Winter Getaway

Stay & Ski

Plan your perfect winter getaway with our Stay & Ski package which includes tickets to Killington Ski Resort. Cozy up at The Shire after your day in the snow and receive hand warmers, a Shire mug and instant hot cocoa.

Winter Getaway

Stay & Ski

  • Accommodations
  • Tickets to Killington Ski Resort
  • Shire mug and instant hot cocoa
  • Hand warmers

Cozy up at The Shire after a long day on the slopes with our Stay & Ski package. 

Terms & Conditions

This is a limited time offer available for new reservations booked by 3/29/19 for travel through 3/30/19. Minimum length of stay may be required over some travel dates. 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.

Terms & Conditions

Please make sure to book a dining reservation at The Prince and Pauper. 

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.

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.

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.

Riverside Relaxation

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

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.

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.

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Thank You