Visiting Woodstock, Vermont in Summer: A Delightful Family Adventure

As the vibrant hues of summer take hold and the sun graces the picturesque landscape of New England, there is no better time to plan a memorable family vacation than a visit to Woodstock, Vermont. Nestled in the heart of the Green Mountains, this charming town exudes a captivating ambiance, blending historic charm with natural beauty. From its idyllic covered bridges to its quaint village center, Woodstock offers an array of experiences that will delight both young and old, making it the perfect destination for a family looking to create cherished memories together. With an abundance of outdoor activities, cultural events, and culinary delights, a summer adventure in Woodstock promises to be an enchanting affair that will captivate the imagination.

A Quick History of Woodstock, Vermont

Woodstock, Vermont, holds a rich history that dates back to the 18th century. Originally settled in 1768, the town started as a farming community and quickly grew into a flourishing village. Its picturesque scenery attracted artists and writers who sought inspiration in its natural beauty. Woodstock gained prominence during the late 19th century when it served as a fashionable summer destination for the affluent. The town's historic architecture, including the iconic Woodstock Inn, showcases its Victorian charm. Today, Woodstock continues to captivate visitors with its quaint shops, vibrant arts scene, and preserved heritage.

When to visit

Woodstock is delightful destination no matter the season. However, the best time to visit Woodstock largely depends on personal preferences and desired activities. For those who crave the vibrant colors of fall foliage, the months of September and October offer a stunning display of nature's beauty. Winter enthusiasts, on the other hand, will find joy in visiting Woodstock when the snow blankets its charming streets, turning it into a winter wonderland. With an abundance of outdoor recreational activities like skiing and snowboarding, January and February are ideal for experiencing the town's winter magic. Spring in Woodstock brings a burst of blossoms, making April to June the perfect time to explore the town's gardens and take leisurely strolls. Summer, from June to August, offers warm weather for outdoor pursuits like hiking and biking, as well as various cultural events and festivals. Ultimately, whether you yearn for the vibrant colors of autumn, the enchantment of winter, the blossoms of spring, or the activities of summer, Woodstock, Vermont has something special to offer throughout the year.

What to do in Woodstock, Vermont

The Best Hikes

Whether you are looking for picturesque views of the town or a scenic trail to explore, Woodstock has a variety of trails perfect for families. A few of our favorites are:

  • Mount Tom: offers a moderately challenging trail. At the summit, you’ll be rewarded with panoramic views of Woodstock and the surrounding countryside. I recommend packing plenty of water and snacks for the hike.

  • Aqueduct Trails (West Woodstock): offers 23 miles of branching, looping, hiking or biking, trails. With a varied terrain, there are multiple difficulty levels for all types of hikers.

  • Eshqua Bog Natural Area: is a 41-acre nature preserve. With a 406 foot handicap accessible boardwalk, walkers can witness a beautiful show of lady’s slippers in the spring.

  • Mount Ped Trail System (Woodstock Village): this is a beautiful area for birdwatching as you climb the 2.5 mile round trip from Golf Street to Mt Peg. It is a high impact, steep upward climb that offers panoramic views.

  • Ottauquechee River Trail: A 3-mile, flat loop offers scenic overlooks, meadows, historic railway beds, and takes you through lush forests following the Ottauquechee river.

Parks

Marsh-Billings-Rockefeller National Historic Park is Vermont’s only national park unit and is the only national park “to tell the story of conservation history and the evolving nature of land stewardship in America,” according to the National Park Service. You can enjoy guided tours of the mansion, stroll through the beautiful gardens, and enjoy the 20+ miles of carriage roads and trails.

Shopping

Woodstock offers a unique blend of local boutiques, art galleries, and specialty stores. Strolling along the bustling streets, shoppers can discover handcrafted goods and artisanal products that showcase the region's rich heritage. From locally sourced organic produce at the farmer's market to exquisite handmade jewelry at the artisan studios, Woodstock captures the essence of Vermont through its carefully curated shopping scene. The warm and welcoming atmosphere of the community makes shopping in Woodstock an intimate and enjoyable experience, where visitors can connect with local shop owners and artisans, gaining insight into their crafts and stories.

Visit a Museum

Exploring the many museums and historical sites of Woodstock is a treat for any history enthusiast. Whether you are interested in agriculture, art, or architecture, visiting the museums and historical sites is an enriching experience that will leave you with a deeper appreciation for the town's vibrant history. While you’re in Woodstock, you may want to check out these sites:

  • American Precision Museum

  • Calvin Coolidge Memorial Foundation

  • Hall Art Foundation

  • Montshire Children’s Museum of Science

  • Normal Williams Public Library

  • Old Windsor Constitution House

  • President Calvin Coolidge State Historic Site

  • Vermont Institute of Natural Science

Covered Bridge

Among many of Vermont’s enchanting features, covered bridges hold a special place in the hearts of locals and visitors alike. These iconic structures evoke a sense of nostalgia, harking back to a simpler time when horses and carriages ruled the roads. Spanning tranquil rivers and nestled within vibrant foliage, Vermont's covered bridges transport us to a bygone era. While there were over 600 structures only one hundred years ago, only 100 covered bridges remain in Vermont. You can find four of them near Woodstock: Queechee Covered Bridge, Taftsville Covered Bridge, Middle Covered Bridge, and Lincoln Covered Bridge.

Farm Tours

Step back into Vermont’s rural heritage at the diary farm and museums where you can witness farm life firsthand. A few farms that offer tasty treats, exhibits, programs, and gift stores are:

Quechee Gorge

The Quechee Gorge is Vermont’s deepest gorge! Formed by glacial activity about 13,000 years ago, visitors can look down 168 feet from the bridge.

Summer Events

Woodstock offers a plethora of summer events. From June to August, the town buzzes with the energy of the annual Woodstock Summer Festival, featuring live music performances, art exhibits, and mouthwatering cuisine. The Farmers' Market, held every Wednesday, offers a delightful array of fresh produce, artisanal goods, and local crafts. The prestigious Vermont History Expo draws history enthusiasts from far and wide, showcasing the rich heritage of the region. The Woodstock Wassail Weekend in July brings a spirited celebration of the holiday season with festive parades and a traditional Yule log lighting ceremony.

Where to stay

Fat Sheep Farm & Cabins

Blue Horse Inn

Quechee Inn at Marshland Farm

The Vesper Bed and Breakfast

The Village Inn of Woodstock

Wise Pines

Fan House

The Woodstocker B&B

Where to find Food & Drink

Mountain Creamery

Mon Vert Cafe

The Red Rooster at the Woodstock Inn

The Village Butcher

Worthy Kitchen

Woodstock Pizza Chef

The Prince & The Pauper

In Woodstock, summertime is a time of camaraderie, culture, and natural beauty, making it a must-visit destination for all. What do you look forward to seeing most during your visit?