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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.

Harwood Hill Motel - Deluxe Queen

Set into the hillside surrounded by an apple orchard on one side and mountains on the other, The Harwood Hill offers respite in the Southern Vermont countryside within a 10-minute drive to Bennington's restaurants, galleries, and museums. Our rooms are modern and fully renovated, with local art inside and out. Relax around the corner on our great lawn, with a hammock, picnic tables, fire ring, and a splendid view of Mount Anthony. On weekends, we provide complimentary continental breakfast.

A Bunk at Wise Pines

Wise Pines is a Holistic & Sustainable Inn/Hostel that offers a unique farm experience. In the rural woods of Vermont, The All Trails Bunkroom can accommodate 8 people and may hold up to 12 people total in this two level renovated barn. There is a small seating area and a large upper deck that over looks the property. On 40 acres of land, complete with walking trails and a pond to sit by. The owners live on property with their dogs, ducks & chickens. All bunks are first come first serve.

Zen 10, relax and retreat in the heart of Vermont

Zen 10 is your relaxing retreat in the heart of Vermont, with a cozy queen bed. The room decor is Vermont vintage, sourced locally with a story to tell. The room features a small kitchenette area with a coffee maker, mini-fridge, and a workspace. It's the perfect spot to unwind and find inner peace on your next Green Mountain State adventure! Zen 10 is located at our solar-powered property, just 15 minutes to Bromley, 30 minutes to Magic Mountain and 45 minutes to Stratton Mountain.

Shakespeare's Den (Rm 2 - Romeo & Giulietta's)

This room is Shakespeare's Den. $215/night All rooms have private locks on doors and also a deadbolt! This room has a plush queen size bed, the room, with romantic softly lit loft, a private bathroom, A/C, a kitchenette that has a refrigerator, microwave, toaster and coffee maker, Smart TV/cable/Roku A hot Breakfast is served Thursday-Sunday. Mon-Wednesday is an assortment of breakfast foods and fresh coffee. All days are 8-10am. Lake boat tours: offered daily for a low price.

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.

Village Suite 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.

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.

The Trail in Adams - Deluxe Room

Welcome to "The Trail in Adams" - Berkshires’ Art Hotel on the Ashuwillticook Rail Trail in Adams. Jon is a 288 square feet deluxe room on the second floor with a king-size bed, a 13.5-foot ceiling, a walk-in closet, an ensuite bathroom with spa tub (indoor), south and east-facing windows, and a view of Pleasant St.

Corsica 2 room Suite at the Jamaicahaus

A Historical Inn with re-imagined amenities. Just 12 Minutes from Stratton; the Jamaica house is the turn key solution to your Vermont Get-a-way. Imagine all your needs met before you walk in the door. Bring your favorite food to cook and enjoy a social environment with a unique level of privacy.