Jamaica Holidays from £1,032

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Your Jamaica Holiday

Book a customised Jamaica holiday package that includes only the things you need and nothing you don't. Good for views, families and nature, consider basing yourself in the neighbourhood of Bromley Mountain. A trip to Jamaica is a wonderful opportunity to do a bit of sightseeing. Be sure to visit big-name attractions such as Jamaica State Park, Stratton Mountain Golf Course and Winhall River. A couple of quick clicks is all it takes to put together your dream Jamaica holiday on Expedia.

Top Jamaica Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was £1,209, price is now £1,032 per person
£1,032
per person
7 May - 14 May
just found
Return direct flight included
London (LHR) to Springfield (VSF)
8.6/10 Excellent! (853 reviews)
The hotel is charming. The location is great. The building is funky, given it's age and need for repair. The staff are friendly, helpful, and knowledgeable. The theater located in the same building is a one of a kind attraction. It was a plus for us that the hotel is owned and run by a nonprofit.

Reviewed on 22 Mar 2026

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 out of 5
Price was £1,367, price is now £1,263 per person
£1,263
per person
7 May - 14 May
just found
Return direct flight included
London (LHR) to Springfield (VSF)
8.8/10 Excellent! (1,002 reviews)
Staff was very courteous. The hot soup in the lobby was a nice touch! Loved the breakfast selections.

Reviewed on 1 Mar 2026

The One Cat B&B

The One Cat B&B

2.5 out of 5
Price was £1,460, price is now £1,380 per person
£1,380
per person
7 May - 14 May
just found
Return direct flight included
London (LHR) to Springfield (VSF)
9.6/10 Exceptional! (79 reviews)
We loved everything about our stay. Our hosts were very kind, and put generous effort into providing delicious breakfasts, giving suggestions about local attractions, and allowing us as much or as little cat time as we wanted. The room we were in was very cozy, with a comfortable bed, and thoughtful touches such as a water kettle for tea or coffee, a small fridge, and a TV setup we didn’t take advantage of. The private bathroom down the hall was clean and had everything we needed. I would recommend this lovely B&B to anyone who likes cats and doesn’t have mobility issues that would prevent them from getting up stairs. Thank you to Pat and Conrad for a wonderful stay!

Reviewed on 17 Oct 2025

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Price was £1,116, price is now £1,064 per person
£1,064
per person
7 May - 14 May
just found
Return direct flight included
London (LHR) to Springfield (VSF)
8.2/10 Very Good! (950 reviews)
I wish I could have stayed longer. Very nice hotel

Reviewed on 10 Mar 2026

Where to stay in Jamaica

Find the best Jamaica areas and neighborhoods for the activities you enjoy most. Learn more about Jamaica
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Pikes Falls

While there might not be top attractions in Pikes Falls, you can explore the larger area and discover places like Sunrise Express Ski Lift and Stratton Mountain Resort.

Find hotels in Pikes Falls

Jamaica Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Population
1,000
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Mount Snow, Bromley Mountain Ski Resort and Magic Mountain Ski Resort

Top hotels in Jamaica

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
The price is £118 per night from 15 Apr to 16 Apr
£118
15 Apr - 16 Apr
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
There's a cute little town nearby with a great coffee shop.

Reviewed on 26 Mar 2026

Pointe at Castle Hill Resort
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

2 out of 5
270 Handle Rd West Dover VT
Fully refundableReserve now, pay when you stay
The price is £81 per night from 1 Apr to 2 Apr
£81
1 Apr - 2 Apr
includes taxes & fees
8.6/10 Excellent! (78 reviews)
The bath soap container was empty. I asked a hotel staff member if she could refill the dispenser and she said she would bring it to my room in a few minutes. She never showed up as promised. I passed her on the way out 45 minutes later. She look at me and went on her business.

Reviewed on 22 Mar 2026

Hideaway Inn Mt. Snow
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
Fully refundableReserve now, pay when you stay
The price is £130 per night from 12 Apr to 13 Apr
£130
12 Apr - 13 Apr
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
Every employee was incredibly friendly, even if only passing us in the foyer or hallways. Stacy, the operations manager, was especially engaging, knowledgeable and helpful as we were deciding what to do for dinner and what events and venues were worth visiting. We took all of her suggestions and ...

Reviewed on 24 Mar 2026

Hampton Inn and Suites Manchester
See all 2,635 properties in Jamaica
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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Popular places to visit

Ball Mountain Dam

Learn about the local history of Jamaica when you take a trip to Ball Mountain Dam. Discover the mountain views in this quaint area or enjoy its ski slopes.

Ball Mountain Dam

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.