EVENTS
From lively dinners and seasonal celebrations at our Inns to concerts, festivals, and cultural happenings throughout Southern Vermont, there’s always something going on. Explore our curated calendar of events to discover what’s happening during your stay, whether it's a wine tasting, trivia night, live music, or a local farmers market. Join us at the Inns of Dorset or venture out to experience all the charm the region has to offer.
The Peru Fair – Vermont’s Quintessential Fall Festival
The Peru Fair returns on Saturday, September 28, 2025, filling the village of Peru, Vermont with local artisans, food vendors, live music, and family fun. Celebrate Vermont’s small-town charm during peak foliage season with crafts, farm-fresh flavors, and entertainment for all ages.
The Dorset Players present – What the Constitution Means to Me
What the Constitution Means to Me – Dorset Players
Join the Dorset Players at the Dorset Playhouse for Heidi Schreck’s Tony-nominated play, What the Constitution Means to Me. This witty and moving production explores how America’s founding document continues to shape our lives today.
📅 Show Dates: Friday October 3 and Saturday October 4 @ 7:30pm and Sunday matinee, October 5 @ 2pm.
🎟️ Tickets:https://app.arts-people.com/index.php?ticketing=dpi22
The Dorset Players present – What the Constitution Means to Me
What the Constitution Means to Me – Dorset Players
Join the Dorset Players at the Dorset Playhouse for Heidi Schreck’s Tony-nominated play, What the Constitution Means to Me. This witty and moving production explores how America’s founding document continues to shape our lives today.
📅 Show Dates: Friday October 3 and Saturday October 4 @ 7:30pm and Sunday matinee, October 5 @ 2pm.
🎟️ Tickets:https://app.arts-people.com/index.php?ticketing=dpi22
The Dorset Players present – What the Constitution Means to Me
What the Constitution Means to Me – Dorset Players
Join the Dorset Players at the Dorset Playhouse for Heidi Schreck’s Tony-nominated play, What the Constitution Means to Me. This witty and moving production explores how America’s founding document continues to shape our lives today.
📅 Show Dates: Friday October 3 and Saturday October 4 @ 7:30pm and Sunday matinee, October 5 @ 2pm.
🎟️ Tickets:https://app.arts-people.com/index.php?ticketing=dpi22
Halloween on the Green
Celebrate Halloween in the heart of Dorset with festive spirits and seasonal charm. Join us on the Dorset Green for an outdoor bar in front of The Dorset Inn, where we’ll be serving autumn-inspired cocktails and fall favorites. Gather with friends, enjoy the crisp Vermont evening, and raise a glass to the season.
Northshire Readers Retreat
“Fall” Into a Great Book – Northshire Bookstore Readers Retreat at Barrows House. Spend a cozy autumn weekend immersed in books, author talks, and relaxation at the historic Barrows House Inn. Hosted by Northshire Bookstore, this retreat features readings, discussions, tours, and delicious meals in a beautiful Vermont setting.
30th Anniversary Garlic Town USA | Vermont’s Biggest Family Farmers’ Market
Welcome to Garlic Town USA!
Bands, beer, food trucks and a curated group of 100+ garlic-centric vendors await you as downtown Bennington, Vermont transforms into Garlic Town, USA every Labor Day Weekend! This is the ultimate garlic festival experience and a time honored tradition in New England.
Architectural Gems | Historic House Tour
Green Mountain Academy for Lifelong Learning is excited to present Architectural Gems: Historic House Tour in Dorset and East Rupert. Explore five unique historic houses at the self-guided GMALL Historic House Tour. GMALL has creatively selected properties that express the unique history and spirit of the upper Mettawee River Valley in southern Vermont representing a diverse range of architectural styles from Federal to Victorian. This tour will offer a rare opportunity to visit inside these intriguing residences, each with a unique history and story to tell. This historic house tour will inspire, delight, and invite appreciation for the stewardship of some of the most charming historic properties in the area. In addition to the house tour, GMALL is offering a companion lecture and discussion about the history and architecture of Dorset and East Rupert on July 22, 2025 from 5:30-7 pm at the United Church of Dorset and East Rupert.
Begin the tour at the Dorset Historical Society where you can pick up your ticket and program and enjoy some refreshments.
$35 for the tour paid in advance
$45 for the tour paid at the door
$50 for the package (includes both tour and also lecture on July 22)
This event is rain or shine.
The self-guided Historic House Tour will take place on Saturday, August 2 from 10:00 am to 2:00 pm, starting at the Dorset Historical Society in Dorset.
Independence Day Celebration BBQ At Barrows House
Kick off the holiday weekend with a festive outdoor BBQ at Barrows House. Join us under the summer sky for a lively afternoon featuring a pig roast, fresh lobster rolls, and a full spread of all your favorite sides.
Salvage | The Dorset Theatre Festival
At her small town dump, Carla attempts to junk the overwhelming collection of mirrors from her childhood home. Instead, amid other people’s trash, she finds the treasure of two new friends she didn’t know she needed. Past lives and future plans intertwine – and sometimes collide – as together these neighbors sort through what to toss and what to take away. And maybe, discover the magic potion for moving on? A funny and heartwarming new play by Lena Kaminsky about what can happen when we allow ourselves to be seen.