Family Hotels & Resorts in Chester

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Check availability on Chester Family Hotels

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best Chester Family Hotels

Best Western Plus Keene Hotel
1 bedroom, premium bedding, individually decorated

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1007)
"Nice hotel "
The price is NZ$242
includes taxes & fees
31 July - 1 Aug
Best Western Plus Keene Hotel
Fairfield Inn & Suites by Marriott Keene Downtown
Classic architecture meets modern comfort at this inviting hotel entrance.

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (726)
"Friendly, helpful staff. Old hotel in good condition. "
The price is NZ$282
includes taxes & fees
17 Aug - 18 Aug
Fairfield Inn & Suites by Marriott Keene Downtown
Colonial Motel And Spa
Colonial Motel features a traditional design with a brick chimney and metal roof.

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"Always a pleasure to stay at the Colonial"
The price is NZ$179
includes taxes & fees
31 July - 1 Aug
Colonial Motel And Spa
COHO Inn & Motor Lodge
Enjoy meals in this classic dining area with a garden view, featuring a table set for four and comfortable seating.

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (33)
"Wonderful stay! Very friendly and warm hosts. Very clean and comfortable room. Great breakfast! Highly recommend!"
The price is NZ$342
includes taxes & fees
30 July - 31 July
COHO Inn & Motor Lodge
On The River Inn
Enjoy cooking in this well-equipped kitchen with a dishwasher, microwave, stove, and refrigerator, plus a convenient island with sink and countertop workspace.

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1004)
"Great location, very quiet with good breakfast choices. "
The price is NZ$462
includes taxes & fees
31 July - 1 Aug
On The River Inn
The Black Bear Lodge at Stratton Mountain Resort
Swimmers can enjoy a refreshing dip in the pool, surrounded by a stone wall.

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (906)
"The staff was amazing and accommodating. Especially Noah!"
The price is NZ$242
includes taxes & fees
30 July - 31 July
The Black Bear Lodge at Stratton Mountain Resort
Woodstock Inn & Resort
Stately room with a checkered floor, classic bench, and fireplace view.

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (528)
"Relaxing "
The price is NZ$900
includes taxes & fees
17 Aug - 18 Aug
Woodstock Inn & Resort
Econo Lodge Brattleboro
Two beds with brown bedding and a headboard featuring a telephone and table.

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (535)
"I felt safe. Room was spacious and clean. "
The price is NZ$114
includes taxes & fees
27 Aug - 28 Aug
Econo Lodge Brattleboro
Deerfield Valley Inn
Surrounded by snow-covered trees, this serene winter scene offers a peaceful retreat.

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (54)
"I liked that it was right on the scenic route"
Deerfield Valley Inn
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Relax in this inviting living room with a checkered armchair, sofa, and dining table.

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

10.0 out of 10, Exceptional, (7)
"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "
The price is NZ$455
includes taxes & fees
30 July - 31 July
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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.

Top Chester Hotel Reviews

Colonial Motel And Spa

Colonial Motel And Spa

10/10 Excellent
"Location, quiet, suite amenities and size"
Richard 2-night trip
Posted 2 days ago
Colonial Motel And Spa

Frequently asked questions

What's Chester like for family-friendly holidays?
You may want to consider the relaxing destination of Chester if you've been thinking about a trip for the whole family. The chocolate shops, restaurants and hiking trails are just a few of the things that make this an attractive spot for a family holiday. Arrange a flight into Springfield, VT (VSF-Hartness State), which is the closest airport, or Rutland, VT (RUT-Rutland Southern Vermont Regional), which is located 25.4 mi (40.8 km) from the city centre.
What's the best family accommodation in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families.
How many family-friendly hotels will I find in Chester?
Expedia has 8 family-friendly hotels and other accommodation options in Chester.
When's the best time to book a family-friendly holiday in Chester?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What's there to see and do with your family in Chester?
While you are holidaying in Chester, you and the family may want to see some interesting spots such as DaVallia Art & Accents and Bonnie's Bundles Dolls. Make sure that you have lots of time for activities such as Vermont Country Store and Plummer's Sugar House.