Hotels in Woodstock

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Top-rated hotels in Woodstock

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Guest favorite
A well-equipped kitchen features wooden cabinetry, stainless steel appliances, and a countertop. A dining table with four chairs is positioned nearby. In the living area, a sofa and armchair provide comfortable seating, with soft lighting from a floor lamp illuminating the room.
Hotel room in Ludlow
4.85 out of 5 average rating, 26 reviews

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.

Top guest favorite
A compact kitchen area is equipped with modern appliances, including a gas stove, microwave, and refrigerator. A small table with four black chairs is positioned near a window, allowing natural light to brighten the space. Light cabinetry contrasts with the granite countertops.
Hotel room in Woodford
5 out of 5 average rating, 16 reviews

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!

Superhost
Hotel room in Keene
4.79 out of 5 average rating, 48 reviews

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.

Top guest favorite
A view of the motel exterior features well-maintained, landscaped grounds with a flowering tree and colorful flower beds. Several outdoor chairs are placed in front of the rooms, which are lined up under an overhang, providing shade and easy access.
Hotel room in Westport
4.86 out of 5 average rating, 307 reviews

Cozy, clean Adirondack motel on Lake Champlain.

Cozy, clean, eight (8) room Adirondack motel directly on Lake Champlain. Each room has heat and air conditioning, private bath, frig, microwave, coffee maker & coffee , updated WIFI and cable TV. Right next to boat launch. We can accommodate boats in our parking lot. Flagstone patio with picnic tables, umbrellas , grill and Adirondack chairs . Owners live on premises so we are here to assist you. Sit by the lake and enjoy spectacular views of the lake and Green Mountains of Vermont !

Guest favorite
Hotel room in Woodstock
5 out of 5 average rating, 15 reviews

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.

Guest favorite
A large, colorful sign displays the name 'Clear River Inn' prominently at the top. Below, directional arrows indicate the location of the tavern around back. The background features blue skies with scattered clouds and green trees, alongside a well-kept landscape with blooming flowers.
Hotel room in Pittsfield
4.88 out of 5 average rating, 129 reviews

Clear River Inn - 2 Double Beds (2nd 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)** **PLEASE NOTE - THE TAVERN WILL BE CLOSED FOR THE SPRING & WILL REOPEN ON MAY 31ST!**

Guest favorite
Hotel room in Chester
4.78 out of 5 average rating, 100 reviews

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.

Superhost
Hotel room in Killington
4.67 out of 5 average rating, 125 reviews

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.

Guest favorite
Hotel room in Manchester
5 out of 5 average rating, 20 reviews

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.

Guest favorite
This cozy living area features a comfortable couch and a coffee table atop a soft rug. A wall-mounted 50” Roku TV is visible, alongside a kitchenette equipped with modern appliances. Green walls contribute to a soothing environment, complemented by decorative plants and wall art.
Hotel room in Wilmington
4.89 out of 5 average rating, 92 reviews

#23 *Newly Renovated!* Two-room SUITE! Horizon Inn

This stylish suite has a living room with couch and a 50” Roku TV with kitchenette! Although no stovetop, there’s an air-fryer, toaster, crock-pot, blender and microwave! A private bedroom space is the second room with two full-size beds and a desk. There’s a queen-size murphy-bed, plus the couch! The Horizon Inn is being renovated, so the outside, is getting some final touches, and the lobby is closed. Construction will not effect your stay!

Top guest favorite
Hotel room in Townshend
4.97 out of 5 average rating, 29 reviews

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.

Guest favorite
A charming white building features a green roof and large front doors surrounded by symmetrical windows. A staircase on the left leads to a second-floor entrance. Lush flowerbeds with blooming plants line the stone pathway, enhancing the welcoming appearance.
Hotel room in Townshend
4.9 out of 5 average rating, 21 reviews

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.

Popular amenities for Woodstock hotels

Quick stats about hotels in Woodstock

  • Total vacation rentals

    Explore 10 vacation rentals in Woodstock

  • Nightly prices starting at

    Woodstock vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

  • Verified guest reviews

    Over 100 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    10 of Woodstock vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodstock rentals

  • 4.9 Average rating

    Woodstock stays are highly rated by guests—averaging 4.9 out of 5!

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