Family Hotels & Resorts in Chester from AU$200

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Check availability on Chester Family Hotels

Best Chester Family Hotels

King & Queen Suite in Historic Inn Circa 1780
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
United States
HIlary H.
The price is AU$353
includes taxes & fees
4 Nov - 5 Nov
King & Queen Suite in Historic Inn Circa 1780
Whimsical Room & Private Bathroom in Historic Inn
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is AU$259
includes taxes & fees
3 Nov - 4 Nov
Whimsical Room & Private Bathroom in Historic Inn
Honeymoon Suite with Jacuzzi Tub in Historic Inn
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
United States
Sharon S.
The price is AU$276
includes taxes & fees
2 Nov - 3 Nov
Honeymoon Suite with Jacuzzi Tub in Historic Inn
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, (556)
"Beautiful hotel! "
United States
sarah
The price is AU$286
includes taxes & fees
2 Nov - 3 Nov
The Equinox Golf Resort & Spa
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (929)
"Great place for the price "
United States
Karen
The price is AU$250
includes taxes & fees
28 Oct - 29 Oct
The Black Bear Lodge at Stratton Mountain Resort
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (538)
"Great motel with complete amenities.. beautiful surrounding especially in this fall"
United States
Giana
The price is AU$200
includes taxes & fees
28 Oct - 29 Oct
Sleep Woodstock Motel
Comfort Inn & Suites Brattleboro I-91
2.5 star property
8.6 out of 10, Excellent, (715)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
The price is AU$213
includes taxes & fees
9 Nov - 10 Nov
Comfort Inn & Suites Brattleboro I-91
Best Western Plus Keene Hotel
3.0 star property
8.4 out of 10, Very good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is AU$248
includes taxes & fees
3 Nov - 4 Nov
Best Western Plus Keene Hotel
Riverside Hotel, an Ascend Collection Hotel
2.5 star property
9.6 out of 10, Exceptional, (617)
"Loved my stay"
United States
Christine
The price is AU$253
includes taxes & fees
27 Oct - 28 Oct
Riverside Hotel, an Ascend Collection Hotel
The Putney Inn
2.5 star property
8.4 out of 10, Very good, (1002)
"Reasonable price for an overnight stay. Ample parking, very quiet and easy access to I 91."
United States
MICHAEL
The Putney 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.

Top Chester Hotel Reviews

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.
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.