If you’re looking for one-of-a-kind gifts this year, do your holiday shopping in Brattleboro. Nestled in the rolling hills of Southern Vermont, this historic town has a thriving arts scene. Brattleboro has several distinctive attractions, including a historic Art Deco theatre and hotel, museums, and many local art galleries.

This little town is also a culinary hotspot, with several incredible restaurants, a brewery, a distillery, and one of the finest cheese shops in New England. To make holiday shopping easier, we’ve curated a list of five must-visit Brattleboro boutiques:

1. Gallery in the Woods

You could spend hours browsing the amazing art pieces at Gallery in the Woods. The carefully curated collections of folk art, jewelry, crafts, and fine art are sourced from living artisans from Vermont and worldwide.

Originally opened as a holiday pop-up shop, this boutique has flourished for over 20 years on Main Street in Brattleboro, VT downtown. Its collections include folk art from Haiti, Africa, India, Mexico, Peu, and Guatemala. The diversity of the art pieces here has made it a destination for anyone looking for unusual or one-of-a-kind gifts.

2. Grafton Village Cheese Co.

Grafton Village Cheese is a must-visit for anyone holiday shopping in Vermont. What says “Vermont Christmas Vacation” more than cheese? The shop is renowned for its local artisanal cheeses and carries many mouthwatering gift boxes and cheese boards. Their items are perfect for entertaining holiday guests or giving as gifts.

Become an amateur cheesemonger as you pair your cheese selections with local jams and crackers for a custom holiday spread. Grafton Village Cheese blends quality and sustainability to showcase the best of Vermont’s rich dairy heritage, making it one of the most fun things to do in Vermont during the holidays.

3. Penelope Wurr

Penelope Wurr is a designer and glass artist based in Vermont, known for her innovative and unique glasswork. Her artwork has graced the covers of The New York Times Magazine and Elle Decor, and the boutique in downtown Brattleboro is the best place to browse her stunning collection.

Penelope creates limited edition and one-of-a-kind pieces, focusing on tableware, bowls, and vases, making the gifts here genuinely unique. Visitors to her boutique can expect to find exquisite, handcrafted glass items that reflect her stunning artistic vision and craftsmanship.

4. Everyone’s Books

Everyone’s Books is a charming indie bookstore in downtown Brattleboro, offering a diverse selection of new and used titles. It’s a perfect destination for holiday shopping, as visitors can find unique reads that may not be available at larger chain stores. The knowledgeable staff provides personalized recommendations to help you find the perfect gift for loved ones.

In addition to books, the store often features local art and gifts, making it a great one-stop shop for shoppers who like to multi-task. It regularly hosts events and readings, giving you something to do while you shop.

5. Twice Upon a Time

Looking for something truly unique and spectacular? Head over to Twice Upon a Time! This vintage co-op serves up a little of everything anyone on your gift list might want. This shop has everything from clothing consignment vendors to jewelry, antiques, furniture … and everything you never knew you needed.

Twice Upon a Time is more than just a shop, though. It’s more like a market, an indoor co-op comprising over 100 vendors and 4,000 consignors in one convenient location with three floors of shopping extravaganza. So, you’ll always find something for everyone on your shopping list.

Plan Your Brattleboro Holiday Shopping Adventure

While busy holiday shopping, give yourself the gift of an unforgettable holiday stay at the historic Latchis Hotel, with a room overlooking Main Street. Our landmark hotel, constructed in 1938 in an iconic “Greco-Deco” style, is owned by a non-profit organization dedicated to preserving the area’s beloved landmark and artistic soul. It’s located in the heart of the historic downtown of Brattleboro, VT.

Located in the downtown area’s holiday shopping center, this hotel offers a perfect opportunity for an old-fashioned holiday experience. Visit the spa, catch a movie at the hotel’s historic theatre, or enjoy the downtown ambiance. Book your holiday getaway today and spend this Christmas in Vermont!