The Hugging Bear Inn & Shoppe (Chester, Vermont)
Our History
The Hugging Bear Inn & Shoppe, which began in 1982, resides in an elegant 150-year-old Victorian residence, circa 1850. Chester, Vermont, incorporated in 1764, is now home to two National Historic Districts; the Stone Village and the Village Green, of which the Inn is a significant part. Also nearby is the old town cemetery that dates back to the Revolutionary War.
Our Seasons
Regular Season:
March 1 - July 31
November 1 - December 23
High Season and Holidays:
August 1 - October 31
December 24 - February 28
Two-Night Minimum Required For Holiday Weekends.
An extra person in the room is $15 for kids under 16 and $25 for 16 and over. A single guest in the room is $10/night less.
Rates do not include 9% Vermont Rooms and Meals Tax or gratuity.
Special rates offered to groups, weddings, and workshops. All major credit cards accepted.
Guest Amenities
Wireless Internet Access
Full country breakfast made to order: eggs any style, French toast, pancakes (plain, blueberry, apple), pure Vermont maple syrup, juices and hot beverages, cereal and fruit. Special food needs can usually be accommodated with a two-day notice.
Coffee, tea and juices available during day and evening
Questions? Want to make a reservation? Call us at (800) 325-0519
Rooms and Rates

(#4) Teddy Roosevelt Room

This room has a standard King bed and also a love seat that pulls out into a twin bed. A comfortable room for resting, relaxing and reading a good book. Private bath with shower and air-conditioning for hot weather days.
Regular Season: $139/night
High Season and Holidays: $159/night
Room 4
Room 4
Room 4
Room 4
Room 4
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