Family Hotels & Resorts in Chester from NZ$231

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Check availability on Chester Family Hotels

Best Chester Family Hotels

The Putney Inn
Property grounds

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1010)
"Very enjoyable stay"
The Putney Inn
Hampton Inn and Suites Manchester
Front of property – evening/night

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1011)
"Excellent hotel!!! "
The price is NZ$258
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn and Suites Manchester
Four Columns Inn
Dining

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (96)
"Sweet place to stay"
The price is NZ$411
includes taxes & fees
29 Sept - 30 Sept
Stone Hearth Inn and Eatery
Historic 150-year-old farmhouse, Jacuzzi included
Interior

Historic 150-year-old farmhouse, Jacuzzi included

9.8 out of 10, Exceptional, (7)
"This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!"
The price is NZ$774
includes taxes & fees
29 Sept - 30 Sept
Historic 150-year-old farmhouse, Jacuzzi included
WhiSki Cabin - 12 Acres With a Mountain View!
Fridge, microwave, oven, stovetop

WhiSki Cabin - 12 Acres With a Mountain View!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
The price is NZ$1,741
includes taxes & fees
29 Sept - 30 Sept
WhiSki Cabin - 12 Acres With a Mountain View!
Honeymoon Suite with Jacuzzi Tub in Historic Inn
1 bedroom, desk, iron/ironing board, free WiFi

Honeymoon Suite with Jacuzzi Tub in Historic Inn

8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
The price is NZ$396
includes taxes & fees
29 Sept - 30 Sept
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Whimsical Room & Private Bathroom in Historic Inn
Interior

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!"
Whimsical Room & Private Bathroom in Historic Inn
King & Queen Suite in Historic Inn Circa 1780
Interior

King & Queen Suite in Historic Inn Circa 1780

9.8 out of 10, Exceptional, (16)
"The check in process was easy, and the space was beautiful. Great location for a weekend of skiing!"
The price is NZ$493
includes taxes & fees
29 Sept - 30 Sept
King & Queen Suite in Historic Inn Circa 1780
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (333)
"Great hotel with friendly staff"
The price is NZ$322
includes taxes & fees
23 Oct - 24 Oct
Hampton Inn & Suites Keene
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 Chester Hotel Reviews

Colonial Motel And Spa

Colonial Motel And Spa

10/10 Excellent
"Clean and quiet"
Lorie 1-night trip
Posted 3 days ago
Colonial Motel And Spa

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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.