Room in Historic Inn! 20 Minutes to Okemo!

Chester, Vermont
$158 avg/night Minimum Stay 1 Nights
Bed 1

Bed

Bath 1

Bath

Home Bed & Breakfast

Property Type

Sleep 3

Max Sleeps

Night 1 nights

Min Stay

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

Read More Expand
  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • MORE

    Games Smoke-free Property Iron/ironing Board
  • OUTDOOR

    Outdoor Furniture
  • INTERNET

    Available In All Rooms: WiFi Available In Some Public Areas: Internet Access
  • LANGS SPOKEN

    English
  • GUEST SERVICES

    Snow Sports Gear
  • FAMILY FRIENDLY

    Dining Table Kitchen Kitchenette Microwave Mini-fridge Sofa Bed
  • ACTIVITIES NEARBY

    Basketball Cross-country Skiing Golfing Hiking/biking Trails Ice Skating Skiing Snowboarding Snowmobiling Wildlife And Game Walks Winery Tours
  • BEDROOM

    Air Conditioning Bed Sheets Heating Sofa Bed
  • BATHROOM

    Hair Dryer Jetted Bathtub Shampoo Shower Soap Toilet Paper Towels
  • ENTERTAINMENT

    TV
  • OUTDOOR SPACE

    Balcony Or Patio
  • FOOD AND DRINK

    Coffee/tea Maker Dining Table Kitchen Kitchenette Microwave Mini-fridge Paper Towels Refrigerator Toaster

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 3

Map Map

School District Rates & Availability

Review Review

  • Christine

    Submitted Oct 12, 2024

    Stayed Oct 7, 2024

    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.

  • Megan S.

    Submitted Jan 21, 2026

    Stayed Jan 9, 2026

    Cleanliness and charm

  • Carolyn G.

    Submitted Nov 11, 2025

    Stayed Nov 8, 2025

    The room was very clean!!:) loved the location!!

  • Pauline K.

    Submitted Oct 2, 2025

    Stayed Sep 19, 2025

    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.

  • Peter C.

    Submitted Jul 21, 2025

    Stayed Jul 19, 2025

    The Chester Inn was beautiful and located in downtown Chester.

  • John K.

    Submitted May 24, 2025

    Stayed May 15, 2025

    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.

  • Nevets

    Submitted Sep 4, 2024

    Stayed Sep 3, 2024

    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.

  • Karen S.

    Submitted Mar 5, 2024

    Stayed Feb 21, 2024

    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!

  • Lee P.

    Submitted Feb 12, 2024

    Stayed Feb 10, 2024

    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.

  • Lynn G.

    Submitted Jul 30, 2023

    Stayed Jul 5, 2023

    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.

  • sarah m.

    Submitted Jun 30, 2023

    Stayed Jun 18, 2023

    Cute and comfortable stay. Easy check in. Would definitely go back!

Your dates are Available!

Total

Includes taxes and fees
$158+
View details