Book Jamaica Bed & Breakfast

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Next weekend
Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30
In one month
Dec 12 - Dec 14
In two months
Jan 9 - Jan 11

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
$101 nightly
The price is $112
Nov 30 - Dec 1
Total with taxes and fees
Bromley View Inn
Exclusive Room | Premium bedding, Tempur-Pedic beds, individually decorated
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.6 out of 10, Exceptional, (10)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
$125 nightly
The price is $137
Nov 21 - Nov 22
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, (338)
"Very charming place. Breakfast was really good, made fresh, very accommodating with food intolerances. Very much enjoyed my stay."
Canada
Carolyn
$148 nightly
The price is $163
Nov 27 - Nov 28
Total with taxes and fees
Colonel Williams Inn
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

3.0 star property
West Dover
9.6 out of 10, Exceptional, (84)
"We had a lovely time staying here. "
United States
Jeff
$94 nightly
The price is $104
Nov 23 - Nov 24
Total with taxes and fees
Deerfield Valley Inn
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, (148)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
$187 nightly
The price is $206
Nov 23 - Nov 24
Total with taxes and fees
The Inn at Ormsby Hill
Property grounds
The Inn at Manchester

The Inn at Manchester

3.5 star property
Manchester
10.0 out of 10, Exceptional, (277)
"The staff was so friendly and helpful. Would definitely recommend. "
United States
Christine
$165 nightly
The price is $182
Nov 16 - Nov 17
Total with taxes and fees
The Inn at Manchester
TV
The Nutmeg

The Nutmeg

3.5 star property
Wilmington
9.4 out of 10, Exceptional, (412)
"This place is very nice Very old. The shower is very small very hard to move. They need a better assortment of pillows I woke up with a stiff neck and back ache. The breakfast was very good made fresh. The staff is very friendly and kind. Overall a nice little inn."
United States
Carl
$169 nightly
The price is $186
Nov 23 - Nov 24
Total with taxes and fees
The Nutmeg
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, (17)
"Our stay was outstanding. The room was spacious, comfy and clean. The Inn was very quiet during our stay. We made friends with the local chipmunk who is extremely tame. We love having a place so cozy to stay when we are in the area. "
United States
Nevets
$135 nightly
The price is $151
Nov 16 - Nov 17
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, (193)
"The Wilminton Inn is one of the best B&B's that my wife and I have stayed. The owners are super friendly, the place is very clean with a bar and comfortable family area. Breakfast was great. We highly recommend the Wilmington Inn."
United States
Charles
$202 nightly
The price is $223
Dec 1 - Dec 2
Total with taxes and fees
The Wilmington 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
$267 nightly
The price is $294
Nov 16 - Nov 17
Total with taxes and fees
Inn on Putney Road
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)
"Room was super quiet and clean. "
United States
Ernest
$207 nightly
The price is $226
Dec 1 - Dec 2
Total with taxes and fees
Stone Hearth Inn and Eatery
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)
"Yes, wonderful location and stay"
United States
Sharon
$144 nightly
The price is $161
Nov 16 - Nov 17
Total with taxes and fees
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
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.
$144 nightly
The price is $159
Nov 16 - Nov 17
Total with taxes and fees
Zen 10, relax and retreat in the heart of Vermont
Exterior
The One Cat B&B

The One Cat B&B

2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78)
"We loved our stay! Very welcoming and cozy. The breakfast was delicious. Will definitely come back to stay here again!"
United States
Wiley
$245 nightly
The price is $270
Nov 19 - Nov 20
Total with taxes and fees
The One Cat B&B
Exterior
The Engel House

The Engel House

3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17)
"Warm and inviting atmosphere. Great location. "
United States
Diane
$193 nightly
The price is $211
Nov 16 - Nov 17
Total with taxes and fees
The Engel House
Garden
Big Bears Lodge

Big Bears Lodge

3.0 star property
West Dover
9.0 out of 10, Wonderful, (185)
"The property is conveniently located in close proximity to Mt Snow and local restaurants. The staff is friendly. There's a big screen tv room with fireplace and a small sitting room to read or just converse. Rooms are a little dated but clean. Would stay again."
United States
Jonathan
$167 nightly
The price is $183
Dec 1 - Dec 2
Total with taxes and fees
Big Bears Lodge
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
$189 nightly
The price is $206
Dec 15 - Dec 16
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, (171)
"Beautiful setting. Quaint cozy farm. Love the restaurant. "
United States
michele
$435 nightly
The price is $475
Nov 16 - Nov 17
Total with taxes and fees
Hill Farm Inn
Exterior
Deerhill Inn

Deerhill Inn

3.5 star property
West Dover
9.6 out of 10, Exceptional, (223)
"An excellent stay! Warm and accommodating and helpful in every way. Wonderful breakfast too!"
United States
Clarence
$193 nightly
The price is $213
Nov 25 - Nov 26
Total with taxes and fees
Deerhill Inn
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"This is a genuine five star property, an ideal of what a country inn should be. Beautifully designed and decorated, comfortable and welcoming, charming staff. One of the nicest places we’ve ever stayed."
United States
Susan
$301 nightly
The price is $327
Nov 16 - Nov 17
Total with taxes and fees
Chesterfield 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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Loved our room. Very clean and enjoyed fireplace. Only thing we were bothered by was noise outside our room probably connected to pool heater or filter."
Burton 2-night trip
Posted 3 days ago
Pointe at Castle Hill Resort

Find out more about Jamaica

Jamaica B&B information

Number of reviews
2,611
Accommodation
45 B&B
Lowest Price
$104
Highest Price
$475

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 $104 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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