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Room in Historic Inn! 20 Minutes to Okemo!

Bed & breakfast in Chester

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Guests at this Historic Inn enjoy privacy and social spaces. Private rooms with gas fireplaces offer warmth after outdoor activities. Common living and dining areas invite connection. Trails start in the backyard, and skiers are 20 mins from Okemo, near Magic Mountain.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Parking available
  • Kitchen
  • Air conditioning

About the area

Map
Chester, VT

What's nearby

  • DaVallia Art & Accents - 2 min walk - 0.2 km
  • Bonnie's Bundles Dolls - 13 min walk - 1.1 km
  • Okemo Mountain Resort - 20 min drive - 24.3 km
  • Stratton Mountain Resort - 41 min drive - 49.0 km
  • Mount Snow - 57 min drive - 73.0 km

Getting around

  • Bellows Falls Station - 21 min drive
  • Springfield, VT (VSF-Hartness State) - 17 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

Room in Historic Inn! 20 Minutes to Okemo!

Bed & breakfast located in Chester Depot
Room in Historic Inn! 20 Minutes to Okemo! provides everything that you need. Guests can connect to in-room WiFi.
You'll also find perks such as:
  • Outdoor furniture, smoke-free property and snow sports gear
  • Games
Room features
All guest rooms at Room in Historic Inn! 20 Minutes to Okemo! offer thoughtful touches, such as air conditioning, in addition to amenities, such as dining tables and Internet access.
More amenities include:
  • Bathrooms with Jetted bath and showers
  • Porches or lanais, outdoor lighting and kitchens

Similar properties

Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
  • Air conditioning
9.0 out of 10, Wonderful, 2 reviews
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

Property amenities

Internet

  • Available in all rooms: WiFi
  • Available in some public areas: Internet access

Things to do

  • Games
  • Snow sports gear

Outdoors

  • In the mountains
  • On a river
  • Outdoor furniture

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided
  • Sofa bed

Bathroom

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

Entertainment

  • TV

Food and drink

  • Coffee/tea maker
  • Dining table
  • Kitchen
  • Microwave
  • Paper towels
  • Refrigerator
  • Toaster

More

  • Air conditioning
  • Heating
  • Iron/ironing board

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 20

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

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Frequently asked questions

Is Room in Historic Inn! 20 Minutes to Okemo! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Room in Historic Inn! 20 Minutes to Okemo!?

On-site parking is available at the property.

What time is check-in at Room in Historic Inn! 20 Minutes to Okemo!?

Check-in begins at 4:00 PM.

What time is check-out at Room in Historic Inn! 20 Minutes to Okemo!?

Checkout is at 11:00 AM.

Where is Room in Historic Inn! 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 miles (15 km).

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Reviews

Room in Historic Inn! 20 Minutes to Okemo! Reviews

9.2

Wonderful

9.8

Cleanliness

9.8

Location

10

Staff & service

10

Property conditions & facilities
Rating 10 - Excellent. 12 out of 18 reviews
Rating 8 - Good. 4 out of 18 reviews
Rating 6 - Okay. 2 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

Reviews

10/10 Excellent

Peter C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Chester Inn was beautiful and located in downtown Chester.
Stayed 1 night in Jul 2025

10/10 Excellent

Megan O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Inn

Great spot, easy check-in and clean.
Stayed 2 nights in Feb 2023

10/10 Excellent

Lee P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place to Stay

My stay was brief but was pleased to arrive to beautiful building and a room that was huge, well decorated/furnished, well heated, and super cozy. I would definitely stay here again.
Stayed 1 night in Feb 2024

10/10 Excellent

Nevets

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Our stay was outstanding. The room was spacious, comfy and clean. The Inn was very quiet during our stay. We made friends with the local chipmunk who is extremely tame. We love having a place so cozy to stay when we are in the area.
Stayed 1 night in Sep 2024

10/10 Excellent

Carrie Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect little getaway

We enjoyed our stay at the Chester House and would definitely come back! It was quaint, comfy, and clean, and the check-in and check-out process was simple.
Stayed 1 night in Jun 2023

8/10 Good

sarah m.

