Winter Getaway

Stay & Ski

Accommodations
Shire mug and instant hot cocoa
Hand warmers
Optional: Add on tickets to Killington Ski Resort

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

This is a limited time offer available for new reservations booked by 3/29/20 for travel through 3/30/20. 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.

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

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.

Check Availability

Terms & Conditions

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

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.

Check Availability

Select Dates

Receive 15% Off

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

Terms & Conditions

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.

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

Shire reusable tote bag perfect for hiking, biking or exploring the town of Woodstock
Snacks for your stay
Local cheese and cutting board

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!

Check Availability

Terms & Conditions

This is a limited time offer available for new reservations. 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.