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Room in Historic Inn! 20 Minutes to Okemo!

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Photo gallery for Room in Historic Inn! 20 Minutes to Okemo!

A dining area with wooden tables and chairs, a decorative ceiling, and a collection of plates on shelves.
A porch with wicker chairs, a small table, and a hanging flower basket.
A staircase with red steps and white balusters, leading to a room with a bed and a red wall.
A cozy living room with a fireplace, leather armchairs, a coffee table with magazines, and a dining area with a red door and patterned wallpaper.
A bedroom with a large bed, a dresser, a television, and a fireplace.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Spacious, comfortable rooms
    Guests love the top-rated, generously-sized rooms.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Onsite parking available
  • Internet access
  • Balcony or patio
  • Air-conditioning
  • Refrigerator
  • Microwave

Explore the area

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

Rooms & beds

1 bedroom (sleeps 3)

Bedroom 1

1 Queen Bed and 1 Double Futon

1 bathroom

Bathroom 1

Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Dining area
Price is avg per night

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About this property

Room in Historic Inn! 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.

Although the building is bed & breakfast style we do not provide breakfast.

*The fireplace is currently not working. Estimated fix date is Feb 16th*

The space:
Room #1 is located on the first floor and contains the only handicap accessible bathroom on the premises. This quaint room has a gas fireplace, TV, microwave, mini fridge, coffee maker, 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.

Guests are free to access:
- Living room
- Dining room
- Kitchenette
- Patio
- Porch
- Access to trails via backyard...

Other things to note
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

House Rules

Check in after 4:00 PM
Minimum age to rent: 20
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2971895vb
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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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).

Room in Historic Inn! 20 Minutes to Okemo! Reviews

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 14 out of 21 reviews
Rating 8 - Good. 5 out of 21 reviews
Rating 6 - Okay. 2 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

9.0/10

Check-in

9.0/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

susan s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
we had a wonderfully comfortable night and very happy to have heat pump for a hot night. Our bed was very comfortable, bathroom spacious and clean. If I had known that everything, shops,restaurants,bakery are all closed Tuesday and Wednesdays, I would have planned better and brought food, especially for breakfast. Chester is a charming and historic town and would have liked to do more there.
Stayed 1 night in Jun 2026
Verified review

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
Verified review

10/10 Excellent

Carolyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The room was very clean!!:) loved the location!!
Stayed 1 night in Nov 2025
Verified review

8/10 Good

Megan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cleanliness and charm
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Rafael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
yes
Stayed 2 nights in Mar 2026
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

8/10 Good

Pauline K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The rooms was clean and quaint. Extra bedding for the third person in the armoire. Bathroom set up was nicely done, plenty of room. Nice to have a coffee maker and refrigerater in the room, but the shared kitchen was a great addition. The futon for the third person could have been a bit more comfortable, but overall it all worked out fine.
Stayed 2 nights in Sep 2025
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Karen S.

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

10/10 Excellent

John M.

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
Verified review

10/10 Excellent

Kathleen D.

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

10/10 Excellent

Barbara B.

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