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Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Bed & breakfast in Chester

Choose dates to view prices

Photo gallery for Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Dining
Interior
1 bedroom, iron/ironing board, WiFi, bed sheets
Interior
Living area
Experience the charm of Chester Inn, a historic property on Main Street. Unwind in your private room with a smart TV, microwave, and mini fridge or relax in shared spaces with board games and coffee. Take advantage of free parking and proximity to hiking trails right behind the inn.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air conditioning
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About the neighborhood

Map
Chester, VT

What's nearby

  • DaVallia Art & Accents - 2 min walk - 0.1 miles
  • Bonnie's Bundles Dolls - 13 min walk - 0.7 miles
  • Vermont Country Store - 14 min drive - 9.1 miles
  • Magic Mountain Ski Resort - 24 min drive - 15.8 miles
  • Okemo Mountain Resort - 25 min drive - 15.1 miles

Getting around

  • Bellows Falls Station - 17 min drive
  • Springfield, VT (VSF-Hartness State) - 14 min drive

Restaurants

  • ‪McDonald's - ‬13 min drive
  • ‪Chester Country Girl Diner - ‬13 min walk
  • ‪Dunkin' - ‬14 min drive
  • ‪Southern Pie Cafe - ‬3 min walk
  • ‪Black Rock Steakhouse - ‬14 min drive

About this property

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Bed & breakfast located in Chester Depot
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! provides everything you need. Guests can connect to in-room WiFi.
Additional perks include:
  • Smoke-free premises
Room features
All guestrooms at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! feature comforts such as air conditioning, as well as amenities like internet access.
Extra amenities include:
  • Bathrooms with showers and hair dryers

Similar properties

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Fullerton Inn

  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
8.2 out of 10, Very Good, 398 reviews
$129 nightly
The price is $141
Nov 10 - Nov 11
Total with taxes and fees
Fullerton Inn

Property amenities

Internet

  • Available in all rooms: WiFi

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

More

  • Air conditioning
  • Heating
  • Iron/ironing board

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Frequently asked questions

Is Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

As of Oct 31, 2025, prices found for a 1-night stay for 2 adults at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! on Nov 2, 2025 start from $89.0, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

Check-in begins at 3:00 PM.

What time is check-out at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

Check-out is at 11:00 AM.

Where is Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! located?

Located in Chester Depot, this bed & breakfast is within a 15-minute walk of DaVallia Art & Accents and Bonnie's Bundles Dolls. Vermont Country Store and My Minds Design are also within 9 mi (15 km).

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Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

9.0/10

Staff & service

9.0/10

Amenities

10/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

10/10 Excellent

Sharon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Yes, wonderful location and stay
Stayed 1 night in Oct 2025

8/10 Good

Jacque

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn.
Stayed 1 night in Aug 2024