Boutique hotels in Windsor County

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Top-rated boutique hotels in Windsor County

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The exterior features a two-story white structure with green trim, highlighting a spacious front porch. Potted flowers adorn the porch alongside a wooden bench and blue chairs. Stairs lead to the upper level on one side, with lush greenery in the background.
Hotel room in Vershire
4.62 out of 5 average rating, 13 reviews

Historic Stagecoach Hostel room # 2-3 single beds

The Stagecoach Stop Hostel, located on the second floor of the historic (ca.1830) Church-Orr House, offers accommodations for up to six people in three refurbished bedrooms. The Church-Orr House was once a stagecoach stop on a Boston to Montreal stage run and once again offers lodging for travelers. It’s very handy place to stay if you are visiting Vershire, and a good alternative to a motel for people visiting adjoining towns such as Chelsea, West Fairlee, Thetford, or Fairlee.

Superhost
The room features two double beds dressed in crisp white linens, positioned near large windows offering scenic views of the river. A bedside table with a lamp and a cozy armchair are visible, creating a comfortable and functional space.
Hotel room in Woodstock
4.67 out of 5 average rating, 30 reviews

Standard River View Two Double in Vermont Hotel

Spend each day with scenic river views out your window by staying in our Standard Double. With two double beds, this room comfortably accommodates up to four guests with ease and the ensuite bath provides ease and convenience. Fitted with all modern necessities, this room is an idyllic retreat for your New England visit. Pet-friendly rooms are available. Please reach out if you are interested. Restrictions apply

Superhost
A spacious room features a king bed with white linens, flanked by two bedside lamps. Two armchairs are positioned near large windows dressed with blue curtains, allowing natural light to fill the space. A wooden dresser and an accent mirror are also present.
Hotel room in Woodstock
4.62 out of 5 average rating, 68 reviews

Standard River View King in Boutique Vermont Hotel

Our Standard River View King Rooms are bright and spacious, and fitted with a king bed. Inside, you’ll find all the necessities a modern traveler needs. Your ensuite bath provides convenience and comfort, while the views remind you of why you’re here in the first place. Pet-friendly rooms are available. Please reach out if you are interested. Restrictions apply

Superhost
A spacious room features a king-sized bed with crisp white linens. Two orange armchairs are positioned near the window. Natural light filters through the large windows, framed by blue curtains. A wooden dresser and a full-length mirror are also visible.
Hotel room in Woodstock
4.75 out of 5 average rating, 4 reviews

Standard King in Boutique Vermont Hotel

Our Standard King Rooms are bright and spacious, and fitted with a king bed. Inside, you’ll find all the necessities a modern traveler needs. Your ensuite bath provides convenience and comfort, while the views remind you of why you’re here in the first place.Pet-friendly rooms are available. Please reach out if you are interested. Restrictions apply

Superhost
Two spacious queen beds are positioned within a well-lit room, featuring tall wooden posts. Large windows allow natural light to illuminate the neutral walls, while a comfortable chair and bedside lamp add practicality to the inviting space.
Hotel room in Woodstock
4.69 out of 5 average rating, 65 reviews

Standard River View Two Queen in Vermont Hotel

With plenty of room to lounge and relax, our Standard Two Queen room is great for up to four guests. River views provide a tranquil setting for your stay and we’ve ensured that all modern necessities are provided in order to have an effortless stay. Pet-friendly rooms are available. Please reach out if you are interested. Restrictions apply.

Superhost
A spacious room is furnished with two queen beds and a twin bunk bed, providing ample sleeping arrangements for groups and families. Soft lighting illuminates the space, which is complemented by simple artwork on the walls and a compact nightstand beside the beds.
Hotel room in Woodstock
4.81 out of 5 average rating, 21 reviews

Standard Family Room in Boutique Vermont Hotel

With two queen beds and a twin bunk bed, this room is ideal for groups and families looking to explore scenic Vermont. Plenty of space to unwind and an ensuite bath cover all necessities, allowing you to focus on enjoying your stay. Pet-friendly rooms are available. Please reach out if you are interested. Restrictions apply

Superhost
A spacious bedroom is illuminated by natural light from large windows, offering views of the surrounding landscape. A four-poster bed is positioned centrally, accompanied by a comfortable armchair and a wooden dresser. A fireplace adds to the room's cozy ambiance.
Hotel room in Woodstock
4.63 out of 5 average rating, 8 reviews

Premium Corner River View King in Boutique Hotel

A guest favorite, our Premium Corner River View King room inspires travelers to indulge and unwind. Full of natural light and idyllic river views, you’ll wake up refreshed and ready to greet the day from your balcony. Fitted with all modern comforts and an ensuite bath, there’s no reason to hesitate in planning your stay.

Superhost
A spacious bed is framed by a wooden headboard, featuring a natural finish. Two lamps with ornate bases are positioned on either side of the bed, providing soft illumination. White pillows are arranged neatly against the headboard, creating a clean and inviting look.
Hotel room in Woodstock
4.41 out of 5 average rating, 17 reviews

Standard Queen in Boutique Vermont Hotel

Our Standard Queen Rooms are bright and spacious, and fitted with a queen bed. Inside, you’ll find all the necessities a modern traveler needs. Your ensuite bath provides convenience and comfort, while the views remind you of why you’re here in the first place.

Superhost
A spacious room is highlighted by a king bed with a wooden four-poster frame. Light streams through glass doors leading to a private balcony with outdoor seating. A comfortable chair is positioned nearby, complementing the serene view of the surrounding greenery.
Hotel room in Woodstock
4.8 out of 5 average rating, 5 reviews

Premium River View King in Boutique Vermont Hotel

For a romantic getaway our Premium King Room with River Views provides space and a nature-infused experience. With all modern necessities covered, you can stretch out in your king bed and relish your own private New England retreat.

Superhost
Hotel room in Woodstock
4.14 out of 5 average rating, 7 reviews

Premium King in Boutique Vermont Hotel

For a romantic getaway our Premium King Room provides space and a nature-infused experience. With all modern necessities covered, you can stretch out in your king bed and relish your own private New England retreat.

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