Top Towns to Explore in Vermont: A Traveler’s Guide

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If you want your American vacation to be both quiet and crammed with history, then Vermont is the place for you. The New England state is the second-least-populous in the USA; combine that with the rural architecture and it’s a consistent throwback to settler-era tranquility.

Vermont, with its serene landscapes, quaint towns, and historical charm, offers a perfect American escape. From the rolling hills of Chester to the vibrant culture in Montpelier, the state’s small towns boast unique attractions, cozy accommodations, and endless opportunities for exploration. This blog post delves into the best towns to visit in Vermont, detailing places to stay and key attractions. Whether you’re looking for peaceful retreats, bustling cultural hubs, or picturesque scenery, Vermont has something special to offer.

Chester

Chester is a picturesque town known for its charming historic buildings and scenic landscapes. Located in the heart of southern Vermont, it’s an ideal destination for those looking for a peaceful retreat. The town is home to several 19th-century buildings, giving visitors a chance to step back in time and experience the architectural beauty of earlier centuries.

Places to Stay

One of the best places to stay in Chester is the Fullerton Inn. This historic inn offers a comfortable and cozy stay with a touch of elegance. Another great option is the Chester House Inn, which provides a more intimate and personalized experience, perfect for a romantic getaway. Both options offer excellent amenities and are conveniently located near many of Chester’s key attractions.

Dorset

Dorset is a classic New England town with a rich history and a vibrant arts scene. It is renowned for its marble quarries, which have contributed to many of Vermont’s historic buildings, and for hosting the renowned Dorset Theatre Festival. This charming town blends a love for the arts with outdoor adventures, making it a must-visit destination.

Places to Stay

The Dorset Inn is a historic lodging option that combines tradition with luxury. It’s known for its elegant rooms and outstanding dining experiences. For a more secluded and rustic stay, Barrows House offers a tranquil environment complete with beautifully landscaped gardens and modern comforts. Both options ensure a memorable stay in this artistic haven.

Grafton

Nestled in the Green Mountains, Grafton is one of the most picturesque towns in Vermont. Known for its well-preserved 19th-century character, Grafton offers a serene and timeless atmosphere perfect for a quiet escape. The town is also rich in artisan crafts and local products, making it a great place to shop and support local businesses.

Places to Stay

Grafton Inn is a historic landmark that has been offering accommodations for over 200 years. It combines charm, comfort, and excellent service, making it a standout option for visitors. For those seeking a more modern experience, the Windham Hill Inn provides luxury accommodations with breathtaking views of the surrounding hills and forests.

Manchester

Manchester combines small-town charm with a dash of sophistication, blending outdoor adventures with upscale shopping and dining. The town is home to the Southern Vermont Arts Center, offering an infusion of cultural experiences, and the Equinox Mountain, which provides stunning hiking opportunities.

Places to Stay

The Equinox, a Luxury Collection Golf Resort & Spa, is Manchester’s premier accommodation, boasting top-notch amenities and breathtaking views. For a cozier option, the Inn at Manchester provides a warm and welcoming atmosphere with beautifully decorated rooms and a delicious breakfast.

Montpelier

As the state capital, Montpelier is a unique blend of small-town charm and cultural vibrancy. It’s known for its historic sites, locally-owned shops, and culinary delights. The city’s walkability makes it easy to explore its many attractions, from the Vermont State House to the bustling downtown area.

Places to Stay

The Capitol Plaza Hotel & Conference Center offers luxurious accommodations right in downtown Montpelier, providing easy access to all key attractions. For a more intimate experience, consider staying at the Inn at Montpelier, set in two beautifully restored Victorian homes offering elegant and cozy rooms.

See & Do

In Montpelier, visit the Vermont State House for a glimpse into the state’s political history and admire its stunning Greek Revival architecture. For outdoor enthusiasts, Hubbard Park offers scenic trails and panoramic views of the city. Don’t miss the local farmers’ market for a taste of Vermont’s finest produce and artisanal goods.

Stowe

Stowe is a paradise for outdoor enthusiasts, known for its breathtaking landscapes and top-notch ski resorts. With the majestic Mount Mansfield as its backdrop, the town offers year-round activities, from skiing and snowboarding in the winter to hiking and biking in the summer.

Places to Stay

Stowe Mountain Lodge stands out as a premier lodging option, offering luxurious accommodations with direct access to the ski slopes. For those looking for a more quaint and intimate stay, the Green Mountain Inn offers historic charm and modern comforts right in the heart of Stowe village.

Shelburne

Shelburne is a picturesque town with a rich agricultural heritage. It is home to the Shelburne Museum, an expansive campus featuring collections of American folk art and artifacts, and the Shelburne Farms, which offers educational tours and fresh farm products.

Places to Stay

The Inn at Shelburne Farms offers a unique stay on a working farm, providing a rustic but comfortable experience. Meanwhile, the Heart of the Village Inn provides a charming bed-and-breakfast atmosphere with personalized service and beautifully decorated rooms.

Waitsfield

Waitsfield is an idyllic town in the Mad River Valley, known for its vibrant arts community and scenic beauty. The town is surrounded by rolling hills and provides ample outdoor activities, from hiking and biking to swimming in the Mad River.

Places to Stay

The Pitcher Inn offers a luxurious and unique stay, with each room individually decorated to offer a one-of-a-kind experience. For a more boutique experience, the Inn at Round Barn Farm provides a perfect blend of rustic elegance and modern amenities, set in a beautifully restored farm building.

Weston

Weston is a quintessential Vermont village, notable for its historic buildings, charming shops, and the famous Vermont Country Store. The town exudes a charming, nostalgic vibe that makes it a favorite for those wanting to experience Vermont’s traditional small-town atmosphere.

Places to Stay

The Weston Village Inn is a delightful place to stay, offering cozy rooms and a welcoming atmosphere. For a unique lodging experience, consider the West Townshend Country Store & Farm, which provides rustic accommodations with easy access to the town’s key attractions.

Read Next

If you enjoyed learning about Vermont’s charming towns, consider exploring our guides on the best hidden gems in New England, the top scenic drives in the USA, and must-visit small towns in America.

Woodstock

Woodstock is often hailed as one of the most beautiful towns in America. It features historic homes, lush green spaces, and a thriving arts scene. The town’s charm is enhanced by its covered bridges and the scenic Ottauquechee River.

Places to Stay

The Woodstock Inn & Resort is an iconic lodging option that offers luxurious accommodations and top-notch service. Alternatively, the Jackson House Inn provides a more intimate experience with beautifully appointed rooms and gourmet breakfasts.

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Town Places to Stay
Chester Fullerton Inn, Chester House Inn
Dorset The Dorset Inn, Barrows House
Grafton Grafton Inn, Windham Hill Inn
Manchester The Equinox, Inn at Manchester
Montpelier Capitol Plaza Hotel & Conference Center, Inn at Montpelier
Stowe Stowe Mountain Lodge, Green Mountain Inn
Shelburne Inn at Shelburne Farms, Heart of the Village Inn
Waitsfield Pitcher Inn, Inn at Round Barn Farm
Weston Weston Village Inn, West Townshend Country Store & Farm
Woodstock Woodstock Inn & Resort, Jackson House Inn

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