Hotels in Woodstock

Quaint Queen Room & Private Bath

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 close by (in the public lot on Cobleigh St) Although the building is bed & breakfast style we do not provide breakfast.

Bromley View Inn Suite #4

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.

6 Bam Boo! Cozy escape in the heart of Vermont

6 Bam-Boo! is your cozy escape in the heart of Vermont just minutes to Manchester Center. Stay in the center of the action at this one-of-a-kind whimsical room w King-sized bed, a comfy armchair, a table with chairs, flat-screen TV with streaming services, a mini-fridge + freezer and coffee maker. Be sure to grab a snack or coffee / tea from the Snack Lounge, open 24 hours. Bam-Boo 6 is the perfect spot to unwind and recharge after exploring the Green Mountain State. Come stay with us!

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.

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!**

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

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.

Sleep Woodstock - 2 Double Beds - Dog Friendly!

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 cozy rooms are just the place to lay your head! Experience a sustainable stay at Sleep Woodstock, our solar-powered hotel located 4 miles to Woodstock, 12 miles to Quechee Gorge, 8 miles to Saskedena Six, and 10 miles to Killington Ski Resort.

Swiss Farm Inn - RM9 "Solitude" 1 Queen Bed

Rent a Room at the Swiss Farm Inn in Pittsfield, Vermont! Nestled between Killington and Sugarbush, this charming farmhouse-turned-inn is ready to welcome you. Each room features a private bath, and guests enjoy access to shared spaces such as the living room, dining room, and more. Located just minutes from the Killington and Pico ski resorts, it’s the perfect mountain getaway! Note: Your stay includes fantastic breakfast options — free of charge!

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.

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.