Places to stay in Woodstock, VT

160 available accommodation offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Woodstock, VT place to stay
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

160 Best places to stay in Woodstock, VT

Best family friendly Woodstock, VT lodging

Among the 160 accommodations in Woodstock, VT, here are the 4 best for families

The Red Bridge House. 360° Of Lake Views. - Woodstock, VT
9.8 112 reviews
Woodstock, VT
12/10 – 16/10
£419/nighttotal: £1676 (4 )

The Red Bridge House. 360° Of Lake Views.

3 2
apartment , Ludlow
This waterfront property is located in Ludlow, just a 1.6km walk from Lake Rescue and Green Mountain Sugar House, offering easy access to the picturesque lake and nearby attractions. The property has received excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom house spans 139 square metres and comes equipped with a fully fitted kitchen, a terrace, a garden, a swimming pool, a jacuzzi, and parking. Guests can enjoy a range of amenities, including a fireplace, a jetted tub, a DVD player, and limited housekeeping services.
Quiet Modern Luxury Home W/ Memory Foam Beds, Fast Wifi And Full Kitchen - Woodstock, VT
9.8 36 reviews
Woodstock, VT
02/09 – 08/09
£275/nighttotal: £1650 (6 )

Quiet Modern Luxury Home W/ Memory Foam Beds, Fast Wifi And Full Kitchen

3 2
apartment , Bridgewater
This Bridgewater holiday home is located on a river, just a short drive from Long Trail Brewing Company, Coolidge State Park and Killington Resort, making it a great base for exploring the area. It has received excellent user ratings, so you can be sure of a comfortable stay. This spacious property has three bedrooms, accommodating up to eight guests, making it ideal for families or groups of friends. Amenities include a garden, barbecue grills, a fireplace, a patio, and free Wi-Fi, offering everything you need for a relaxing and enjoyable stay.
Classic, Cozy Farmhouse In The 4 Season Playground Of Vt's Prettiest Town! - Woodstock, VT
9.9 111 reviews
Woodstock, VT
25/09 – 27/09
£544/nighttotal: £1088 (2 )

Classic, Cozy Farmhouse In The 4 Season Playground Of Vt's Prettiest Town!

4 2
farm , Woodstock
This charming farmhouse is located in West Woodstock, just 5km from the Union Arena Community Center, the Ottaquechee River, and Five Elm Arches, offering a peaceful rural setting. It has received excellent ratings for location, cleanliness, and overall experience.
This 4-bedroom, 2-bathroom property can accommodate up to 8 guests. The farmhouse features a fully equipped kitchen, a terrace, a garden, a fitness center, air conditioning, and parking, as well as internet access.
Luxurious Reading Farms Estate  Sleeps 46 - Woodstock, VT
10 1 review
Woodstock, VT
14/10 – 15/10
£3866/nightfor 1 night

Luxurious Reading Farms Estate Sleeps 46

1 8
castle , Reading
Reading Farms Estate is a secluded 400-acre property located in rural Vermont, just 15 kilometres from both Killington and Okemo ski resorts. This luxurious property has received excellent ratings for its location, cleanliness, and overall experience.
The estate features a 14-bedroom, 11-bathroom farmhouse with a floor area of 279 square metres. Guests can enjoy a range of amenities including a gourmet kitchen, a library, a gym, a pool, and a tennis court, as well as a variety of activities like skiing, hiking, and golfing.

Top Accommodations with a Swimming Pool in Woodstock, VT

Choosing accommodation with a swimming pool in Woodstock, VT provides a brilliant base for a proper swim right in the heart of the city.

The Quechee Acorn! Cozy 2-bedroom Condo Near Amazing Amenities! - Woodstock, VT
9.4 3 reviews
Woodstock, VT
23/12 – 27/12
£215/nighttotal: £860 (4 )

The Quechee Acorn! Cozy 2-bedroom Condo Near Amazing Amenities!

2 4
apartment , Hartford
This Quechee, Vermont apartment is situated in a rural area near the Quechee Gorge, a short walk from the annual Balloon Festival, and within 40 kilometres of Dartmouth-Hitchcock Medical Centre and Dartmouth College.
This two-bedroom, one-bathroom property offers 76 square metres of living space, sleeping up to five guests and boasting amenities such as a swimming pool, garden, parking, and internet access, all within easy reach of local restaurants, hiking trails, and Lake Pinneo.
Close To Lake & Golf & Pool - Newton Village 2a - Woodstock, VT
9.6 4 reviews
Woodstock, VT
23/12 – 27/12
£374/nighttotal: £1496 (4 )

Close To Lake & Golf & Pool - Newton Village 2a

2 4
apartment , Hartford
This two-bedroom apartment is situated in Quechee, Vermont, a short drive from Woodstock, known as "The Prettiest Town in America", and within 30 minutes of Killington and Pico mountains. The surrounding area offers a peaceful escape from the hustle and bustle of Hartford, with access to scenic views and outdoor activities.
The property comfortably accommodates up to six guests and features a fully equipped kitchen, a wood fireplace, and a private deck. Amenities include a swimming pool, a spa, and parking, as well as access to the Quechee Club for golfing, tennis, skiing, and hiking.
Lake Pinneo & Golf Views | Hot Tub + Game Room - Woodstock, VT
9.9 43 reviews
Woodstock, VT
30/08 – 06/09
£391/nighttotal: £2737 (7 )

