breakfast during ski season. During ski season AKA winter, eggs, waffles, pancakes etc however during other seasons they only offer cold cereal, milk bagels toast and juice and coffee of course. Other than that it's a fantastic place and they're dog friendly"
Bridget 1-night trip
Posted 2 days ago
The Black Bear Lodge at Stratton Mountain Resort
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 5 days ago
Colonial Motel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"
Lori 1-night trip
Posted 6 days ago
Comfort Inn & Suites Brattleboro I-91
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Great place my wife and I enjoyed our stay."
Ian 2-night trip
Posted 7 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What are some accommodation options with pools in Jamaica?
Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Provides daily, a seasonal outdoor pool and free self parking. Colonial Motel: Hotel, 1-minute walk from Green Mountain National Forest. Features free self parking, a seasonal outdoor pool and complimentary bicycles. The Manchester View: Features a full-service spa, an indoor pool and free self parking. Aspen At Manchester: Hotel, 1-minute walk from Green Mountain National Forest. Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Latchis Hotel: Hotel, 1-minute walk from Green Mountain National Forest. Provides a seasonal outdoor pool, an indoor pool and 4 restaurants.
What is there to see and do in Jamaica?
Spend some time experiencing the great outdoors at Green Mountain National Forest and Winhall River. Discover sights such as Jamaica State Park, Hot Glass Works and Ball Mountain State Park during your stay.
When is the best time to book a hotel with a pool in Jamaica?
Taking the local weather in Jamaica into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Jamaica are January, March, November and February, with each month seeing an average of 23 cm of snowfall.