South Shire

South Shire Providing discerning guests with stylishly appointed accommodations in a rural New England setting.

Updated for Bennington Battle Day Weekend 🇺🇸Here’s our updated guide for August 13–16.We hope everyone enjoys a meaningf...
08/10/2026

Updated for Bennington Battle Day Weekend 🇺🇸

Here’s our updated guide for August 13–16.

We hope everyone enjoys a meaningful few days of history, community, and tradition here in Bennington.

See you around town!

Experience one of Vermont's most cherished traditions!Bennington Battle Day Weekend is one of Southern Vermont's most ce...
08/09/2026

Experience one of Vermont's most cherished traditions!

Bennington Battle Day Weekend is one of Southern Vermont's most celebrated annual events, honoring the Battle of Bennington with a weekend of history, community, and tradition.

From August 13–16, enjoy the Battle Day Parade, Revolutionary War reenactments, cannon demonstrations, live music, local vendors, and family-friendly activities throughout Bennington.

Whether it's your first visit or part of your annual tradition, it's a wonderful opportunity to experience the history and spirit that make this community so special.

📍 Bennington, Vermont

Stay with us and experience one of Vermont's most memorable summer weekends.

Blueberry season is here! 🫐 If you're looking to enjoy a little more of Vermont this summer, Wildwood Berry Farm is well...
08/07/2026

Blueberry season is here! 🫐

If you're looking to enjoy a little more of Vermont this summer, Wildwood Berry Farm is well worth the visit. Pick fresh blueberries, enjoy the mountain views, and take your time exploring one of our favorite local places.

Wildwood Berry Farm, it's an easy drive from South Shire and a wonderful way to spend a summer afternoon.

📍 Wildwood Berry Farm
2977 Mad Tom Rd
East Dorset, VT 05253

🫐 Check their page or call (802) 362-9805 for daily hours.

🌿 South Shire Recommends: Our Favorite Swimming SpotsLooking for the perfect way to cool off this summer?These are four ...
07/27/2026

🌿 South Shire Recommends: Our Favorite Swimming Spots

Looking for the perfect way to cool off this summer?

These are four of our favorite swimming spots, all just a short drive from South Shire. Whether you're planning a peaceful afternoon by the lake or exploring one of Southern Vermont's natural swimming holes, each destination offers its own unique experience.

📍 Lake Shaftsbury State Park
A classic Vermont lake day.
📍 Roaring Brook
A peaceful woodland swimming hole.
📍 The Tubs
A local place to cool off in nature.
📍 Woodford State Park
Mountain lake swimming surrounded by forest.

After a day of exploring, return to South Shire and unwind in the comfort of our historic inn—the perfect home base for discovering Southern Vermont.

✨ Reserve your stay through the link in our bio.

🌿 South Shire RecommendsOur favorite places to cool off this summer are all just a short drive away.From peaceful woodla...
07/27/2026

🌿 South Shire Recommends

Our favorite places to cool off this summer are all just a short drive away.
From peaceful woodland swimming holes to beautiful mountain lakes, these local favorites are perfect for your next Southern Vermont adventure.
After exploring, come home somewhere special.

✨ Reserve through the link in our bio.

Music has a way of bringing people together.A beautiful town.Late summer air.World-class jazz.Conversations that linger....
07/10/2026

Music has a way of bringing people together.

A beautiful town.
Late summer air.
World-class jazz.
Conversations that linger.
And moments you'll remember.

We're proud to support the Williamstown Jazz Festival 2026 as a sponsor. We look forward to welcoming visitors to the Berkshires this September.

🎷 September 11–13, 2026

Learn more:
jazzintheberkshires.org

See you in September.

A place to slow down and relax in Southern Vermont.Peaceful rooms. Comfortable stays. Genuine hospitality.Whether you're...
07/09/2026

A place to slow down and relax in Southern Vermont.

Peaceful rooms. Comfortable stays. Genuine hospitality.

Whether you're exploring Bennington's history, hiking the Green Mountains, visiting local breweries and galleries, or simply looking for a quiet getaway, South Shire is the perfect home base for your Vermont adventure.

We look forward to welcoming you.

📍 Bennington, Vermont

Your place to relax in Southern Vermont.Peaceful rooms. Comfortable stays. Genuine hospitality.Just minutes from downtow...
07/08/2026

Your place to relax in Southern Vermont.

Peaceful rooms. Comfortable stays. Genuine hospitality.

Just minutes from downtown Bennington, South Shire is the perfect home base for exploring Southern Vermont this summer.

We look forward to welcoming you.

📍 Bennington, Vermont

250 years of America.139 years of South Shire.Since 1887.Timeless charm. Lasting memories.Celebrate Independence Day wit...
07/04/2026

250 years of America.
139 years of South Shire.
Since 1887.
Timeless charm. Lasting memories.

Celebrate Independence Day with us in the heart of Bennington, Vermont, and experience the romance of a bygone era.

🇺🇸 Happy Fourth of July!

📍 Bennington, Vermont

Address

124 Elm Street
Bennington, VT

Telephone

+18024473839

Website

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