Boutique Hotels & Resorts in Jamaica from AU$166

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Recommended hotels in Jamaica

Chalet-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Chalet-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK
Jamaica
7.0 out of 10, Good, (2 reviews)
"Its a cabin. Very fun for a group of friends. I wouldnt bring a family here. No running water in the morning"
United States
Hugo T.
Chalet-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Stratton A-Frame: Hot Tub Sauna EV Boot Warmers 1 Gbps Manchester Okemo MT Snow

Stratton A-Frame: Hot Tub Sauna EV Boot Warmers 1 Gbps Manchester Okemo MT Snow
Jamaica
10.0 out of 10, Exceptional, (1 review)
"Couldn't be better! Outstanding! We had our family holiday ski trip from Dec 25-29th,2025. The amenities were second to none. The hot tub, sauna and fire pit made the winter warm! The house was clean comfortable and very cozy. The kitchen was extremely well appointed (sharp knives!). The staples available (coffee, tea, oil, spices etc.) were high quality and the best I've ever experienced in a short term rental. The beds and bedding were very comfortable! Most immortality the hosts were very...
United States
Laird N.
The price is AU$1,936
includes taxes & fees
8 Feb - 9 Feb
Stratton A-Frame: Hot Tub Sauna EV Boot Warmers 1 Gbps Manchester Okemo MT Snow

Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
Jamaica
9.0 out of 10, Wonderful, (6 reviews)
"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"
United States
Michael C.
The price is AU$1,014
includes taxes & fees
3 Feb - 4 Feb
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (819 reviews)
"The whole building was very clean. The holiday decorations were so cute and the breakfast was pretty good too!"
United States
Christine
The price is AU$240
includes taxes & fees
1 Mar - 2 Mar
Best Western Springfield Hotel

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,001 reviews)
"Easy check in and good parking"
United States
nicholas
The price is AU$171
includes taxes & fees
2 Feb - 3 Feb
The Covered Bridge Inn

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (806 reviews)
"Great staff, huge clean room, tasty continental breakfast."
United States
Carey
The Manchester View

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (759 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is AU$183
includes taxes & fees
1 Mar - 2 Mar
Comfort Inn & Suites Brattleboro I-91

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (19 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (419 reviews)
"Clean room/ great breakfast"
United States
Ryan
Bromley View Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (940 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is AU$166
includes taxes & fees
2 Mar - 3 Mar
Hampton Inn Brattleboro
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.

Top Jamaica Hotel Reviews

Frequently asked questions

What's there to see and do in Jamaica?
After you've decided where to stay in quaint Jamaica, consider what to do for fun during your trip. Activities and attractions to experience around Jamaica include Stratton Mountain Resort, Mount Snow and Weston Playhouse. Some other things you might want to enjoy include Vermont Museum of Mining and Minerals, Grafton Historical Society and Museum of Creative Process.
What kind of weather should I plan for when I travel to Jamaica?
Getting an idea of what to expect from the weather in Jamaica is important when planning 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.
What's the best way to get to my boutique hotel in Jamaica?
You have a few options for transportation to and around Jamaica. The closest major airport is Springfield, VT (VSF-Hartness State), which is located 21.1 mi (34 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to explore more sights.

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