A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Boutique Hotels & Resorts in Chester from AU$152

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Check availability on Chester Boutique Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

A well-maintained garden with a variety of plants and flowers, a wooden pergola, and a gravel path.
A two-story building with a central entrance, a balcony with railings, and a sign indicating it is a lodging and fine dining establishment.
A variety of dishes including a steak, muffins, and a dessert with fruit.
A cozy living room with a stone fireplace, a leather sofa set, a wooden coffee table, and a patterned rug.

1. Fullerton Inn

Fullerton Inn
Chester Depot
United States
Tim
AU$200
includes taxes & fees
10 Nov - 11 Nov
Fullerton Inn
A red barn with a white door and shutters, surrounded by a garden with various plants and flowers.
A conference room with a long wooden table, multiple chairs, and a large window providing natural light.
A bedroom with a bed, a fireplace, a window, a dresser, and a clock on the wall.
A living room with two sofas, a fireplace, and a wooden floor.

2. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
Chester
United States
John
AU$324
includes taxes & fees
16 Nov - 17 Nov
Stone Hearth Inn and Eatery
A two-story house with a front porch, a garage, and a well-maintained lawn.
A kitchen with a coffee maker, mugs, and containers labeled 'Sugar' and 'Coffee'.
A kitchen with a wooden island, stainless steel appliances, and a view of the outdoors through a window.
A wooden staircase leading to a door with a wreath, a potted plant, and a framed picture on the wall.

3. Historic 150-year-old farmhouse, Jacuzzi included

Historic 150-year-old farmhouse, Jacuzzi included
Chester Depot
United States
Vijay R.
AU$651
includes taxes & fees
1 Nov - 2 Nov
Historic 150-year-old farmhouse, Jacuzzi included
Dining
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.
Dining
A cozy living room with a sofa, armchair, and a glass coffee table. There are two windows with curtains, a fireplace, and a door leading to another room.

4. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
United States
Kimberly B.
AU$588
includes taxes & fees
1 Nov - 2 Nov
Charming Chester Farmhouse near Near VT Slopes
A two-story house with a deck, surrounded by dense forest.
A dining area with a table and chairs, a large arched window, and a view of a grassy landscape.
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a white table and grey chairs.
A dining area with a wooden table and chairs, a large arched window, and a view of trees outside.

5. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
United States
pauline
AU$1,385
includes taxes & fees
24 Oct - 25 Oct
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Exterior
Living area
Living area
Exterior

6. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
United States
Lorraine C.
AU$1,021
includes taxes & fees
26 Oct - 27 Oct
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A large two-story house with a front porch and a well-maintained lawn.
An aerial view of a residential area with houses, a tennis court, and a swimming pool.
A spacious room with high ceilings, wooden beams, large windows, and tables and chairs arranged for dining.
A rustic interior with wooden beams, a fireplace, and a chandelier.

7. The Landgrove

The Landgrove
Londonderry
United States
Alan
AU$254
includes taxes & fees
26 Oct - 27 Oct
The Landgrove
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.
A person performing yoga on a wooden deck overlooking a river with trees in the background.
A store interior with shelves stocked with various products, a refrigerated display case, and a wall sign.
A bedroom with a bed, a wooden pegboard wall with books and a guitar, and a TV mounted on the wall.

8. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
AU$253
includes taxes & fees
25 Oct - 26 Oct
Otherland Hotel
A calm lake reflecting a forest with autumn foliage.
A house with a balcony and a garden with red flowers.
A hot tub on a covered porch with a view of autumn foliage.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

9. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
United States
Abigail
AU$217
includes taxes & fees
4 Nov - 5 Nov
Blue Gentian Lodge at Magic Mountain
A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.
A hotel room with a large bathtub, a bed with a colorful quilt, two bedside lamps, and a framed picture on the wall.
A Christmas tree decorated with lights, ornaments, and a bow.
A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

10. The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
Londonderry
United States
Lynne
AU$152
includes taxes & fees
27 Oct - 28 Oct
The Upper Pass Lodge at Magic Mountain
View all properties

Top Chester Hotel Reviews

Latchis Hotel

Latchis Hotel

8/10 Good
"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."
Matthew 1-night trip
Posted 1 day 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 Vermont Country Store, Weston Playhouse and Bellows Falls Opera House. You might also want to consider exploring Lowell Lake State Park, Connecticut River State Park and Magic Mountain Ski Resort 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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