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

2.5 stars2.5 stars
244 Main StreetChesterVT05143United States of America, 800 1205131 (Singapore Toll Free) +1-817-524-0058 (From abroad)
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Excellent4.2 / 5
Fantastic service
Tasty breakfast
Great location
23See all 23 reviews
From 52 reviewsTripAdvisor Traveller Rating

Hugging Bear Inn and Shoppe

Hotel Info: 800 1205131

from S$166
  • 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 - 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 4.2 /5 from 23 reviews

Hugging Bear Inn and Shoppe
Outstanding5.0 / 5
Quaint Vermont B&B type inn
Quaint - quiet Vermont B&B - clean room - great staff - near Okemo ski resort
1 night romance trip
Hugging Bear Inn and Shoppe
Outstanding5.0 / 5
Nice place at a very reasonable price. The staff was very nice, we felt like we were at home.
2 night family trip
Hugging Bear Inn and Shoppe
Outstanding5.0 / 5
Great B&B in Chester
We have stayed at 2 other B&Bs in Chester which were not very good. This was a great experience. We were greeted as we arrived and shown around then to our room. Breakfast wasn't till 8:00 but because we were skiing in the morning, we were offered. 7:00 time. Bed very comfortable. Room quiet. Had control of the heat. Wifi very good in room. Breakfast excellent.
1 night family trip
Hugging Bear Inn and Shoppe
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
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

See all reviews

Hugging Bear Inn and Shoppe

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