"Very cozy & relaxing we enjoyed sitting in the dinning area playing games felt like being home"
Tammy from United States
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"Beautiful centuries old home. Dripped with history of the area."
Robert from United States
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"The room was spacious and beautifully decorated."
Stacey from United States
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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
room details
Deluxe Room
2 persons
230 sq. feet
1 Queen-size bed and 1 Sofa bed
Air conditioning
Heating
room details
Queen Room
2 persons
195 sq. feet
1 Queen-size bed
Air conditioning
Bathtub
room details
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
City landmarks
Library
Whiting Library
3000 ft
Store
Stone House Antique Center
1.2 mi
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
6 minutes walking
Art center showcasing innovative works, with rotating exhibitions and community events, perfect for art enthusiasts.
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
11 minutes walking
Local library with a cozy atmosphere, hosting programs and activities for visitors of all ages.
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
3 minutes walking
Cozy dining with local cuisine, renowned for farm-to-table dishes and warm, friendly service.
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
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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.