The Shire Woodstock

Travelzoo Staff

Why We Love This Hotel

  • Relax in a rocking chair on the wraparound porch overlooking the Ottauquechee River
  • Stroll around the quaint downtown and visit local antique shops
  • Spring is sugaring season in Vermont, with lots of activities featuring maple syrup
  • Rooms are comfortably decorated with New England decor, and most overlook the river or nearby farm
  • Woodstock was named one of "The Most Beautiful Towns in America" by Conde Nast Traveler (2018)

"The spectacular view of the river, Billings farm and hills from our King room at the back. Beautiful and quiet."
Mar 15, 2019 - Roslindale, MA, USA
See All 24 Member Ratings

Rooms & Rates

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Since 1963, The Shire has offered a comfortable, riverside homestead for enjoying the village of Woodstock, known for its quintessential small-town America vibe. Guests can enjoy the picturesque Vermont landscape from the wraparound porch and rocking chairs overlooking the mountains and farmland. The hotel's perfect location is within walking distance to great dining, shopping, breweries and galleries. 

Rooms are comfortable and tastefully decorated, and most have views of the river. The hotel offers complimentary Wi-Fi, coffee and tea and discounted access to the Woodstock Recreation Center pool and fitness center.



  • Infant cots / cribs
  • No elevator / lift

Room amenities

  • Air-conditioning
  • Central heating
  • Coffee / tea-making facilities
  • Iron and ironing board
  • Outdoor space for some rooms
  • Flatscreen TV


  • Complimentary Wi-Fi throughout


  • Bathtub
  • Hair-dryer
  • Luxury toiletries


  • Complimentary parking
  • Off-street parking


Check-in: Standard Time is 4pm.
Minimum age required to check in: 25.

Check-in time is between the hours of 3pm and 8pm. We make every effort to accommodate an early arrival, but cannot guarantee a check-in prior to 3pm. If you will be arriving after our office closes at 8pm, please contact us in advance to coordinate your late check-in and arrangements for your room key pick-up.

Checkout: Standard Time is 10am.

Children and additional guests: Children 13 and under stay free of charge when using existing bedding.
Crib/Pack 'n Play available upon request: free of charge.
Extra beds are not available.
Extra guest charges will apply as follows:
US$10 plus tax per night for older children and adults.

Pets: Only service animals allowed.

Cancellation: Cancellation policy & booking conditions vary by 'rate plan'. These will be displayed on the payment page after you have searched for your dates and selected a rate.

Have a Question? Contact Travelzoo.

Customer Service available Mon-Sun, 9am-9pm ET

Winner: People's Choice Stevie Awards for Favorite Customer Service

Rates may vary by date, are subject to availability and are not guaranteed until your purchase is complete.

Please note: Some amenities and services may not be available in all rooms or may incur an additional charge. All prices stated have been verified at the time of publication and may vary at the discretion of the hotel.

Enjoyed This
(24 Member Ratings)
Ratings & reviews reflect verified member feedback for Shire Woodstock (part of Charlestowne Hotels) over the past 15 months.
4.2 Ambiance
4.8 Location
4.2 Rooms
4.5 Quality of Service
4.3 Value for the Money
Show Reviews
Enjoyed Most
The spectacular view of the river, Billings farm and hills from our King room at the back. Beautiful and quiet.
Other Comments
The room was nice and the view was spectacular. Only complaint, need better lighting for reading. Love the coffee machine in the hallway.
Ruth Mar 15, 2019 Roslindale, MA, USA
Enjoyed Most
Amazing river view!
Ellen Mar 10, 2019 brattleboro, VT, USA
Enjoyed Most
The view from the back deck is beautiful. We sat on the rocking chairs and relaxed watching the flow of the river.
Other Comments
On our Travelzoo voucher it was stated that this was a "no pet" hotel. However, that is no longer the case. There were numerous dogs of all sizes on the premises. My husband and I are allergic to various pet dander/fur. Unfortunately, we had some difficulty with allergies while in the room. It's important that guests are aware of the pet policy.
Barbara Jun 14, 2018 Litchfield, CT, USA
Enjoyed Most
The rooms and location
Other Comments
Everything about our stay at the Shire was excellent
Joan Jun 13, 2018 york beach, ME, USA
Enjoyed Most
balcony and river view
paula Jun 12, 2018 Stillwaterstillwater, NY, USA
Enjoyed Most
Ease and convenience to the town, very charming, large rooms, unlimited coffee and tea and the view of the brook is lovely.
Other Comments
the only one thing, is there was no hot watering the next day, so we were unable to take shower.
Linda May 29, 2018 Clinton, MA, USA
Enjoyed Most
the desk manager was friendly and also made it possible to enjoy a room with a window overlooking the river.
Other Comments
nice location. easy parking. large rooms.
Marilyn C May 25, 2018 Portland, ME, USA
Enjoyed Most
The back porch with rocking chairs overlooking a Menandering river and farm land added a relaxing aspect to an already laid back vaca!
Other Comments
The paintings adorning the various hallways walls brightened the appeal of the common areas. I loved the coffee area on the second floor was well laid out!
Dona May 23, 2018 Manchester, NH, USA
Enjoyed Most
Other Comments
Room was not fully vacuumed daily. Dirtied drinking glasses were left unchanged. Room need a clock. The "bottle of maple syrup" was a 2 oz. mini bottle.
Joaquín May 21, 2018 Albany, NY, USA
Enjoyed Most
Location on the river that was walking distance to downtown amenities. The outdoor seating was a plus.
Other Comments
Very pleasant, however the promised maple syrup never materialized.
Peter May 21, 2018 Salem, MA, USA

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