Learn More About The Shires
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holidays
From the candlelit corners of Bennington’s lounges to the mountain-lodge bars of Manchester and Peru, winter in The Shires invites you to slow down, warm up, and savor the season. Whether you’re clinking glasses fireside or sampling local spirits, these destinations embody the heart of Vermont hospitality.
So bundle up, grab your friends, and explore these seven cozy cocktail havens — because warmth in The Shires is best served with good spirits.
Spend your holiday weekend in Southwestern Vermont, where the mountains meet charming villages filled with unique shops, cozy restaurants, and winter fun. From skiing down Stratton Mountain’s powdery slopes to discovering one-of-a-kind gifts in eclectic shops, here's a guide to an unforgettable weekend in The Shires!
For over three decades, the Shires’ Holiday Inn Tours have invited visitors to step into the holiday spirit in the heart of Vermont. This beloved tradition, coordinated by the Manchester Business Association and The Shires of Southwestern Vermont Destination Marketing Organization, returns this year on Saturday, December 7, and/or Saturday, December 14. Join us for self-guided tours of the region’s finest inns, hotels, and bed-and-breakfasts from 11:00 a.m. to 3:00 p.m. each day. Patrons must have tickets to participate.
The holiday season is just around the corner, and The Shires of Southwestern Vermont is gearing up for a festive celebration like never before! This year, the community is invited to participate in and enjoy a myriad of special events, sales, and other exciting activities, all thanks to The Official Holiday Calendar of The Shires.
