Known as the Green Mountain State, Vermont is packed with adorable small towns and scenic landscapes. It’s very popular during the fall season when tourists flock to experience some of the best fall foliage in the world. As a Bostonian, I’ve visited Vermont many times through all seasons, and there’s never a wrong time to visit! In the summer it’s an ideal location for hiking and mountain biking, and in the winter you can ski and snowboard. I’ve also found all the best small towns and all the best boutique hotels in Vermont too! Even Travel and Leisure agrees, as many make the list for some of the best hotels in New England!

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Best Boutique Hotels Vermont: Recommendations from a Local

Best Overall Options for Boutique Hotels Vermont

Best luxury hotel: Woodstock Inn and Resort

Woodstock, Vermont is one of my favorite small towns in New England. Take it from a Bostonian who lived and explored New England. There hasn’t been a town in Vermont I’ve found I love more! The Woodstock Inn and Resort is right in the heart of town, and it’s the perfect place to stay, especially for a weekend away. They have a wonderful restaurant on site, a LEED-certified spa with two outdoor pools, a golf course, and bikes for guests. Don’t miss visiting the Marsh-Billings-Rockefeller National Historical Park and Billings Farm & Museum. Admission is included if you’re a guest of the hotel.

Best midrange hotel: Inn on Putney

This is one of the best boutique hotels in Vermont. This has a French aesthetic, yet is quintessential New England. Their website gives a wonderful list of room types, a few even having mountain views. Their backyard boasts one of the largest ‘Cut Leaf Japanese Maple trees in the United States’. You will also have access to their property. Their property features 18 miles of trails located within a wildlife sanctuary. On a rainy day, cozy up in their library or conservatory. This spot is such a hidden gem in Vermont.

Best budget hotel: Chalet 239 Boutique Hotel

This uber-chic motel is close to Stratton and just down the road from Mt. Snow ski resort. Mt. Snow is one of my favorite ski resorts in New England. If you’re hunting for fall foliage in Vermont in October, it’s impossible to find accommodations for less than $200/night. If you’re visiting during October you can even find weekdays at this spot around $150/night. As this property is fairly new or recently renovated, they don’t have a website currently but you can book through Booking.com!

Vermont in the fall is simply magical, here’s all the best places to see Vermont fall foliage. If you want a more comprehensive guide for the area, here are all the best things to do in New England in the fall.

f you’re looking for the best things to do in Vermont in the fall or the best places to visit in Vermont in the fall for foliage, keep reading!

Boutique Hotels Vermont: Categorized by Town

The popular Stowe Vermont

Stowe is a popular destination, especially in the fall. This town is quite small, but there are plenty of outdoor activities and hiking trails. Keep reading for some of the best options for boutique hotels in Vermont in Stowe.

Best Places to Stay in Stowe Vermont

Trapp Family Lodge: Have you heard of the Von Trapp family? This is THE actual family that fled Austria and nestled in this part of Vermont. They chose this spot to settle as it resembled the landscapes of their beloved Austria. If you don’t have time to stay in the lodge you can visit their restaurant and brewery. This is the closest you’ll get to Austrian food in the area! It is such a European gem nestled in the Green Mountain State!

Topnotch Resort: If you love to play tennis you’ll love this resort. It was recently named one of the world’s top 25 tennis resorts. This property also features a spa and indoor and outdoor pool with incredible views of the Green Mountains. It’s relatively affordable, which makes it one of the best boutique hotels Vermont.

Stowe Meadows: Advertised as a luxury boutique retreat for couples, this is a winner of the Traveler’s Choice Awards. Some of the rooms even have a fireplace, jacuzzi, and private deck. See why it’s considered one of the best boutique hotels in Vermont.

Stone City Treehouse: This is one of the most unique boutique hotels in Vermont, it’s actually a treehouse! The story behind this treehouse is so inspiring, it’s worth a read. This is glamping at its finest with a hot tube and a full bathroom with a washing machine. It shows what one woman’s vision and perseverance can accomplish. It will be the most unique spot you’ll ever stay!

If you want to visit Burlington or Stowe, here are all the best things to see and do from Burlington, Vermont to Stowe, Vermont.

Small town charm in Vermont in Bennington

This town is even smaller than Stowe but packs a punch. It has the most beautiful marbled sidewalks in the main square and is close to Manchester and worth a visit. Even Travel and Leisure has named one of these boutique hotels Vermont on their list of ‘charming Vermont hotels worth visiting in any season.’

Best Places to Stay in Bennington Vermont

Chalet 239 Boutique Hotel: One of the best budget hotels as listed above, here’s how to book.

Inn on Putney Bed and Breakfast: Some of the best boutique hotels in Vermont are right here in Bennington. I voted this as the best midrange boutique hotels Vermont. I love the French chateau aesthetic, see for yourself!

The Hermitage Inn: This property is for wine lovers, as it was awarded the 2023 Wine Spectator Best of Award of Excellence. Built in the 1800s as a summer retreat, this property now has 15 luxurious rooms. This property also has multiple dining options and an incredible wine cellar. It even offers a heated gondola experience in the winter with Italian and European-inspired wine and dining options.

