Select Dates

Receive 15% Off

Book select dates and save 15% off your stay! Stroll the quaint downtown streets of Woodstock and relax knowing you got a great deal.

Select Dates

Receive 15% Off

Save more on your last chance to travel this summer with our select dates package. 

Select Highlighted Dates To Save!

Terms & Conditions

This is a limited time offer available for new reservations booked by 10/29/18 for travel through 10/31/18 date. Not applicable to groups, corporate-negotiated, or third party rates. Cannot be combined with any other promotion or offers. Subject to availability and blackout dates. Taxes and gratuities are not included.

Taste the Town

Woodstock Flavors

This package includes two nights in one of our cozy riverview rooms, local cheese and maple syrup from Sugarbush Farm, and a $50 gift certificate for dinner at our favorite local restaurant, The Prince and Pauper.

Taste the Town

Woodstock Flavors

  • Accommodations
  • $50 gift certificate for The Prince and Pauper
  • Local maple syrup and cheese from Sugarbush Farm

Escape today’s hectic lifestyle and focus on what’s really important—an amazing meal with even better company. When you stay two nights in one of our riverview rooms, you’ll receive local maple syrup and cheese from Sugarbush Farm and a $50 gift certificate for dinner at our favorite restaurant, The Prince and Pauper, located in Woodstock Village just a romantic stroll away from The Shire Woodstock.

Snack Sampler

Shire Tote + Snacks

Our Snack Sampler is the perfect addition to your stay at The Shire. Take this reusable tote bag with you on your hike or around the town of Woodstock!

Snack Sampler

Shire Tote + Snacks

  • Accommodations
  • Shire reusable tote bag perfect for hiking, biking or exploring the town of Woodstock
  • Snacks for your stay

Our Snack Sampler is the perfect addition to your stay at The Shire. Take this snack-filled tote bag with you on your hike or around the town of Woodstock!

Need more reasons to stay?

  • Close To It All

    Just across the street from Mac’s Woodstock Market and less than a ten-minute walk from the village of Woodstock, we’re so close to so much.

  • Designated Green Hotel

    With our strong environmental policy, you’ll reduce your impact on the environment when you choose to stay at our Green Hotel.

  • Riverside Relaxation

    The Ottauquechee riverfront is just outside the door. Relax, gather, and play alongside nature at The Shire Woodstock.

  • Sincere Hospitality Since 1963

    Whether it’s providing you with glasses for your own bottle of wine or telling you the best spots for a bite to eat, we’re happy to help.

  • Vermont Views

    Our unique location offers picture-book views of the Marsh-Billings-Rockefeller National Historical Park, a fully-operating dairy farm and outdoor history museum.

Falling for Woodstock
Receive a map of the best scenic spots and
fall activities near Woodstock!
View Package

Thank You