Room in Historic Inn! 20 Minutes to Okemo!

Bed & breakfast in Chester

Room options

About the area

Chester

This bed & breakfast puts you in the heart of Chester, steps from DaVallia Art & Accents and within a 15-minute stroll of Bonnie's Bundles Dolls. Highlights at this B&B include a kitchen and a balcony. .With a stay at this Chester Depot B&B, you'll be 22.2 km (13.8 mi) from Okemo Mountain Resort.
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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!

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

Similar properties

Dining
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
  • Air-conditioning
4.5 out of 5, Wonderful, 2 reviews
The price is NZ$427
includes taxes & fees
24 Jan - 25 Jan 2026
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

  • 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
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
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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Frequently asked questions

Are there any beaches close to Room in Historic Inn! 20 Minutes to Okemo!?

The closest beach to Room in Historic Inn! 20 Minutes to Okemo! is Stoughton Pond Recreation Area (14.9 km).

How much does it cost to stay at Room in Historic Inn! 20 Minutes to Okemo!?

As of 24 Dec 2025, prices found for a 1-night stay for 2 adults at Room in Historic Inn! 20 Minutes to Okemo! on 4 Jan 2026 start from NZ$349.78, including 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 Room in Historic Inn! 20 Minutes to Okemo! have a pool?

No, this bed & breakfast doesn't have a pool.

Is there a private hot tub at Room in Historic Inn! 20 Minutes to Okemo!?

No, but there is Jetted Baths.

Is there a free airport shuttle available at Room in Historic Inn! 20 Minutes to Okemo!?

No, Room in Historic Inn! 20 Minutes to Okemo! does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Room in Historic Inn! 20 Minutes to Okemo!?

No, pets are not allowed.

Room in Historic Inn! 20 Minutes to Okemo! Reviews

Reviews

9.2

Wonderful

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

9.8/10

Cleanliness

10/10

Staff & service

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Carolyn G.

Liked: Cleanliness
The room was very clean!!:) loved the location!!
Stayed 1 night in Nov 2025

8/10 Good

Pauline K.

Liked: Cleanliness
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

10/10 Excellent

Peter C.

Liked: Cleanliness
The Chester Inn was beautiful and located in downtown Chester.
Stayed 1 night in Jul 2025

6/10 Okay

John K., Gregory, USA

Liked: Cleanliness

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

10/10 Excellent

Kathleen D.

Liked: Cleanliness
Stayed 1 night in Apr 2025

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

Nevets

Liked: Cleanliness

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

Barbara B.

Liked: Cleanliness
Stayed 1 night in Apr 2024

10/10 Excellent

Karen S., Croton On Hudson, NY

Liked: Cleanliness

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

Lee P.

Liked: Cleanliness

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

6/10 Okay

Lynn G.

Liked: Cleanliness

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

sarah m.

Liked: Cleanliness

Great hidden gem right downtown.

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

10/10 Excellent

Carrie Z.

Liked: Cleanliness

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

ed m.

Liked: Cleanliness

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

Megan O.

Liked: Cleanliness

Great Inn

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

8/10 Good

Teri M.

Liked: Cleanliness

Pleasant stay in a picturesque town

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

10/10 Excellent

John M., Churchville

Liked: Cleanliness

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

Melissa G., Chicago, Illinois

Liked: Cleanliness

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