Lake Pinneo & Golf Views | Hot Tub + Game Room

4 2
apartment , Hartford
This apartment is located in Quechee, Vermont, just 1.6 kilometres from Lakeland golf course and within walking distance of Lake Pinneo, offering a tranquil setting surrounded by natural beauty. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This spacious four-bedroom home spans 186 square metres and features a dedicated game room, a wrap-around deck with a Green Egg grill, and a master suite with a private deck. Guests can enjoy amenities like a swimming pool, sauna, and spa, as well as a fully equipped kitchen and internet access.
Quechee's Cloud 9 - Woodstock, VT
Woodstock, VT
25/07 – 01/08
£244/nighttotal: £1708 (7 )

Quechee's Cloud 9

1 2
apartment , Hartford
Quechee's Cloud 9, a holiday flat in Hartford, is situated 41.8 kilometres from Killington Peak and 10.3 kilometres from Mount Tom.
This 123 square metre apartment accommodates 13 guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside an indoor and outdoor swimming pool, a fitness centre, a terrace, and an on-site restaurant.

Frequently asked questions about accommodations in Woodstock, VT

  • What outdoor activities can visitors enjoy in and around Woodstock, VT?

    Woodstock is a great place for outdoor enthusiasts. You can go hiking or biking on the many trails in the area, including the popular Green Mountain National Forest. In the winter, you can go skiing or snowboarding at nearby resorts like Suicide Six and Killington. And if you're looking for a more relaxing experience, you can go for a swim in the Ottauquechee River or take a scenic drive along the Vermont Route 100.
  • What are the best places to stay in Woodstock, VT?

    Among the places to stay in Woodstock, VT, 506 On The River Inn Woodstock, Sleep Woodstock Motel and The Shire Woodstock are the most popular ones.

  • When is the ideal time to plan a trip to Woodstock, VT?

    The best time to visit Woodstock is during the autumn, when the leaves change colour and the weather is crisp and cool. The summer months are also pleasant, but can be quite busy. If you're looking for a more peaceful experience, you could visit in the spring or winter, although some businesses may have limited hours during these seasons.
  • What are the best places to stay with a pool in Woodstock, VT?

    506 On The River Inn Woodstock, The Village Inn Of Woodstock and The Blue Horse Inn are the best places to stay with a pool in Woodstock, VT.

  • What are the best walking or cycling routes in Woodstock, VT?

    There are many great walking and cycling routes in Woodstock. A popular choice is the 10km Woodstock Rail Trail, which follows the old railroad line and offers beautiful views of the surrounding countryside. You can also take a leisurely stroll along the Ottauquechee River, which is a great place to spot wildlife. If you're looking for a more challenging ride, you can head up to the top of Mount Tom for panoramic views of the valley.
  • What are the best places to stay with a jacuzzi in Woodstock, VT?

    The best places to stay with a jacuzzi in Woodstock, VT are 506 On The River Inn Woodstock, The Jackson and Woodbridge Inn Bed & Breakfast.

  • What nearby towns or cities can be explored from Woodstock, VT?

    Woodstock is a great base for exploring the surrounding area. You could take a day trip to the charming town of Quechee, which is known for its historic covered bridge and its beautiful river. Or you could head to the nearby city of Rutland, which has a vibrant downtown area and a number of museums and attractions. If you're feeling adventurous, you could even take a drive to the state capital of Montpelier.
  • What are the best places to stay for families and kids in Woodstock, VT?

    The best places to stay for families and kids in Woodstock, VT are 506 On The River Inn Woodstock, The Shire Woodstock and The Village Inn Of Woodstock.

  • What amenities can travelers expect from accommodations in Woodstock, VT?

    Woodstock has a variety of accommodations to choose from, ranging from cozy bed and breakfasts to upscale hotels. Many accommodations offer amenities like free Wi-Fi, breakfast, and parking. You can also find places with swimming pools, hot tubs, and fitness centres. Most places are within walking distance of restaurants, shops, and other attractions.
  • What are the best pet friendly places to stay in Woodstock, VT?

    The best pet friendly places to stay in Woodstock, VT are Sleep Woodstock Motel, The Shire Woodstock and Kedron Valley Inn.

  • What are the best places to stay with parking in Woodstock, VT?

    506 On The River Inn Woodstock, Sleep Woodstock Motel and The Shire Woodstock are the best places to stay with parking in Woodstock, VT.

