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Hotels in Woodstock

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Top-rated hotels in Woodstock

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Superhost
A cozy dining area features a dark wooden table accompanied by a mix of chairs. A large window frames a scenic view of mountains and river beyond, with two figures seated in deck chairs, quietly enjoying the landscape. Soft light filters into the room.
Hotel room in Town of Rockingham

Historic Farmhouse Studio w/ River & Mtn Views

NO RESORT OR CLEANING FEES! Located on the 2nd floor, this north-facing room has been reimagined to give guests a view of both the mountains and the river. Decorated with mahogany-toned antiques, mid-century pieces, original pumpkin pine floors, and 19th Century hand-embroidered textiles, Mountain View is the perfect country refuge. Enjoy the memory foam queen mattress, ground-up remodeled bathroom, smart TV, and mini split for summer A/C and winter heating. Breakfast Included with your stay.

Superhost
A spacious lounge area features a unique round fireplace at the center, surrounded by a large sectional seating arrangement adorned with plaid cushions. Wood paneling and ceiling beams enhance the cozy atmosphere. A bar area is visible in the background, complemented by large windows allowing natural light.
Hotel room in Winhall
5 out of 5 average rating, 3 reviews

Bromley View Inn Suite #3

Welcome to the Bromley View Inn, where strangers become friends. While staying in this suite you will have access to our large lounge featuring a fire place, tons of seating, a bar and work table. Outdoors guests will have access to our beautiful deck with fire pits and seating looking over Bromley Mountain. Around the grounds you'll find two ponds, a scenic and walkable property with plenty of space to enjoy. We are 4 miles from Bromley Mountain and just 7 from both Manchester and Stratton.

Top Guest favourite
Hotel room in Townshend
4.96 out of 5 average rating, 23 reviews

Stratton Room at River & Rye in Jamaica, VT

This hip spot offers more than just distinctive decor.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 favourite
A snow-laden scene features a prominent sign for the Clear River Inn, displaying the name and directions to the tavern. Flurries fall gently in the air, while the inn's building and rooftops are dusted with snow in the background.
Hotel room in Rutland
4.89 out of 5 average rating, 126 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!**

Superhost
Hotel room in Woodstock
5 out of 5 average rating, 8 reviews

Sleep Woodstock Motel - 2 Doubles : Room #9

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! 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.

Superhost
An outdoor heated pool is visible, illuminated warmly against a backdrop of snow. The multi-story hotel structure showcases a series of balconies overlooking the pool area, with guests enjoying the water. Twilight creates a serene atmosphere around the resort.
Hotel room in Rutland
5 out of 5 average rating, 6 reviews

Killington Grand Suite Ski On/Off Kitchen Sleeps 6

Large hotel suite, sleeps 6, with full kitchen at the Killington Grand. full service resort with spa, gym, outdoor heated pool, bar, restaurant, hot tubs, sauna, steam, snow shoe, hike, bike or shop at the outlets in Manchester VT! Ski in/Ski out, with ski check, valet parking, outdoor heated pool and hot tub with mountain view, on site spa, fire pit, onsite highly rated Prestons restaurant, tubing park, golf course, summer activity center, game room, onsite store

Superhost
Hotel room in Rutland
4.7 out of 5 average rating, 113 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 favourite
Hotel room in Chester
4.85 out of 5 average rating, 67 reviews

Private Suite in Historic Inn

Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently located on Main Street 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! Although the building is bed & breakfast style we do not provide breakfast.

Superhost
An aerial view captures a serene riverside property surrounded by vibrant autumn foliage. The landscape features rolling hills, a river meandering nearby, and a spacious building with large windows reflecting the colorful scenery, suggesting a peaceful retreat in nature.
Hotel room in Woodstock
4.86 out of 5 average rating, 7 reviews

On Ottauquechee River + Free Breakfast. Pool. Gym.

Wake up to river views, grab a pastry by the fire, and plan your day around covered bridges, farm stands, and backroad adventures. On the River Inn feels more like staying at a stylish friend’s countryside retreat—there’s a pool, sauna, cozy lounge, game room, and fireplaces everywhere. Whether you’re here to hike, ski, leaf-peep, or just curl up with a book and cider, this Woodstock spot makes it easy to slow down and feel at home.

Guest favourite
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, 20 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.

Guest favourite
A room featuring a spacious king bed with a custom headboard, complemented by an orange accent wall. A writing desk is positioned beside a gear closet. A loft area is visible, leading to a staircase, while a sitting chair adds a cozy touch to the space.
Hotel room in Waitsfield
5 out of 5 average rating, 10 reviews

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.

Superhost
Hotel room in Rutland
4.82 out of 5 average rating, 38 reviews

Après Inn Newly Renovated Hotel

Newly renovated boutique inn just minutes from skiing, biking, hiking & golf. Walk to Killington’s restaurants, shops & nightlife. Cozy rooms with memory-foam beds, smart gear storage & in-room coffee. Enjoy firepits, yard games, free Wi-Fi, EV charging & easy self check-in. Pet-friendly so your furry friends can join! The perfect basecamp for year-round Vermont adventure.

Popular amenities for Woodstock hotels

Quick stats about hotels in Woodstock

  • Total holiday rentals

    Explore 10 holiday rentals in Woodstock

  • Nightly prices starting at

    Woodstock holiday rentals start at $288 NZD per night before taxes and fees

  • Verified guest reviews

    Over 270 verified reviews to help you choose

  • Wi-Fi availability

    10 of Woodstock holiday 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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