The Hugging Bear Inn & Shoppe (Chester, Vermont)
Things To Do
Here are some of the wonderful events being held at the Inn, in Chester or the surrounding area.
For more upcoming events in the Chester area, click here for a Calendar of Events from Your Place In Vermont.
Give us a call at 1-800-325-0519 for more information or to book your stay.
And, for you Teddy Bear lovers, remember that the Teddy Bear Shoppe is always open!
Questions? Want to make a reservation? Call us at (800) 325-0519
Calendar of Events

Free Steiff Event

Saturday, May 6, 2017

Goody Bag - Door Prizes - Refreshments

Schedule and details:
Arrive early to pursue the shop in the morning. See our extensive collection and get first pick of merchandise!

  • 12pm - Refreshments
  • 1pm - Preview of 2017 limited editions with Steiff Rep Carolyn Smith.
  • Special presentation by Steiff collector Debbie Kaczarski
  • ShowNTell - Bring a favorite Steiff piece to show from your own special collection.

Warning: This may be our last event.

RVSP: 802-875-2412

There is MORE big sales and clearance in the store. PLUS all Steiff will be 20-75% off during event. Including items from the 1980s and 1990s. Don't miss this!

This is NEW & AMAZING: All event participants receive a whopping 20% off or more on Steiff or artist bears during the event only. (It used to be only 10% off.)

Property For Sale Open House

Sunday, May 7, 2017

Build circa 1820, this beautiful Victorian home was converted in 1982 into a six-room B&B, and became the Hugging Bear Inn. Located on Chester's Village Green, the Inn is near shops, galleries, and restaurants. House in Queen Anne Victorian with wraparound porch, slate roof, and original interior oak trim.

Victorian Inn/Main House: 7 guest rooms each with individual baths.
Connected barn: presently the Bear Shop
Parking: six-vehicle parking lot
Lot Size: .6 acre, 26,136 sq. ft.
Landscaping: mature black walnut trees and heirloom pinksters, raspberries, garden, lawn.
The Carriage House: a two-story barn, 830 sq. ft.
The Guest House: a 3-bedroom/2-bath cottage at the back of the lot.
And much more! Come see!

The property is available as an ongoing business or simply as a private residence. We are glad to send detailed information for serious inquiries. Please direct initial inquiry to the Hugging Bear, 802-875-2412. For more info and pictures, you may find the property on Just type in the address: 244 Main Street, Chester, VT 05143.
Asking price: $490,000
Appraised price: $550,000
Inn as turnkey operation: Negotiable
Value of Teddy Bear Shop: Negotiable

The Hugging Bear is a Green Hotel in the Green Mountain State
Proud Member | Okemo Valley Chamber of Commerce Chester, Vermont | The Vermont For All Seasons