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Chester Inn Interior photoChester Inn Facilities photoChester Inn Facilities photo

CHESTER INN, Chester

8.5|Great
Check rooms and rates
From$74 /nightOnly on Our Website-10%
Check-in
14Nov
Check-out
15Nov
Guests
2 Guests
Key details

About the Hotel

266 Main Street, Chester, VT 05143
-
Near Mount Flamstead
Great
8.5
/10
3.8
/5

Historic Inn with Tennis Court and Hot Tub

Historic Charm

Chester Inn, housed in a historic building, showcases parquet floors and period furnishings throughout its six rooms. A tennis court offers guests a chance to enjoy outdoor activities on-site. The hotel maintains a shared kitchen and hot tub for guests to unwind and socialize.

Accommodations

Each room is air-conditioned, featuring private bathrooms with complimentary toiletries. Options include a Family Junior Suite and double rooms, accommodating both families and couples. Additional amenities consist of a work desk, wardrobe, and sofa bed in select rooms.

Amenities

Chester Inn includes an outdoor seating area for guests to enjoy fresh air and meals al fresco. The property also offers full-day security for peace of mind. On-site parking is available for travelers with vehicles.

Local Attractions

The inn is conveniently located 37 km from Stratton Mountain, ideal for skiing enthusiasts. Guests can also access hiking trails as Dorsey Park is only 20 km away. Nearby attractions like Stoughton Pond Recreation Area provide additional opportunities for outdoor activities.

Accessibility

Chester Inn is situated 50 km from Rutland State Airport, making it a practical choice for travelers. The Chester train station is only 1 km away, providing easy public transport options. Guests appreciate the convenient access to main roads leading to regional attractions.

Highlights

Location: 20 km from Dorsey Park

Amenities: Tennis court & hot tub

Accessibility: 1 km from Chester train station

Accommodations: Family Junior Suite available

Select your room type

The hotel provides a selection of rooms—doubles, family rooms, and suites—with perks like free cancellation, breakfast options, and great value deals
  • Family Room Bathroom
    2 persons
    205 sq. feet
    1 Queen-size bed and 1 Single bed
    Air conditioning
    Heating
  • Deluxe Room
    2 persons
    230 sq. feet
    1 Queen-size bed and 1 Sofa bed
    Air conditioning
    Heating
  • Queen Room
    2 persons
    195 sq. feet
    1 Queen-size bed
    Air conditioning
    Bathtub
Show all rooms

Room rates & availability calendar

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Amenities & services

Real traveler stories and honest reviews—no glossy ads, just authentic feedback to guide your booking
Facilities: Great
8.8/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • No pets allowed
  • 24-hour security
  • Ski storage
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Skiing
  • Hiking
  • Tennis court

Children

  • Board games

Spa & Leisure

  • Leisure/ TV room
  • Jacuzzi

Room features

  • Air conditioning
  • Heating
  • Garden furniture
  • Tea and coffee facilities

Bathroom

  • Free toiletries

Self-catering

  • Shared kitchen

Media

  • Flat-screen TV

Room decor

  • Parquet floor
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Chester Inn Location

266 Main Street, Chester, VT 05143
Map view
Nearby
39 North St
DaVallia Art & Accents
1600 ft
Gallery
Vermont Institute of Contemporary Arts
1500 ft
Store
Six Loose Ladies Yarn & Fiber Shop
900 ft
Restaurants
Fullerton Inn Restaurant
800 ft
40 the Common on the Green
The Bradford Tavern Bar & Pub
600 ft
Main Street
Explore Chester
Local Highlights
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Vermont Institute of Contemporary Arts
Vermont Institute of Contemporary Arts
6 minutes walking
Art center showcasing innovative works, with rotating exhibitions and community events, perfect for art enthusiasts.
Six Loose Ladies Yarn & Fiber Shop
Six Loose Ladies Yarn & Fiber Shop
4 minutes walking
Charming yarn and fiber shop offering local crafts and workshops, ideal for both novice and experienced crafters.
Whiting Library
Whiting Library
11 minutes walking
Local library with a cozy atmosphere, hosting programs and activities for visitors of all ages.
Stone House Antique Center
Stone House Antique Center
4 minutes drive
Unique antique store featuring vintage treasures and local art, a must-visit for collectors and curious adventurers.
Plan B Stables
5 minutes drive
Horseback riding activities for all skill levels, offering guided trails through scenic Vermont landscapes.
Local Craft Fairs
10 minutes drive
Seasonal craft fairs showcasing local artisans, perfect for families or solo travelers seeking unique souvenirs.
Fullerton Inn Restaurant
Fullerton Inn Restaurant
3 minutes walking
Cozy dining with local cuisine, renowned for farm-to-table dishes and warm, friendly service.
The Bradford Tavern Bar & Pub
The Bradford Tavern Bar & Pub
3 minutes walking
Casual pub atmosphere featuring classic American dishes, craft beers, and a lively environment for all ages.
Local Music Venues
10 minutes drive
Venues hosting live music, from jazz to rock, weekly events attracting both locals and visitors for lively nights.
Chester Community Theater
10 minutes drive
Local theater presenting family-friendly shows and performances, perfect for a fun night out for everyone.
Getting around town
  • City Centre
    Chester 8 min  ·  2000 ft
  • Airports
    Rutland State (RUT) 77 min  ·  31.8 mi
    Lebanon Municipal (LEB) 104 min  ·  42.7 mi
Looking for early-bird discounts?
Get special discounted rates today!
Check Rates
Property information and rules
Check-in
from 15:00-23:00
Check-out
from 08:00-11:00
Internet
Wireless internet is available in the entire hotel for free.
Pets
Pets are not allowed.
Number of rooms:
6

Reviews and Ratings

What past guests shared about their stay
Cleanliness
9.0/10
Comfort
9.1/10
Facilities
8.8/10
Free Wi-Fi
9.0/10
Location
9.2/10
Staff
8.1/10
Value for money
8.7/10
Guest reviews
based on 160 reviews
8.5/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Chester Inn
What are the check-in and check-out times at Chester Inn?
Check-in is available from 15:00, and check-out is by 11:00.
What amenities are provided in the rooms at Chester Inn?
Rooms include air conditioning, a flat-screen TV, a fridge, and a coffee maker.
What recreational activities are available at Chester Inn?
Guests can enjoy hiking, skiing, and access to a tennis court on-site.
What nearby attractions are close to Chester Inn?
Stratton Mountain is located 25 mi away, while Mount Equinox is 29 mi from the property.
What dining options are located near Chester Inn?
The Bradford Tavern Bar & Pub is located 0.3 mi from the hotel.
Is Wi-Fi available for guests at Chester Inn?
Free Wi-Fi is available throughout the property.
Is there a shared lounge area at Chester Inn?
Yes, there is a shared lounge area available for guests.

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