New England is magical under a blanket of snow, here’s a comprehensive guide to Skiing the East and which New England ski resorts should be on your list!

Four Chimneys Inn and Restaurant: This is a romantic Vermont bed and breakfast in a beautiful New England location. This inn started as a restaurant in 1953. Its history includes esteemed guests Elizabeth Taylor and Walt Disney! Over the years it has extended into what it is now with 11 rooms total. Vermont in the fall is magical, but it would be more so if this is where you’re staying!

One of the most beautiful towns in Vermont: Manchester

Manchester is one of the best places to visit in Vermont in the fall. It has one of the most beautiful estates and the former home of Robert Todd Lincoln, the son of Abraham Lincoln! Experiencing Vermont fall foliage here, especially at the Hildene Estate, is magical!

Best Places to Stay in Manchester Vermont

Kimpton Taconic Hotel: One of the best parts about this next spot is its farm-to-table restaurant The Copper Grouse. It also has an incredible wraparound porch. The interiors match the rugged outdoors yet are incredibly chic. This location is right in the heart of Manchester. It’s also right down the road from the American Museum of Fly Fishing and Orvis’s fly fishing school.

The Equinox Golf Resort and Spa: One of the most luxurious places to stay in Manchester, this property offers a golf course, spa, and even a Land Rover experience. It has been awarded a Conde Nast Traveler Readers’ Choice Award in 2023.

The Barnstead Inn: One of the best family-run boutique hotels in Vermont, this location is in the heart of Manchester. They even have a lovely sauna and a pool!

Windham Hill Inn: Another gem in the heart of New England, this is easily one of the best boutique hotels in Vermont. The views from this property are stunning. They also have a three-bedroom cottage on site for families.

The neighbor to Manchester is Dorset Vermont

Similar to Bennington, this town is quite small. It’s right down the road from Manchester, and I would recommend not only a visit but a stroll through the common. It’s quite picturesque!

The Dorset Inn: This next spot is in the heart of Dorset. It’s located right along the Dorset Green and across from the popular Dorset Union Store. Dorset is well placed, close to Manchester but away from its crowds. Dorset is also very close to Bennington and my favorite Woodstock.

Vermont in the fall is simply magical, here’s all the best places to see Vermont fall foliage. If you want a more comprehensive guide for the area, here are the best things to do in New England in the fall.

Best Places to Stay in the Gilmore Girls set of Weston Vermont

Straight out of the Gilmore Girls movie, read about its hidden gem listed below.

The Weston: An interior designer’s dream, this boutique hotel in Vermont has excellent reviews. It has caught quite the media attention and rightly so. This property only recently opened in 2023 thanks to the hoteliers behind New York City’s The Carlyle. It is worth a visit!

Best Places to Stay in Burlington Vermont: One of Vermont’s biggest towns

One of Vermont’s largest but most populated cities, here’s a comprehensive guide if you’re looking to visit.

Twin Farms: This next spot is New England luxury at its finest. I’m sure it comes as no surprise that it’s one of the most expensive boutique hotels in Vermont. Located on a vast and secluded estate, this spot is a dream. I would highly recommend visiting in autumn or summer, can you imagine how beautiful the Vermont fall foliage would be from this stunning property? All I know is I would love to book the room with a jacuzzi spa and a view! I think the most unique part of this estate is the property itself. They offer over ten locations where you can choose to picnic, how romantic!

Blueberry Hill Inn: This unique boutique hotel in Vermont allows blueberry picking (duh) and even camping onsite! They also offer all-you-can-eat pizza nights, make sure to make your reservation here!

Mountain Top Resort: This resort’s motto is “Come for the View, Stay for the Experience”. They have an ample amount of amenities including a private beach, heated in-ground pool, and tennis and volleyball courts. They also offer plenty of other activities including disc golf, kayaks, canoes, paddleboards, and lawn games. This is such a special place and one of the best boutique hotels Vermont.

Best Places to Stay in Montpelier, Vermont’s capital

The capital city of Vermont is home to one of Vermont’s largest maple syrup suppliers. If you’re looking for a wedding venue, the property below would be perfect!

The Pitcher Inn: Another stunning boutique hotel in Vermont and popular for weddings and romantic getaways is The Pitcher Inn. This really would be the perfect spot for a romantic weekend!

One of the most beautiful towns in Vermont

Always saving the best for last, this is another one of the most popular towns to visit and has some of the best boutique hotels Vermont. The town of Woodstock is also in a great location. Woodstock is close to some of the best things to do in Vermont. It’s also very frequently voted as one of the best small towns in America! This town is my absolute favorite and must be on your list. Don’t stress about planning your itinerary, here’s all the best information on how to visit Vermont!

Best Places to Stay in my favorite Woodstock

Woodstock Inn and Resort: The Woodstock Inn is New England quaintness at its finest. Their restaurant is delicious, and the spa is so idyllic. They even have a lovely outdoor swimming pool if you’re visiting in the summer.

Rabbit Hill Inn: One of the top resorts in New England, this property is a romantic bed and breakfast.

If you’re heading to Woodstock, you won’t be too far from the New Hampshire border. Here’s a comprehensive guide on how to visit!