The Shire Woodstock

The Shire Woodstock The Shire is part of the fabric of Woodstock Vermont, and its patchwork quilt of local culture.

From sightseeing, shopping and historic tours to hiking, skiing, and dining, your personal stay at The Shire Woodstock awaits. The Shire is a charming hotel with river views in historic Woodstock. Brimming with natural light, our airy property invites you to disconnect from the bustle and embrace nature. Explore the town, ski the nearby mountains, and come back to your own personal retreat at the

end of the day. Our central location makes it easy for you to explore scenic New England. With a variety of accommodations, we can accomodate couples, friends and families alike. Soak in the river views from your room and rest easy with our quality linens and comfortable furnishings. The Shire is located 0.7 miles from Worthy Kitchen, 0.8 miles from Billings Farm & Museum, 1.0 miles from Faulkner Park, 19.8 miles from Killington Ski Area.

04/23/2026

Billings Farm & Museum is open again — one of our favorite spots this time of year

Just 5 min from The Shire Woodstock

Think friendly farm animals, rolling pastures, and a glimpse into old Vermont life. It’s simple, beautiful, and always worth a stop.

They’ve also got seasonal events throughout the year—baby animals in spring, harvest weekends in fall, and plenty in between.

If you’re in town, don’t skip it.

01/29/2026

Pack your gear- the slopes are waiting! ☃️

01/23/2026

New look, same Shire Charm!

12/10/2025

12/03/2025

Our Top 10 Winter activities around Woodstock, Vermont:
• Horse-drawn sleigh or wagon rides at 🐴✨
• Hiking and snowshoeing at Faulkner Park ❄️🥾
• Skiing at Saskadena Six (10 minutes away) — 🎿
• Skiing and riding at Killington Resort (30 minutes) — ⛷️
• Okemo Mountain Resort (35 minutes) — 🏔️
• Snowmobiling on VAST trails — 🚁❄️
• Wassail Weekend, December 12–14 — 🎄
• Strolling through downtown Woodstock — 🌨️🛍️
• Nordic skiing, fat biking, and snowshoeing at the Woodstock Nordic Center —🚴‍♂️❄️
• Ice skating at the Union Arena rink — ⛸️
Which one is your favorite?

11/17/2025

Wassail Weekend December 12-14 is almost here, and there’s no better place to stay than just a five-minute walk from the heart of the parade. Enjoy the festivities, then return to comfort and warmth at The Shire.
Book your stay now—link in bio.

10/24/2025

You will find me here this Fall🍁

Cool air, warm fire, and a good book to get lost in — followed by cozy corners dressed in pumpkins and late-season bloom...
10/15/2025

Cool air, warm fire, and a good book to get lost in — followed by cozy corners dressed in pumpkins and late-season blooms.

  .ma.blacksheep
07/12/2025

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Calling all pet lovers! 🐾 Your four-legged friend deserves a getaway too—why not treat them to the natural beauty of Ver...
05/17/2025

Calling all pet lovers! 🐾 Your four-legged friend deserves a getaway too—why not treat them to the natural beauty of Vermont? At the Shire Woodstock, pets are welcome in select rooms, and they’ll love exploring our lush backyard right by the scenic Ottauquechee River. 🌿🐶

Because every great adventure is better with your best friend by your side.

Address

46 Pleasant Street
Woodstock, VT
05091

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