Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St 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.
*The fireplace is currently not working. Estimated fix date is Feb 16th*
Room #2 is located on the first floor and is equipped with a queen bed & private bathroom. This quaint room has a gas fireplace (currently not working), TV, microwave, coffee maker, mugs/wine glasses & bathroom essentials. Shared spaces are also available for relaxing, reading, 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 - Porch - Access to trails via backyard...
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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Chester
Located in Chester, this holiday home is in the city centre. Phineas Gage Memorial and Eureka Schoolhouse are local landmarks, and some of the area's activities can be experienced at Okemo Mountain Resort and Crown Point Golf Course. DaVallia Art & Accents and Bonnie's Bundles Dolls are also worth visiting. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the ice skating and snowmobiling.
Springfield, VT (VSF-Hartness State) - 17 min drive
Restaurants
McDonald's - 14 min drive
Country Girl Diner - 13 min walk
MacLaomainn's Scottish Pub - 6 min walk
Dunkin' - 15 min drive
Southern Pie Cafe - 3 min walk
Frequently asked questions
Is Whimsical Room & Private Bathroom in Historic Inn pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Whimsical Room & Private Bathroom in Historic Inn?
As of 3 Apr 2026, prices found for a 1-night stay for 2 adults at Whimsical Room & Private Bathroom in Historic Inn on 19 May 2026 start from AU$201, 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.
How much is parking at Whimsical Room & Private Bathroom in Historic Inn?
On-site parking is available at the property.
What time is check-in at Whimsical Room & Private Bathroom in Historic Inn?
Check-in begins at 4:00 PM.
What time is check-out at Whimsical Room & Private Bathroom in Historic Inn?
Checkout is at 11:00 AM.
Where is Whimsical Room & Private Bathroom in Historic Inn located?
Located in Chester Depot, this holiday home 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).
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Liked: Cleanliness, amenities, property conditions & facilities, communication
Lovely inn!
Original wide floorboards throughout. No vinyl or pergo.
Furnishings very comfortable; not cluttered or dusty.
Flexible helpful proprietors!
Julie
Stayed 3 nights in Oct 2022
Verified
6/10 Okay
Doug
5 Aug 2024
Liked: Cleanliness, amenities, communication
The owners have done a good job of making the property special. Unfortunately, the first floor rooms are next to the house's front door, which was extremely noisy as it is the only way to access the house. If you stay, keep that in mind. Guests were entering and exiting between midnight and sun-up, and the noise prevented me from getting descent sleep.
We had a great stay. Everything we needed was there. Only issue was I couldn't do anything with VRBO on my cell. I signed in and found no links to the property information. AND, plenty of advertising to book another trip. Had to go to the local library to fire up my computer so that we could communicate with the host, Tyler. He was awesome and responded to all my communication promptly.
We will be back.
House is OLD and needs attention. Bed was uncomfortable. Windows had plastic covering and were not shut and not locked. The tub needs to be regrouted. Water damage everywhere.
Theresa S.
Stayed 2 nights in Aug 2024
Verified
4/10 Poor
Brian B.
3 Mar 2025
Liked: Cleanliness, location
Disliked: Listing accuracy
Out of order
Booked this room for our anniversary. I should have backed out when the Expedia description of a private venue was different than the Vrbo description of a shared venue. Description did say that the fireplace would be repaired 2/16. It was not. Jetted tub? Big old ‘out of order’ on that too. Paid a premium rate for premium features, but they were broken.
Brian B.
Stayed 1 night in Mar 2025
Response from VrboOwner on 19 Mar 2025
Hi Brian! We're so sorry you didn't enjoy your stay! Expedia and VRBO are owned by the same company, so the description of the listing should have been the same information - pointing out that the building is an Inn.
The fireplace is brand new, and was working during your stay. We did not receive any communication from you that you were having difficulties starting the fire place. If we had, we would have helped you with it (just an "on/off" switch on the remote). The jets in the tub were out of order, which was in the description in the listing, the bathtub is in working order.
It's disappointing to know that you did not enjoy staying, but we cannot fix any issues that you had if you don't communicate them to us to get fixed.
Verified
10/10 Excellent
Sheila B.
20 Mar 2026
There was no host at the property, but the instructions were