A road flanked by dense bamboo groves.

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Jamaica bed & breakfast

A calm lake reflecting a forest with autumn foliage.

1. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (123 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is CA $277
CA $305 total
includes taxes & fees
Sep 19 - Sep 20
Blue Gentian Lodge at Magic Mountain
A wooden deck with a solar panel, surrounded by lush greenery and a hill in the background.

2. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (45 reviews)
"The view of mountains id stunning, as is the aroma of fresh air and the enchanting songbirds. We had a great time in the small but adequate swimming pool. It is easy to miss the turn onto Laurence Lane, so it would be good if a sign were to be installed there."
United States
Nadine
The price is CA $334
CA $364 total
includes taxes & fees
Sep 28 - Sep 29
Windham Hill Inn
A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

3. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (54 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is CA $201
CA $219 total
includes taxes & fees
Sep 21 - Sep 22
Four Columns Inn
A bedroom with a bed, a dresser, a television, and an air conditioning unit.

4. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
"Great location… very clean"
United States
Veronica
The price is CA $251
CA $276 total
includes taxes & fees
Sep 19 - Sep 20
Doveberry Inn
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

5. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is CA $131
CA $182 total
includes taxes & fees
Sep 21 - Sep 22
Deerfield Valley Inn
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

6. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (216 reviews)
"Clean and convenient, would stay again. "
United States
Todd
The price is CA $240
CA $264 total
includes taxes & fees
Sep 21 - Sep 22
Big Bears Lodge
A large white building with a stone wall and a lawn covered in fallen leaves.

7. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is CA $219
CA $241 total
includes taxes & fees
Sep 23 - Sep 24
Colonel Williams Inn
A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.

8. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (124 reviews)
"Wonderful staff and restaurant"
United States
John
The price is CA $291
CA $317 total
includes taxes & fees
Sep 23 - Sep 24
Stone Hearth Inn and Eatery
A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

9. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (281 reviews)
"Beautiful views of the river excellent breakfast"
United States
Michael
The price is CA $245
CA $267 total
includes taxes & fees
Sep 23 - Sep 24
Harvest Barn Inn
A large red barn and a white house with a porch, surrounded by trees and a well-maintained lawn.

10. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (380 reviews)
"It was in a great location- breakfast was delicious-room was nicely appointed"
United States
Ann
The price is CA $294
CA $372 total
includes taxes & fees
Sep 21 - Sep 22
The Inn at Manchester
A two-story house with a covered patio area, a small outdoor seating area, and a gravel driveway.

11. Room 1, peaceful retreat in Manchester - King bed

Room 1, peaceful retreat in Manchester - King bed
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"Cute little motel. Place was clean and the host was very helpful with any questions I had. The fire area was nice to go relax at the end of the day. Highly recommended a visit if your in the at area."
United States
Ivy B.
The price is CA $127
CA $225 total
includes taxes & fees
Sep 21 - Sep 22
Room 1, peaceful retreat in Manchester - King bed
A large, red, two-story building with a balcony, surrounded by lush greenery and a clear blue sky.

12. North Shire Lodge

North Shire Lodge
3.0 star property
Manchester Center
9.4 out of 10, Exceptional, (164 reviews)
"Fantastic stay, wonderful staff."
United States
Jesse
The price is CA $288
CA $317 total
includes taxes & fees
Sep 21 - Sep 22
North Shire Lodge
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

13. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (207 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
The price is CA $305
CA $345 total
includes taxes & fees
Sep 21 - Sep 22
The Wilmington Inn
A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

14. The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (172 reviews)
"It is a wonderful property inside and out. Great rooms, breakfasts and and very friendly people."
United States
Victoria
The price is CA $500
CA $550 total
includes taxes & fees
Sep 21 - Sep 22
The Inn at Ormsby Hill
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

15. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (442 reviews)
"Location and Friendly staff"
United States
David
The price is CA $321
CA $353 total
includes taxes & fees
Oct 18 - Oct 19
The Nutmeg
A swimming pool with a view of a barn and mountains in the background.

16. Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (179 reviews)
"Our favorite place to stay!!"
United States
Jennifer
The price is CA $416
CA $767 total
includes taxes & fees
Sep 21 - Sep 22
Hill Farm Inn
A grassy outdoor area with red Adirondack chairs and a fire pit.

17. Room 7 - family room sleeps 4

Room 7 - family room sleeps 4
Manchester
10.0 out of 10, Exceptional, (1 review)
"Nice spot, good location. Towels could be better, but overall a great spot. "
United States
Kuan-Chung
The price is CA $140
CA $239 total
includes taxes & fees
Sep 29 - Sep 30
Room 7 - family room sleeps 4
A grassy area with trees, a building, and red chairs.

18. Room 4 - Prickly Pear double room

Room 4 - Prickly Pear double room
Manchester
10.0 out of 10, Exceptional, (1 review)
"Awesome place to stay - loved it!"
United States
Kristin J.
The price is CA $157
CA $258 total
includes taxes & fees
Sep 29 - Sep 30
Room 4 - Prickly Pear double room
A grassy area with a large tree, red chairs, and a building in the background.

19. Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"Very nice and relaxing location"
United States
Jennifer C.
The price is CA $157
CA $258 total
includes taxes & fees
Sep 29 - Sep 30
Zen 10, relax and retreat in the heart of Vermont
A small room with a table and two chairs, a window with curtains, and a lamp on the table.

20. Alpine 5, cozy Vermont retreat

Alpine 5, cozy Vermont retreat
Manchester
6.8 out of 10, (3 reviews)
"We had a wonderful stay! The room was very clean and spacious, which made it extremely comfortable and relaxing. Everything was well maintained and exactly as described. The space felt fresh, organized, and welcoming from the moment we arrived.Overall, a great experience, and we would definitely stay here again. Highly recommend!"
United States
Shuo P.
The price is CA $140
CA $239 total
includes taxes & fees
Sep 29 - Sep 30
Alpine 5, cozy Vermont retreat
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"The room was nice and clean. The air-conditioning was great. We love that there was a restaurant about 200 feet away. That was actually pretty good. The young man who checked us in was very friendly."
Thomas 1-night trip
Posted 15 hours ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Jamaica

Jamaica B&B information

Number of reviews
2,841
Accommodation
40 B&B
Lowest Price
CA $182
Highest Price
CA $767

Frequently asked questions

What is the nightly rate for a B&B in Jamaica?
Prices for B&Bs in Jamaica often vary, but you can find a great deal from CA $182 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Jamaica B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Jamaica Bed & Breakfast and a hotel?
Every Jamaica B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Jamaica B&Bs.

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