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

B&B perfectly located for exploring Chester Depot

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

Dining
Interior
Living area
1 bedroom, iron/ironing board, WiFi, bed sheets
Interior

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air conditioning

Explore the area

View in a map
Chester, VT
  • Place, DaVallia Art & Accents
    ‪2 min walk‬
  • Place, Bonnie's Bundles Dolls
    ‪13 min walk‬
  • Place, Okemo Mountain Resort
    ‪20 min drive‬
  • Airport, Springfield, VT (VSF-Hartness State)
    ‪15 min drive‬

Room options

About the neighborhood

Chester

Chester Depot stay.At this Chester Depot B&B, you'll be steps from DaVallia Art & Accents and within a 15-minute walk of Bonnie's Bundles Dolls. Also within 9 miles (15 km) are Vermont Country Store and My Minds Design.
View more B&B in ChesterOpens in a new window

What's nearby

  • DaVallia Art & Accents - 2 min walk - 0.1 miles
  • Bonnie's Bundles Dolls - 13 min walk - 0.7 miles
  • Okemo Mountain Resort - 20 min drive - 15.1 miles
  • Stratton Mountain Resort - 41 min drive - 30.5 miles
  • Mount Snow - 57 min drive - 45.4 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬13 min drive
  • ‪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!

Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main Street in walking distance to restaurants, shops & galleries!

Public hiking /snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away! Although the building is bed & breakfast style we do not provide breakfast.

This room is located on the second floor towards the back of the Inn. This quaint room has a 43" smart TV, microwave, mini fridge, coffee maker & coffee, mugs/wine glasses & bathroom essentials. Shared spaces are available for relaxing, watching TV, getting your coffee fix or enjoying board games. There is also a front porch available for your leisure.

Free parking is available on premises.

Estimated driving distance to popular skiing / snowboarding / tubing destinations:
- Magic Mountain - 15 minutes
- Okemo - 19 minutes
- Stratton - 31 minutes
- Killington - 39 minutes
- Mt. Snow - 50 minutes

Similar properties

Interior
Whimsical Room & Private Bathroom in Historic Inn
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
4.4 out of 5, Excellent, 9 reviews
$181 nightly
The price is $203
Dec 18 - Dec 19
Total with taxes and fees
Whimsical Room & Private Bathroom in Historic Inn

Property amenities

Internet

  • Available in all rooms: WiFi

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
Information provided by the property may be translated using automated translation tools

Pets

  • No pets 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Frequently asked questions

How close is Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! to the airport?

This bed & breakfast is 10.1 mi (14-min drive) away from the Springfield, VT (VSF-Hartness State) airport, the closest popular airport to the property.

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

As of Dec 17, 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 Jan 4, 2026 start from $139.0, 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.

Does Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! have an airport shuttle?

Airport shuttle services are not available at this bed & breakfast.

How close is Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! to the beach?

This bed & breakfast is 12.7 mi (22-min drive) from Stoughton Pond Recreation Area.

Does Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! offer free breakfast?

This bed & breakfast does not offer free breakfast.

Is there a casino at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

No, there is no casino at this bed & breakfast.

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.

Is there free parking at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

Free parking is not available at this bed & breakfast.

Does Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! have a pool?

This bed & breakfast does not have a pool.

Does Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! have a spa?

There are no spa services available at this bed & breakfast.

How close is Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! to downtown Chester?

This bed & breakfast is 0.3 mi away from Chester.

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

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

8/10 Good

Jacque

Traveled with partner
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