Where to Stay in Woodstock VT

How To Wear A Tunic Sweater
By Jess
5 Jun 2023

Are you looking for the perfect place to relax and recharge in Woodstock, Vermont? From cozy bed and breakfasts to upscale hotels, the charming town of Woodstock offers something for everyone. Whether you’re in search of a romantic getaway or a family vacation spot, you’ll find a variety of lodging options to meet your needs.

With the right information and a bit of planning, you can make your stay in Woodstock a memorable one. Here’s an overview of the best places to stay in Woodstock, Vermont – from luxurious resorts to quaint inns and cozy Airbnbs.

Where to Stay in Woodstock VT

The Woodstock Inn

Our first visit we stayed at the Woodstock Inn which is one of the main reasons we fell in love with Woodstock (book with this link to get 10% off your stay – some blackout dates apply). You can’t beat the location which is set right in the heart of Woodstock, easily walkable to everything in town. The rooms are comfortable and charming, and they have several that are pet friendly! There are several dining options on site, but if you happen to be visiting when Kelly Way Gardens is open it’s a must see. It’s a farm to table dinner that Craig and I had the chance to experience in September a few years ago. The meals are all created with food grown at the Gardens or local farms and the entire property and space is beautiful.


  • The Spa (including sauna and outdoor hot tub)
  • Heated outdoor pool
  • Woodstock Country Club
  • Fly Fishing
  • Bike Rentals (including mountain bikes)
  • Nordic Skiing
  • Saskadena Six for mountain biking and skiiing/snowboarding
  • The Woodstock Athletic Club (indoor pool, tennis courts, fitness classes, pickleball courts, gym)
  • Kelly Way Gardens
  • Dog friendly
  • Family friendly
Woodstock Inn Spa

The Kedron Valley Inn

If a bit of solitude is what you seek, the historic Kedron Valley Inn nestled amongst 11 acres of green mountain countryside in South Woodstock, is a perfect getaway. The inn offers two options for your stay, the historic and charming tavern building and an Adirondack style log lodge. Offering majestic views, onsite Kedron Valley pond, the South Woodstock Country Store, and Ransom Tavern restaurant and bar you won’t have to go far with all your needs met right in the heart of South Woodstock. The village of Woodstock is just a short 10 minute drive away if you would like to explore.

Kedron Valley Inn Amenities
  • Dog friendly
  • Family friendly
  • Pond on site
  • Restaurant on site
  • General store on site

The Vesper Woodstock

If a simple, comfortable and relaxed stay is what you are looking for, the Vesper is just right for you. Renovated with modern and sustainable touches from an 1835 Greek Revival home, the Vesper Woodstock is run by a young family with both humor and heart. The vibrant interior, nourishing food and positive energy will make your stay in Woodstock that much more special and unique.

Twin Farms

Twin Farms provides a personalized and pristine escape to the Vermont countryside. Their impeccable attention to detail, luxurious cottages and suites, gourmet dining, private ski mountain, inclusive outdoor adventures, Japanese furo… the list goes on. This adult only resort is the perfect splurge for a romantic getaway.

Twin Farms Amenities

  • Pool
  • Spa
  • Dog friendly
  • All inclusive
  • Farm to table dining
  • On site activities
  • Fitness Center
  • Wellness Classes

506 On The River

Located just outside of the village, overlooking the stunning Ottaquechee river, 506 on the River is rustic, charming and genuine. Equipped with a bistro, pool, sauna, game room, and explorer corner (playroom for kids) 506 is family friendly with a little bit of something for everyone.

Splendid 1920s Vermont Farmhouse (Airbnb/VRBO)

This charming and cozy New England farmhouse is the perfect retreat for a family gathering location, located a convenient 2.4 miles outside of the Woodstock village. This 5 bedroom farmhouse sleeps 10 and has 2 full and 1 half bathroom. Living spaces include a kitchen, living room (with a gas fireplace) and outdoor patio overlooking a pond.

The Lincoln Inn & Restaurant at the Covered Bridge

Calling all foodies, The Lincoln Inn & Restaurant is a gourmet dining experience you will not want to miss. Modeled after the European countryside-inn style of a “restaurant with rooms”, owners and chef of the inn and restaurant wanted to draw customers in for the scrumptious food and then stay to enjoy the comforts of the inn.

The Shire Woodstock

The Shire Woodstock Hotel is located along the scenic Ottaquechee river within the village of historic Woodstock. Amenities include a garden and picnic area, private balconies and in-room fireplace. For a simple, yet charming stay, look no further than the Shire.

The Village Inn of Woodstock

You can’t miss The Village Inn of Woodstock driving through the village painted in shades of pink. This boutique hotel has quirky charm, while also honoring the historic victorian decor featuring period antiques. Enjoy a delicious meal from the in house tavern, “The Victorian” or out on their terrace amongst the perennial gardens and pond.

Deer Brook Inn

Deer Brook Inn is a charming, historic and stylish farmhouse located just 4 miles outside of the Woodstock village. Breakfast is served in a beautiful bistro style dining room, a fireplace in the common room is perfect for cozying up to during chillier months and 5 acres of lawn is available to enjoy during the warmer months including a patio, outdoor seating, grill, lawn games and fire pit.

The Woodstocker B&B

Restored from an old 1830’s farmhouse, the Woodstocker B&B evokes warmth and a green mountain feel. Both relaxed and refined, this sweet B&B is adults only (children 16 years older) featuring plush bathrobes, slippers, locally-sourced bath products with a delicious a la carte breakfast.

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