Hotels in Woodstock

Pamper Yourself at Jackson Gore

This plush two room suite is steps from skiing, riding, snow-tubing, and more. Pull your car into our covered Parking Garage and enjoy your vacation. -Room one contains two queen beds, a sitting area with TV and bathroom with walk-in shower. Room two has a full kitchen with pots, pans, utensils, plates, drinking glasses, and silverware, living room with queen fold out sofa, fireplace and TV, dining area and a desk for working or studying remotely. Room two also has a full bath and washer?dryer.

Welcome to Woodford Rest Suite 7!

You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdoor enthusiast. Woodford Rest is located 1 mile from Prospect Mountain Ski Area, 2 miles from the Appalachian Trail/Long Trail, near snowmobile entry points, and 8 miles from Bennington. Toy hauler parking included! Enjoy an outdoor fire nestled in the national forest or relax in our cozy suite with all of our upgraded amenities. We look forward to seeing you at Woodford Rest!

The Oak Room

The Burrell House has been lovingly restored, combining historic charm with the modern amenities. We're an easy 2 blck walk to dntwn Keene, in the Monadnock region. There are indoor and outdoor common areas for all guests to enjoy. The small and unique Oak Room offers a private entrance , an alcove queen bed, temp control, cable, wi-fi, private parking, and a private full bath. Fresh cotton towels, soaps, and shampoos are provided. The room has a counter, mini fridge, micro, and coffeemaker.

Cozy Ski-in/out 1 BR Retreat

Come experience mountain living with this cozy ski-in/out guest bedroom at the Jackson Gore Inn on Okemo Mountain. Accommodations for up to 4 guests include 2 queen beds, full bath, TV and free WiFi. Underground heated parking is available on a first come first serve basis. Guests are steps away from skiing, riding, snow-tubing, golfing, biking and hiking. Directly downstairs is a heated outdoor pool, hot tub and sauna. Gather at the fire pit in the courtyard for an enjoyable evening.

Sleep Woodstock Motel - King: Room # 3

You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and have fun! So when you're ready for a good nights sleep after a busy day, our updated rooms are just the place to lay your head! Our rooms are cozy and unexpected, and feature our signature “Wall of Art” unique to each room. Located 4 miles to Woodstock, 12 miles to Quechee Gorge, 8 miles to Saskedena Six, and 10 miles to Killington Ski Resort.

Whimsical Room & Private Bathroom in Historic Inn

Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main St in walking distance to restaurants, shops & galleries (please see guidebook for recommendations!). Public hiking/snowshoeing trails can be entered right through the backyard & Okemo mountain is just a short drive away! EV charging is provided across the street! Although the building is bed & breakfast style we do not provide breakfast.

Near Killington Ski Area | Hot Tub. Mountain Views

Stay surrounded by mountain views at Killington Mountain Lodge, part of the Tapestry Collection by Hilton. Nestled beside the 6th hole of Killington Golf Course and less than 2 miles from Killington Ski Area, this lodge-style escape puts outdoor adventures, après-ski vibes, and cozy comforts all at your doorstep. Enjoy a 20-person hot tub, on-site bar, and continental breakfast before hitting the slopes, trails, or downtown Killington restaurants, just minutes away.

Fly Line 3

Experience Vermont in this charming fishing-inspired room at the Brittany Motel, minutes from Manchester Center. It features 1 Queen bed and 1 Full sleeper sofa (slightly shorter than standard), ideal for couples, friends, or small families. Enjoy a cozy seating area, flat-screen TV, and mini-fridge. After exploring the Green Mountains, unwind with complimentary coffee or tea from our 24-hour Snack Lounge and relax into your peaceful getaway.

Stratton Room at River & Rye in Jamaica, VT

River & Rye is an inn, restaurant, bar, and gathering place in the center of Jamaica's village. The inn, a renovated 1820s farmhouse, has six bedrooms with minimalist Scandinavian design, gorgeous stone and tile bathrooms, and access to beautiful views no matter the season. The inn is connected to our restaurant and bar, which offers Americana classics and crafted cocktails, and features produce, cheese, and meats from local farmers.

North Loft at Windham Hill Inn

Extremely private, this expansive loft room has its own private staircase and entrance on the second floor of our Barn building. Decorated in peaches and cream tones with shades of blue and gray, North Loft offers a true retreat from the everyday. Amenities include a four-poster king bed, sitting areas with a couch and winged-back chair, a brick surround gas fireplace, spacious deck, and private bath with Jacuzzi and shower.

Madbush Falls - Ledges King

Our Ledges King room features one king bed with a custom build headboard, writing desk, gear closet, sitting chair, loft reading nook with a twin size daybed, and a deck. The bathroom features a shower/tub combo, single sink vanity and bath products by Ursus Major. Please note that none of our rooms have televisions (a very intentional choice!) but there is fast and dependable wi-fi throughout the property.

Clear River Inn - 2 Double Beds (Ground Floor)

Centrally located on scenic Route 100, the Clear River Inn is the ideal destination for every season. Skiing, snowmobiling, leaf peeping, river tubing, hiking, mountain biking & disc golf are just a few of the various activities all within a 10 mile radius of the property. Home to the Clear River Tavern - VT's true hidden gem, just walking distance from your room. (Closed Mondays & Tuesdays)**