Boutique Hotels & Resorts in Chester from AU$140

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Check availability on Chester Boutique Hotels

Tonight
30 Apr - 1 May
Tomorrow
1 May - 2 May
This weekend
1 May - 3 May
Next weekend
8 May - 10 May
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (433 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is AU$195
includes taxes & fees
11 May - 12 May
Fullerton Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is AU$281
includes taxes & fees
26 May - 27 May
Stone Hearth Inn and Eatery
Smart TV, fireplace, stereo

LUXE Forest Retreat

LUXE Forest Retreat
Chester
The price is AU$654
includes taxes & fees
12 May - 13 May
LUXE Forest Retreat
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
9.8 out of 10, Exceptional, (16 reviews)
"Great stay! Colin was very friendly and attentive. House was very spacious and the hot tub was a great addition! Would definitely stay again! "
United States
Ryan K.
The price is AU$642
includes taxes & fees
4 May - 5 May
Historic 150-year-old farmhouse, Jacuzzi included
Exterior

Brand New Luxury “Tiny” House, Immersed In Nature

Brand New Luxury “Tiny” House, Immersed In Nature
Athens
10.0 out of 10, Exceptional, (1 review)
"This is by far the most beautiful home I’ve ever stayed! So clean and amazing views of nature. We can’t wait to come back."
United States
Mia G.
The price is AU$605
includes taxes & fees
13 May - 14 May
Brand New Luxury “Tiny” House, Immersed In Nature
Exterior

Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover
Andover
The price is AU$776
includes taxes & fees
1 June - 2 June
Tranquil 3 bedroom Home with Hot Tub and Standby Generator in Andover
Dining

Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.6 out of 10, Exceptional, (19 reviews)
"We had a great stay! The house was clean, comfortable, and exactly as described. The location was perfect and the host was very responsive. We’d definitely stay here again and highly recommend it."
United States
Stephanie F.
The price is AU$667
includes taxes & fees
20 May - 21 May
Charming Chester Farmhouse near Near VT Slopes
Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (573 reviews)
"Trendy updated motel, well taken care of with a small guest lounge. Best ice cream next door, too."
United States
Gail
The price is AU$193
includes taxes & fees
7 May - 8 May
Sleep Woodstock Motel
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (497 reviews)
"Great staff.. super clean rooms comfy beds definitely will be back"
United States
Maryann
The price is AU$140
includes taxes & fees
2 May - 3 May
Claremont Motor Lodge
Exterior

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (855 reviews)
"Location and amenities were great and so was breakfast "
United States
Adina
The price is AU$246
includes taxes & fees
7 May - 8 May
Best Western Springfield 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 Chester Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"I was at the inn for one night only, and I really enjoyed it. It's very clean and pleasant. My room was spacious, comfortable, and had a lovely view toward the river. The fire pit under a starry night was magical. The only part of the experience that left to be desired was the breakfast. It was unremarkable."
Claudio 1-night trip
Posted 3 days ago
On The River Inn
Latchis Hotel

Latchis Hotel

10/10 Excellent
"I enjoyed my stay at the Latchis very much. It was my first time there since 2018 and hope to make a return trip again very soon!"
Lawrence 1-night trip
Posted 4 days ago
Latchis Hotel

Frequently asked questions

What's there to see and do in Chester?
The shopping, coffee shops and skiing are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Chester include DaVallia Art & Accents, Weston Playhouse and Bellows Falls Opera House. You might also want to consider exploring Vermont Country Store, North Springfield Lake Recreation Area and Lowell Lake State Park while you're here.
What kind of weather should I plan for when I travel to Chester?
Getting an idea of what to expect from the weather in Chester will help you enjoy your stay to the fullest. 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 the best way to get to my boutique hotel in Chester?
You have a few options for getting to and around Chester. The closest major airport is Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city, but Rutland, VT (RUT-Rutland Southern Vermont Regional) may also be an option. If you'd like to venture out around the area, you may want to rent a car for your trip.

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