Photo by Darrell Bumbala

Find Family Hotels in Jamaica, VT

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Jamaica Family Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Jamaica family-friendly hotels

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, (746)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is NT$3,775
NT$4,153 total
includes taxes & fees
Dec 31 - 2026/1/1
Comfort Inn & Suites Brattleboro I-91
Property grounds
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1001)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn
Exterior
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very Good, (866)
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
United States
Amanda
The price is NT$3,180
NT$4,016 total
includes taxes & fees
Jan 19 - 2026/1/20
The Palmer House Resort, an Ascend Collection Hotel
Garden
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (15)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Interior detail
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (267)
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
United States
Stacy
The price is NT$5,205
NT$5,726 total
includes taxes & fees
Jan 4 - 2026/1/5
The White House Inn
Arcade
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (944)
"Place definitely needs some updating but it was clean and the staff was great!"
United States
Jacqueline
The price is NT$5,815
NT$7,037 total
includes taxes & fees
Jan 7 - 2026/1/8
The Black Bear Lodge at Stratton Mountain Resort
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (737)
"Bitten up motel needs renovation definitely. "
United States
Piotr
The price is NT$1,669
NT$1,836 total
includes taxes & fees
Dec 31 - 2026/1/1
Travelodge by Wyndham Brattleboro VT
Children's activities
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (577)
"Beautiful hotel! "
United States
sarah
The price is NT$5,386
NT$7,684 total
includes taxes & fees
Jan 6 - 2026/1/7
The Equinox Golf Resort & Spa
Sundeck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (631)
"Clean room, beautiful location"
United States
Marcie
The price is NT$4,784
NT$5,191 total
includes taxes & fees
Jan 26 - 2026/1/27
Riverside Hotel, an Ascend Collection Hotel
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.
View all properties

Top Jamaica Hotel Reviews

Best Western Springfield Hotel

Best Western Springfield Hotel

10/10 Excellent
"The staff were very friendly; the breakfast was awesome. the pool was heated just right, and the room was very clean, I will stay here again. Good job Best western,"
Jose 2-night trip
Posted 7 hours ago
Best Western Springfield Hotel

Frequently asked questions

What's Jamaica like for family-friendly vacations?
The destination of Jamaica is a great choice if you've been thinking about a vacation with your kids. The horseback riding, sledding, and parks are just a few things that make this an attractive vacation spot for families. Fly into Springfield, VT (VSF-Hartness State), which is located 21.1 mi (34 km) from the city center.
When's the best time to book a family-friendly vacation in Jamaica?
The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Jamaica are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What's there to see and do with your family in Jamaica?
Jamaica State Park, Hot Glass Works, and Margie's Muse Handweaving & Gallery are interesting attractions you and your family will enjoy exploring while you are staying in Jamaica. Make sure you have plenty of time to take in activities in the area like Stratton Mountain Resort and Mount Snow.

Explore a world of travel with Expedia