10/10 Excellent
Sharon
Traveled with partner
Oct 6, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Sharon
Stayed 1 night in Oct 2025
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!
Reviews
9.09.0 out of 10
Wonderful
Popular amenities
- Air conditioning
Explore the area
Chester, VT
- DaVallia Art & AccentsPlace, DaVallia Art & Accents2 min walk
- Bonnie's Bundles DollsPlace, Bonnie's Bundles Dolls13 min walk
- Okemo Mountain ResortPlace, Okemo Mountain Resort20 min drive
- Springfield, VT (VSF-Hartness State)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.
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
- Killington Resort - 43 min drive - 35.0 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!
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
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
Fullerton Inn
Fullerton Inn
Chester Depot
- Breakfast included
- Parking included
- Free WiFi
- Restaurant
8.2 out of 10, Very Good, 402 reviews
8.2
Very Good
402 reviews
$129 nightly
The price is $141
$141 total
Nov 23 - Nov 24
Total with taxes and fees
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Chester Depot
- Free WiFi
- Air conditioning
- Parking available
- Kitchen
8.6 out of 10, Excellent, 7 reviews
8.6
Excellent
7 reviews
$159 nightly
The price is $178
$178 total
Nov 23 - Nov 24
Total with taxes and fees
Room in Historic Inn! 20 Minutes to Okemo!
Room in Historic Inn! 20 Minutes to Okemo!
Chester Depot
- Air conditioning
- Parking available
- Kitchen
- Microwave
9.2 out of 10, Wonderful, 17 reviews
9.2
Wonderful
17 reviews
$149 nightly
The price is $167
$167 total
Nov 23 - Nov 24
Total with taxes and fees
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
Chester
- Breakfast included
- Parking included
- Free WiFi
- Air conditioning
9.2 out of 10, Wonderful, 106 reviews
9.2
Wonderful
106 reviews
$202 nightly
The price is $221
$221 total
Dec 2 - Dec 3
Total with taxes and fees
Whimsical Room & Private Bathroom in Historic Inn
Whimsical Room & Private Bathroom in Historic Inn
Chester Depot
- Kitchen
- Free WiFi
- Air conditioning
- Outdoor Space
8.8 out of 10, Excellent, 9 reviews
8.8
Excellent
9 reviews
$149 nightly
The price is $167
$167 total
Nov 23 - Nov 24
Total with taxes and fees
COHO Inn & Motor Lodge
COHO Inn & Motor Lodge
Weston
- Breakfast included
- Parking included
- Free WiFi
- Bar
9.2 out of 10, Wonderful, 43 reviews
9.2
Wonderful
43 reviews
$108 nightly
The price is $118
$118 total
Nov 30 - Dec 1
Total with taxes and fees
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester
- Kitchen
- Pet friendly
- Free WiFi
- Parking available
10.0 out of 10, Exceptional, 23 reviews
10
Exceptional
23 reviews
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Londonderry
- Kitchen
- Pet friendly
- Air conditioning
- Outdoor Space
10.0 out of 10, Exceptional, 2 reviews
10
Exceptional
2 reviews
$320 nightly
The price is $361
$361 total
Nov 24 - Nov 25
Total with taxes and fees
The Hartness House
The Hartness House
Springfield
- Parking included
- Free WiFi
- Air conditioning
8.2 out of 10, Very Good, 328 reviews
8.2
Very Good
328 reviews
$161 nightly
The price is $178
$178 total
Nov 29 - Nov 30
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic Mountain
Londonderry
- Pool
- Pet friendly
- Parking included
- Free WiFi
8.2 out of 10, Very Good, 685 reviews
8.2
Very Good
685 reviews
$112 nightly
The price is $123
$123 total
Dec 7 - Dec 8
Total with taxes and fees
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
- 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.
Is there parking available 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, this bed & breakfast doesn't have a spa tub.
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.
Are there rooms with balconies at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! ?
No, at Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! , there aren't any guestrooms that list a balcony.
Reviews
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo! Reviews
9.0
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
9.0/10
Staff & service
9.0/10
Amenities
10/10
Property conditions & facilities
9.0/10
Eco-friendliness
Rating 10 - Excellent. 1 out of 2 reviews
10 - Excellent
1
Rating 8 - Good. 1 out of 2 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
Reviews
8/10 Good
Jacque
Traveled with partner
Aug 19, 2024
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.
Jacque
Stayed 1 night in Aug 2024