Woodstock, VT Bachelorette Weekend

If you’re planning a girls getaway before your big day, Vermont is a wonderful place to spend your bachelorette weekend. One of the best places to visit in this picturesque state is Woodstock. Just about 2.5 hours away from Boston or Albany, Woodstock is far enough away from home, yet still an easy travel distance for East Coast residents.

We’ve broken down our ideas into several categories. You'll quickly see that there is a bit of everything for you to enjoy in Woodstock and its surrounding area.

For The Beer Lover:

Long Trail Brewery Woodstock Vermont

Long Trail Brewery --

Located a few miles outside of Woodstock, Long Trail Brewery offers a great beer selection, good pub grub and complimentary popcorn. Don’t pass up the view of the Ottaquaquechee River and the beautiful Vermont scenery. Sit outside on the Adirondack chairs or picnic tables while you enjoy your beer and the views.

Long trail brewery woodstock vermont wedding and event venue

Harpoon Brewery --

One of the two Harpoon Breweries is in Windsor, a short drive from Woodstock. While you are there, take a brewery tour, try a flight of beer and enjoy some food in their large beer hall.

For The Spirit Lover: 

Woodstock, VT Bachelorette Weekend Cocktails

Photo by Krista

Vermont Spirits Distilling Co. --

Located in Quechee, Vermont, Spirits was originally known for its maple vodka, but now it produces about a dozen different spirits. All of their base ingredients are locally sourced from Vermont. While you cannot take a tour of the distillery due to space limitations, you can view the stills and the production area.

Silo Distillery --

If you enjoy distilled spirits, be sure to head to Silo Distillery, which is located in the same plaza as Harpoon Brewery. Silo's flagship product is a premium vodka handmade from locally-grown grain. Take a tour, have a tasting and then enjoy some cocktails.

For The Cheese Lover:

Cabot Cheese --

Woodstock, VT Bachelorette Weekend: Cheese Tour

Photo by Sisterbeer

Located in Quechee, this shop is one of four retail shops where you can nibble on Cabot Cheese products. Cabot is owned by 1,200 dairy farm families from all across New England. They don’t just produce cheese either! You can purchase butter, Greek-style yogurt, cottage cheese and sour cream at this outlet.

Sugar Bush Farm --

At Sugar Bush Farm, you can try free samples of their 14 different cheeses as well as four grades of maple syrup. Here you will also learn about how they make the cheese and syrup.

Cheese Trail Tasting Tour --

If you have some extra time to spare, you can stop along a network of over 40 farms and factories in Vermont. The Wall Street Journal published an article about the cheese trail, which you can read here.

For The Shopper:

The streets of Woodstock offer a little something for every shopper including stunning crafts, jewelry, art and furniture.

Simon Pearce --

Simon Pearce Glass Vermont

Simon Pearce designs incredible glassware, tableware, lighting and home decor - all created by American artisans. Stop by the workshop in Quechee to watch glassblowers at work. After shopping at the retail store, you can enjoy a meal in their riverfront restaurant.

Other Great Stops Include:

For The tour & Museum Enthusiasts:

Billings Farm & Museum --

Billings Farm Woodstock Vermont

Explore this beautiful dairy farm and view the museum, which focuses on Vermont's rural heritage.  At Billings, you will can have a true farm work experience, meet the resident animals and learn about the agricultural processes.

Marsh-Billings-Rockefeller Mansion Tour  --

Tour the Marsh-Billings-Rockefeller mansion and gardens. Ranger-led tours of the Mansion are offered daily, but be sure to call for reservations before you come.

Vermont Toy & Train Museum --

For a bit of nostalgia, the Vermont Toy & Train Museum has displays featuring toys from your youth and beyond.

For The Foodie:

Upscale Restaurants --

Casual & Fun Restaurants --

For Outdoorsy Types:

Woodstock, VT Bachelorette Weekend Things To Do

Photo by Danielle

Walking & Hiking Trails --

Woodstock has a vast network of walking and hiking trails in a small area — You can follow trails and sidewalks that connect Mount Tom, Mount Peg, and other conserved lands within the heart of Woodstock Village.

For those looking for a short hike, Mount Tom and Mount Peg are ideal. Visit www.walkwoodstock.com for trail information.

Biking --

There are beautiful bike routes throughout the area. One of the best pedals follows the Half Marathon route. You can rent bikes from Woodstock Sports (30 Central Street), and the store employees can help you identify the best routes for your style of biking.

Golf --

Grab your clubs and head to The Woodstock Inn & Resort Golf Club, named one of the world's "Top 100 Golf Resorts" by Golf Magazine.

Skiing --

Don’t be thrown by the name, but Suicide Six Ski Areas have slopes for all levels of skiers. If you are here in the wintertime, this place is a must-visit.

For A Weekend Of Leisure:

The Spa at Woodstock Inn and Resort --

Woodstock, VT Bachelorette Weekend Where To Stay

Photo by Benjamin Haas

This is where you'll want to be for relaxation and pampering. Visit the resort's LEED-certified spa and indulge in one of the spa's signature massages or seasonal treatments. Don’t forget to visit the Scandinavian cedar sauna, whirlpool and the fireplace in the outdoor courtyard.

For The Road Tripper:

Fall foliage scenic drives

Woodstock, VT Pictures

Photo by Stanley Zimny

Vermont is the perfect place for touring the roads during the fall foliage season. For detailed driving instructions for number of scenic drives visit www.visit-vermont.com/state/foliage.

Where To Stay:

Where To Stay: Hewitt Hill Farm Vermont Luxury Event Venue

There are many inns and hotels in the Woodstock area, but if you’re looking for something a bit off the beaten path, the Hewitt Hill Farm in North Pomfret is the perfect location for a girls getaway. The farm sits on over 120 acres and can accommodate up to 28 guests in its 11 bedrooms. Located just 15 minutes from Woodstock, you can have your own private sanctuary for the weekend and still be near all the attractions that are on your itinerary.

Hewitt Hill Farm Vermont Luxury Event Venue

Your turn...

Have you spent time in Woodstock? What advice would you give for having a bachelorette party in this New England vacation haven?