All hotels in Chester, Vermont, United States of America
1 room, 2 adults
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Hugging Bear Inn and Shoppe, Chester

2.5 stars2.5 stars
244 Main StreetChesterVT05143United States of America
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Excellent4.0 / 5
Room is all right
Great location
Tasty breakfast
Fantastic service
19See all 19 reviews
From 51 reviewsTripAdvisor Traveller Rating

Hugging Bear Inn and Shoppe, Chester

from £96
  • The Tree House Room
  • Pooh & Piglet's Hideaway
  • Teddy Roosevelt Room
  • Teddy Roosevelt Room
  • Bear Cub Room
  • Panda-monium
  • The Bear Den
  • Tower Room
  • Bear Den
  • Sunshine Room
  • Room (Tree House)
  • The Tower Room

At a glance

Key facts


  • Check-in time starts at 2 PM
  • Check-out time is 11 AM
The front desk is open daily from 8 AM until 8 PM

Required at check in

  • Credit card or cash deposit required

  • Government-issued photo ID required

  • Minimum check-in age is 18

Travelling with others


  • No cribs (infant beds)


  • Pets not allowed


  • Free WiFi in public areas



  • No parking

In the hotel

  • Front desk (limited hours)

In the room

Freshen up
  • Private bathroom
  • Shower only
  • Daily housekeeping

Recent reviews

Excellent 4.0 /5 from 19 reviews

Hugging Bear Inn and Shoppe, Chester
Outstanding5.0 / 5
Excellent B&B with friendly hosts
We thoroughly enjoyed our short stay at the Hugging Bear. Our hosts, Laura and Candi, were very welcoming and made us feel entirely at home. We had the unusual, hexagonal-shaped Tower Room, which was attractively designed and decorated and commanded a great view of the spacious and quiet Main Street of this typical New England small town. We dined at a very good organic restaurant almost opposite. The cooked breakfast was excellent and plentiful. We would certainly recommend this delightful guest house to anyone planning to visit the Green Mountains of Vermont.
1 night romance trip
Hugging Bear Inn and Shoppe, Chester
Excellent4.0 / 5
Plenty of bears
This is a very pleasant B & B, with friendly people running the business. They give full access to the lounge and breakfast room, with tea & coffee plus snacks available as and when. The rooms are very comfortable and clean. Chester is a lovely small town/village which can be explored on foot and there are a number restaurants or pubs to get a meal, and the owners are happy to advise. If you like teddy bears there are thousands in the shop.
Other trip
Hugging Bear Inn and Shoppe, Chester
Poor1.0 / 5
I would not recommend this B&B
I would not recommend this B&B. The breakfast was good but no TV in the room and I did not feel it was clean enough for me. This is in an other building and the parking is minimal.
1 night romance trip
Hugging Bear Inn and Shoppe, Chester
Excellent4.0 / 5
Nice place with teddy bears!
Booked this inn to attend a family event nearby. The house is very nice and the service outstanding. Homemade breakfast in the am and snacks available any time. Best of all is the on-site teddy bear shop. The town is very nice and good for walking or biking. This is a beautiful part of Vermont, and a good place to stay to enjoy it.
1 night family trip
Hugging Bear Inn and Shoppe, Chester
Outstanding5.0 / 5
Little Inn in Chester
A charming little inn with a wonderful home cooked breakfast. Bathroom was small, but otherwise just fine.
1 night family trip

See all reviews

Hugging Bear Inn and Shoppe, Chester

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