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Book Jamaica Bed & Breakfast

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Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

B&B in Jamaica

Lounge
Bromley View Inn

Bromley View Inn

3.5 star property
Bondville
9.0 out of 10, Wonderful, (401)
"Overall a decent stay."
United States
Libin
$89 nightly
The price is $97
Dec 3 - Dec 4
Total with taxes and fees
Bromley View Inn
Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$125 nightly
The price is $137
Dec 8 - Dec 9
Total with taxes and fees
Four Columns Inn
Front of property
Colonel Williams Inn

Colonel Williams Inn

3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
$148 nightly
The price is $163
Dec 9 - Dec 10
Total with taxes and fees
Colonel Williams Inn
Exterior
Inn on Putney Road

Inn on Putney Road

4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
$235 nightly
The price is $258
Jan 1 - Jan 2, 2026
Total with taxes and fees
Inn on Putney Road
Property grounds
The Inn at Manchester

The Inn at Manchester

3.5 star property
Manchester
10.0 out of 10, Exceptional, (280)
"Great establishment "
United States
Brenda
$165 nightly
The price is $182
Dec 4 - Dec 5
Total with taxes and fees
The Inn at Manchester
Front of property
The Inn at Ormsby Hill

The Inn at Ormsby Hill

3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (150)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
$187 nightly
The price is $206
Dec 8 - Dec 9
Total with taxes and fees
The Inn at Ormsby Hill
Terrace/patio
Room in Historic Inn! 20 Minutes to Okemo!

Room in Historic Inn! 20 Minutes to Okemo!

Chester Depot
9.2 out of 10, Wonderful, (18)
"The Chester Inn was beautiful and located in downtown Chester. "
United States
Peter C.
$172 nightly
The price is $193
Dec 2 - Dec 3
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Porch
The Wilmington Inn

The Wilmington Inn

3.5 star property
Wilmington
10.0 out of 10, Exceptional, (194)
"Relaxing stay with great hiking nearby"
United States
Charlotte
$183 nightly
The price is $201
Dec 8 - Dec 9
Total with taxes and fees
The Wilmington Inn
TV
The Nutmeg

The Nutmeg

3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
$169 nightly
The price is $186
Dec 8 - Dec 9
Total with taxes and fees
The Nutmeg
Garden
Big Bears Lodge

Big Bears Lodge

3.0 star property
West Dover
9.0 out of 10, Wonderful, (185)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
$167 nightly
The price is $183
Dec 2 - Dec 3
Total with taxes and fees
Big Bears Lodge
Exterior
The Engel House

The Engel House

3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17)
"A very quaint property. The room was comfortable and clean."
United States
Frank
$193 nightly
The price is $211
Dec 2 - Dec 3
Total with taxes and fees
The Engel House
Property grounds
Zen 10, relax and retreat in the heart of Vermont

Zen 10, relax and retreat in the heart of Vermont

Manchester
10.0 out of 10, Exceptional, (1)
"Very nice and relaxing location"
United States
Jennifer C.
$124 nightly
The price is $137
Dec 2 - Dec 3
Total with taxes and fees
Zen 10, relax and retreat in the heart of Vermont
Front of property
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property
Chester
9.2 out of 10, Wonderful, (106)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
$202 nightly
The price is $221
Dec 16 - Dec 17
Total with taxes and fees
Stone Hearth Inn and Eatery
Mountain view
Windham Hill Inn

Windham Hill Inn

4.0 star property
West Townshend
8.6 out of 10, Excellent, (37)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
United States
Brandon
$181 nightly
The price is $198
Dec 8 - Dec 9
Total with taxes and fees
Windham Hill Inn
Front of property
Hill Farm Inn

Hill Farm Inn

4.0 star property
Arlington
9.6 out of 10, Exceptional, (173)
"This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation."
United States
Kenneth
$328 nightly
The price is $357
Dec 8 - Dec 9
Total with taxes and fees
Hill Farm Inn
Exterior
The One Cat B&B

The One Cat B&B

2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
$248 nightly
The price is $273
Dec 8 - Dec 9
Total with taxes and fees
The One Cat B&B
Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Chester Depot
9.0 out of 10, Wonderful, (2)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
United States
Jacque
$176 nightly
The price is $197
Dec 2 - Dec 3
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
"We had a lovely time staying here. "
United States
Jeff
$180 nightly
The price is $199
Dec 4 - Dec 5
Total with taxes and fees
Deerfield Valley Inn
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
$301 nightly
The price is $327
Dec 3 - Dec 4
Total with taxes and fees
Chesterfield Inn
Exterior
Deerhill Inn

Deerhill Inn

3.5 star property
West Dover
9.6 out of 10, Exceptional, (224)
"Our hosts Arianne and Scott were very welcoming! The room was very comfortable and the breakfast and our server Cindy were amazing! Definitely recommend Deerhill Inn! "
United States
David
$193 nightly
The price is $213
Dec 22 - Dec 23
Total with taxes and fees
Deerhill 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

The Covered Bridge Inn

The Covered Bridge Inn

10/10 Excellent
"Room very nice, comfortable clean "
Harlan 1-night trip
Posted 2 days ago
The Covered Bridge Inn

Find out more about Jamaica

Jamaica B&B information

Number of reviews
2,634
Accommodation
45 B&B
Lowest Price
$97
Highest Price
$357

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Jamaica?
Prices for B&Bs in Jamaica often vary, but you can find a great deal from $97 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.
When is the best time to book a Bed & Breakfast in Jamaica?
The most popular time to book a B&B in Jamaica is from October to December, when the island welcomes visitors seeking vibrant culture, stunning landscapes, and warm hospitality. This peak season coincides with the delightful climate, where temperatures typically range from the low 70s to the mid-80s Fahrenheit, creating an friendly space for outdoor activities and sightseeing.

During these months, travelers can enjoy the best of Jamaica's renowned beaches, explore lush rainforests, and indulge in local cuisine at lively restaurants. The comfortable weather is superb for swimming, snorkeling, and hiking, allowing you to fully immerse yourself in the island's natural beauty and rich heritage.

If you're looking for a more budget-friendly option, consider visiting in April. This month may have fewer tourists, allowing for a more tranquil experience while still offering plenty of opportunities to enjoy the stunning scenery and local attractions. Plus, you can take advantage of the pleasant weather as you explore the picturesque coastline or visit iconic landmarks like the Blue Hole and Dunn's River Falls.
What is the difference between a Jamaica B&B 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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