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

2.5-star2.5 stars
244 Main StreetChesterVT05143United States of America, 0203 684 4828

No-frills B&B in Chester
  • Free WiFi in the lobby
Great amenities
Tasty breakfast
Fantastic service
More comfort would be nice
24See all 24 reviews
From 58 reviewsTripAdvisor Traveller Rating

Hugging Bear Inn and Shoppe

Hotel Info: 0203 684 4828

from £98
  • The Tower Room
  • The Bear Den
  • Sunshine Room
  • Teddy Roosevelt Room
  • The Tree House Room
  • Bear Cub Room

At a glance

Key facts

Hotel size

  • This hotel has 6 rooms


  • 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

What’s around Hugging Bear Inn and Shoppe


  • Vermont Institute of Contemporary Arts (5-minute walk)
  • Grafton Historical Society - 7.5 mi / 12.1 km
  • Vermont Museum of Mining and Minerals - 7.6 mi / 12.2 km
  • Grafton Valley Arts Guild Cricketers Gallery - 7.6 mi / 12.2 km
  • Hunter Gallery of Fine Art - 7.6 mi / 12.2 km
  • Gallery North Star - 7.7 mi / 12.4 km
  • The Nature Museum - 7.7 mi / 12.5 km
  • Grafton Ponds Outdoor Center - 8.3 mi / 13.4 km

Getting around

  • Springfield, VT (VSF-Hartness State) 16-min drive
  • Rutland, VT (RUT-Rutland Southern Vermont Regional) 41-min drive
  • Lebanon, NH (LEB-Lebanon Municipal) 48-min drive
  • Bellows Falls Station 20-min drive
  • Claremont Station 34-min drive
  • Windsor Station 39-min drive
  • On-site parking not available

Recent reviews

Fabulous 8.8 From 24 reviews

Hugging Bear Inn and Shoppe
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.
A Traveller, gb1 night romance trip
Hugging Bear Inn and Shoppe
Excellent B&B
Excellent B&B, relaxing and service was great. Nice homemade breakfast cooked to order was very good! Would stay there again.
John, us2 night romance trip
Hugging Bear Inn and Shoppe
Quaint Vermont B&B type inn
Quaint - quiet Vermont B&B - clean room - great staff - near Okemo ski resort
Kevin, us1 night romance trip
Hugging Bear Inn and Shoppe
Nice place at a very reasonable price. The staff was very nice, we felt like we were at home.
Kevin, us2 night family trip
Hugging Bear Inn and Shoppe
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.
Jane, us1 night family trip

See all reviews

Hugging Bear Inn and Shoppe

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