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Boutique Hotels & Resorts in Jamaica from AU$149

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Check availability on Jamaica Boutique Hotels

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Recommended hotels in Jamaica

Fridge, microwave, oven, stovetop
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

Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
Jamaica
9.0 out of 10, Wonderful, (6)
"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$1,195
includes taxes & fees
13 Jan - 14 Jan 2026
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is AU$149
includes taxes & fees
20 Dec - 21 Dec
The Covered Bridge Inn
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (740)
"Price, clean and spacious room, comfy bed."
United States
June
The price is AU$185
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn & Suites Brattleboro I-91
Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)
Best Western Springfield Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (805)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is AU$252
includes taxes & fees
5 Jan - 6 Jan 2026
Best Western Springfield Hotel
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (926)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is AU$243
includes taxes & fees
24 Dec - 25 Dec
Hampton Inn Brattleboro
Free daily on-the-go breakfast
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1001)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is AU$239
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Hiking
Latchis Hotel

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (837)
"Great stay"
United States
Jason
The price is AU$192
includes taxes & fees
21 Dec - 22 Dec
Latchis Hotel
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1000)
"Nice motel. "
United States
Richard
The Putney Inn
Garden
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (14)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Lounge
Bromley View Inn

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (405)
"Clean and great location with fun lounge area."
United States
Marshall
Bromley View Inn
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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Top Jamaica Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Experience was flawless from Check-In to Checking Out 👌🥰 The Staff was absolutely delightful - attentive , professional, so helpful and the Grouse Staff was equally outstanding - Bartender, and special mention for Chef Jeffery, and Servers Aria and Bean. We definitely plan to stay here again on our next visit to Manchester 👌❣️"
Anita 1-night trip
Posted 3 days ago
Kimpton Taconic Hotel by IHG
Latchis Hotel

Latchis Hotel

10/10 Excellent
"Room clean and comfortable "
Letitia 1-night trip
Posted 6 days ago
Latchis Hotel

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 Taylor Farm, Vermont Museum of Mining and Minerals and Grafton Historical Society.
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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