A road flanked by dense bamboo groves.

Find Hotels with a Pool in Jamaica, VT from CA $138

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Check availability on Jamaica Hotels with a Pool

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.
A bar area with a sign reading "MAGIC" and "featured Vermont beers".

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.
CA $144
CA $165 total
includes taxes & fees
Oct 15 - Oct 16
The Upper Pass Lodge at Magic Mountain
A swimming pool with a brick border and metal handrails.
A room with a stone fireplace, large windows with curtains, a patterned rug, and a plush chair.
A stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.
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.
CA $252
CA $274 total
includes taxes & fees
Oct 26 - Oct 27
Windham Hill Inn
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A house with a balcony and a garden with red flowers.
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.

3. 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.
CA $212
CA $234 total
includes taxes & fees
Nov 3 - Nov 4
Blue Gentian Lodge at Magic Mountain
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

4. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
CA $125
CA $138 total
includes taxes & fees
Nov 3 - Nov 4
Hideaway Inn Mt. Snow
A bedroom with a fireplace, two beds, a chair, and a nightstand.
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.'
A living room with a fireplace, a sofa, a coffee table, and a view through a sliding glass door.

5. The Manchester View

The Manchester View
Manchester Center
  • Mountain views from the pool create a picturesque escape at this serene Manchester retreat.
CA $144
CA $159 total
includes taxes & fees
Nov 3 - Nov 4
The Manchester View
A rectangular swimming pool with a metal ladder, surrounded by a white fence, and shaded by trees.
A large two-story house with a front porch and a well-maintained lawn.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.

6. The Landgrove

The Landgrove
Londonderry
CA $248
CA $271 total
includes taxes & fees
Nov 8 - Nov 9
The Landgrove
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.
A hot tub with a wooden bench in front.
A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.
A modern bathroom with a glass-enclosed shower, a white toilet, and a white sink with a mirror above it.

7. Big Bears Lodge

Big Bears Lodge
West Dover
  • Dive into summertime bliss at this seasonal outdoor pool and year-round hot tub just minutes from Mount Snow's slopes.
CA $246
CA $271 total
includes taxes & fees
Oct 13 - Oct 14
Big Bears Lodge
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 indoor space with a chalkboard sign advertising free fire entertainment from 7pm to 9pm.
A modern building with a glass facade, a brick exterior, and a metal roof.

8. 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.
CA $183
CA $202 total
includes taxes & fees
Nov 1 - Nov 2
Toll Road Inn
An indoor swimming pool with clear water, surrounded by chairs and a bench.
A modern kitchen with a curved island, bar stools, wine bottles, and a television.
A patio with four wooden chairs and a table set on a stone platform, overlooking a natural landscape with trees and distant hills.
A spacious dining area with multiple tables and chairs, large windows, and a view of the outdoors.

9. 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.
CA $153
CA $191 total
includes taxes & fees
Nov 11 - Nov 12
The Palmer House Resort, an Ascend Collection Hotel
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 building with a sign that reads 'Long Trail House.'
A bedroom with a bed, a lamp, a television, and a window with a view of a snowy landscape.

10. 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
CA $106
CA $368 total
includes taxes & fees
Oct 13 - Oct 14
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
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 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 17 hours ago
The Palmer House Resort, an Ascend Collection Hotel
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

8/10 Good
"Clean rooms and convenient morning breakfast. Laundry on property."
Cynthia 1-night trip
Posted 17 hours ago
Hampton Inn and Suites Manchester
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

8/10 Good
"Room was adequate. Bedding was uncomfortable. We would not revisit this property. We would not recommend to others."
Bruce 4-night trip
Posted 21 hours ago
Pointe at Castle Hill Resort
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 21 hours ago
The Black Bear Lodge at Stratton Mountain Resort
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Nice property. Room was nice and clean and Robert at the front desk was great."
KEVIN 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro
The Manchester View

The Manchester View

10/10 Excellent
"We loved this property, our view opened up to magnificent Mountain View, if you are there during lead peeping season you know that makes a difference. We enjoyed the hot tub at night and the fireplace . Kind staff, they left cookies and bowls for our dog, breakfast was delicious, the variety of baked goods was perfect and the Vermont coffee provided brought up to a higher level I can’t wait to go back for a longer stay"
Cathya 1-night trip
Posted 3 days ago
The Manchester View
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 4 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 5 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 6 days ago
Kimpton Taconic Hotel by IHG

Frequently asked questions

What are some accommodations 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 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 into account the local weather in Jamaica can help you maximize your time at the pool during your trip. 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.

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