Destinations nearby

Best Woodstock, VT accommodations with a garden

Breathtaking Riverfront Retreat W/mountain Views - Woodstock, VT
10 99 reviews
Woodstock, VT
25/07 – 01/08
£272/nighttotal: £1904 (7 )

Breathtaking Riverfront Retreat W/mountain Views

2 2
apartment , Bridgewater
This Vermont carriage house, a unique historic property in Bridgewater, is situated 16km from Woodstock and 24km from Killington ski resort.
The two-bedroom, two-bathroom property sleeps six guests and features a fully equipped kitchen, dining area, patio with fire pit and grill, high-speed Wi-Fi, and a washer/dryer; pets are welcome (fee applies).
Pet-friendly 2br Getaway Near Killington & Woodstock - Woodstock, VT
10 1 review
Woodstock, VT
21/08 – 23/08
£508/nighttotal: £1016 (2 )

Pet-friendly 2br Getaway Near Killington & Woodstock

1 2
apartment , Bridgewater
This Bridgewater condo, ideally situated midway between Woodstock and Killington, offers easy access to both towns and their attractions.
The two-bedroom, two-bathroom apartment sleeps six, boasting a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a terrace, garden, parking, and excellent guest reviews; nearby activities include the Union Arena Community Centre and Red Wagon Toy Company.
*New* 3bd Quechee Condo W Basement | Sleeps 8 - Woodstock, VT
8.9 9 reviews
Woodstock, VT
14/10 – 15/10
£450/nightfor 1 night

*New* 3bd Quechee Condo W Basement | Sleeps 8

1 8
house , Hartford
This Quechee Lakes condo is situated minutes from Quechee Gorge and a 16-24 kilometre drive to Woodstock, providing convenient access to major ski resorts.
This private end-unit property spans three floors with a finished basement, accommodating up to eight guests and featuring a game room, laundry facilities, and a master suite with a soaking tub, with optional Quechee Lakes Resort community access for pools, a private lake beach, tennis courts and two 18-hole golf courses.
Lux Chalet 4 Bd Fireplace Hottub Ac Pet Friendly - Woodstock, VT
Woodstock, VT
14/08 – 15/08
£2136/nightfor 1 night

Lux Chalet 4 Bd Fireplace Hottub Ac Pet Friendly

1 2
house , Killington
This Killington holiday home is located near Killington Peak (6.9km), Gifford Woods State Park (8.5km), and Pico Peak (12.4km), offering easy access to popular attractions.
Sleeping up to 19 guests, this pet-friendly chalet boasts a fully equipped kitchen, two bathrooms, a hot tub, a fireplace, free Wi-Fi, and private parking; ideal for large groups seeking a relaxing Killington getaway.

Best Woodstock, VT accommodations with a kitchen

Modern Cottage Near Skiing, Trails & Fine Dining - Woodstock, VT
10 49 reviews
Woodstock, VT
25/07 – 01/08
£327/nighttotal: £2289 (7 )

Modern Cottage Near Skiing, Trails & Fine Dining

2 2
apartment , Woodstock
This charming two-bedroom cottage is situated in rural Woodstock, just a short drive from the village centre and the popular Killington ski resort. It has consistently received excellent reviews for its location, cleanliness and overall experience.
The cottage is spread over three levels, offering ample space for up to six guests. It features a fully equipped kitchen, a cosy living area, a private garden, a fitness centre, and a range of amenities for both adults and children, including a river rock patio, a selection of toys and games, and a dedicated workspace for those who need to work remotely.
Next To Golf, Walk To Club - Lakeland Village 5b - Woodstock, VT
9.7 15 reviews
Woodstock, VT
02/09 – 08/09
£264/nighttotal: £1584 (6 )

Next To Golf, Walk To Club - Lakeland Village 5b

4 2
apartment , Hartford
This four-bedroom apartment is situated in Quechee Lakes, a four-season resort in the Upper Valley of Vermont, just a short distance from the tennis courts, golf course, and main clubhouse. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers 125 square metres of living space and can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a garden, a spa, parking, and internet access, making it a perfect choice for families or groups looking for a relaxing and enjoyable stay.
Walk To Trails & Village +Pets - Highland Cabin - Woodstock, VT
9.6 34 reviews
Woodstock, VT
10/12 – 16/12
£305/nighttotal: £1830 (6 )

Walk To Trails & Village +Pets - Highland Cabin

1 2
apartment , Woodstock
Trailside Cottage, a pet-friendly self-catering property in Woodstock, Vermont, is located near the foothills of Mount Peg, a short walk from the Mt. Tom trailhead and 1.2km from the Woodstock Inn and village centre.
This one-bedroom cottage sleeps four, boasting a king-size bed, sleeper sofa, full kitchen with stainless steel appliances, a workspace with monitor and keyboard, and an enclosed porch; nearby hiking trails and Mount Tom offer outdoor activities.
The Buddah House - Woodstock, VT
9.5 138 reviews
Woodstock, VT
25/09 – 27/09
£417/nighttotal: £834 (2 )

The Buddah House

5 2
apartment , Bridgewater
This five-bedroom apartment is situated just five miles from Woodstock Town centre, offering easy access to the charming town and its attractions. It has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The property has two bathrooms and can comfortably accommodate up to ten guests. It features a fully equipped kitchen, a wood-burning stove, a spacious deck with river views, and access to a nearby park with tennis courts and swings.
©2026 cozycozy.com