Liked: Cleanliness, communication, location, listing accuracy

Great hidden gem right downtown.

Cute and comfortable stay. Easy check in. Would definitely go back!
Stayed 1 night in Jun 2023

6/10 Okay

John K.

Liked: Cleanliness, check-in, listing accuracy

Old Inn room

The room was fine. Bright night lights outside require eye masks for dark sleeping. The shower unit was a bit odd… not a conventional shower stall. The bottom fitted sheet did not stay on the mattress.
Stayed 7 nights in May 2025

8/10 Good

ed m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cool and Clean

Nice place for a short stay. Need a better mattress for the 4 post bed.
Stayed 2 nights in Feb 2023

10/10 Excellent

Christine

Liked: Cleanliness, staff & service, property conditions & facilities
I loved the room we stayed in. It was such a comfortable bed as well as the pillows. The bathroom was large and just about everything in our room was like a storybook. Loved skimming through some of the old books...so informative. The only thing I wished we knew is it was difficult to find a place to eat as we were there Monday thru Wednesday morning and no eateries on Main Street was opened. We drove a half our to eat breakfast. Perhaps it was the wrong season to go but the foliage was beyond spectacular which is why we visited when we did. But nothing opened Monday and Tuesday in that area at all to eat any meals.
Stayed 2 nights in Oct 2024

10/10 Excellent

Karen S., Croton On Hudson, NY

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely historical home

At first it was difficult to get in touch with the owners, as the number listed on some sights is the older number. Once I did they were wonderful. They took their time to think of everything to make your stay comfortable. So many little details! The town is so lovely - old victorian style and the house is walkable to a few restaurants. Great to have a mini kitchen available to use, with a big fridge to store items, while also a mini fridge in the room. Look forward to staying here again next year!
Stayed 2 nights in Feb 2024

10/10 Excellent

Melissa G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet little gem!

We spent a couple nights here and had a lovely stay! It was a last minute trip so we were grateful to find a place and thrilled when the owner offered us a larger room than we booked. It was very comfortable for the three of us and the room even had a mini fridge. There seemed to be complimentary coffee, tea & hot chocolate downstairs as well as a coffee pot w/ supplies in the room. No food was offered as far as we could see but we had great breakfast sandwiches at a cafe across the street. The town is cute and we really enjoyed the Sunday pop-up market. It was a wonderful break from the other traditional hotel places we stayed and we would happily visit again!
Stayed 2 nights in Sep 2022

6/10 Okay

Lynn G.

Liked: Cleanliness, location
Disliked: Check-in, communication, listing accuracy

Lovely, spacious room. Chester is pretty and has nearby restaurants and shops.

This is a totally self-catering property requiring a key code to enter, which we were not provided. There was no phone/txt/email to reach the owner. After a half hour knocking and waiting at the door, we ran into a person renting an apartment on the property who told us the owners were not in town and should have sent us the code with the reservation confirmation. Our VRBO confirmation did not include a key code or any check-in instructions. We had no communication whatever from the owner. Fortunately, the neighbor happened to know the key code and got us in the front door. The room key was in the room. From there, we were fine and enjoyed our stay. But it would have been a different story if we had not had a chance encounter with a neighbor who had no responsibility for taking care of inn guests. The next day, we had to assist another party the same way. We just happened to be there for a brief stop while sightseeing around the area, otherwise they might have been stuck as well. Very sloppy management! Some on-scene assistance or at least an emergency contact number should be available.
Stayed 5 nights in Jul 2023

8/10 Good

Teri M.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication

Pleasant stay in a picturesque town

Good bed, bath, setting
Stayed 1 night in Oct 2022

10/10 Excellent

John M., Churchville

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Historic House

Clean, spacious room and bathroom with all the charm of an historic New England village.
Stayed 1 night in Sep 2022

10/10 Excellent

Kathleen D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 1 night in Apr 2025

10/10 Excellent

Barbara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 1 night in Apr 2024