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

Bed & breakfast in Chester

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

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

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

Located in Chester Depot, this bed & breakfast is adjacent to DaVallia Art & Accents and a short stroll from Bonnie's Bundles Dolls.
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
8.8 out of 10, Excellent, 9 reviews
$181 nightly
The price is $203
Dec 16 - Dec 17
Total with taxes and fees
Whimsical Room & Private Bathroom in Historic 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
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Frequently asked questions

What's there to do near this bed & breakfast?

This bed & breakfast is situated in Chester Depot, just steps from DaVallia Art & Accents. Bonnie's Bundles Dolls is within a walking distance of 0.8 mi.

Will I be able to park at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

No, there isn't parking at this bed & breakfast.

Is this bed & breakfast next to a casino?

No, this bed & breakfast is not connected to a casino.

Will I find an indoor pool at this bed & breakfast?

No, there is no indoor pool at this bed & breakfast.

Are there hot tubs at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

No, there isn't a spa tub at this bed & breakfast.

Does this bed & breakfast provide breakfast?

No, this bed & breakfast doesn't offer breakfast.

Does this bed & breakfast allow pets to stay free of charge?

No, pets aren't allowed at this bed & breakfast.

Are there connecting rooms at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

No, this bed & breakfast doesn't feature connecting guestrooms.

How far is the airport from this bed & breakfast?

The closest major airport to this bed & breakfast is Springfield, VT (VSF-Hartness State), which is 10.1 mi away (14 minutes by car). Another top airport is Rutland, VT (RUT-Rutland Southern Vermont Regional), which is around 25.1 mi away.

Can I book a room with a balcony at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?

No, there aren't any guestrooms with balconies at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! .

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