Windsor County

Boutique Hotels Windsor County

Select your dates for cosy boutique hotels in Windsor County with local flair.

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Boutique Hotels Windsor County

Explore charming boutique hotels with style and personality in Windsor County
Recommended
Lowest price
Closest to downtown
Top reviewed
99+
Hotels in Windsor County
Featured facilities: Swimming Pool, Bar, Restaurant
Great
100 reviews
9.0/10
1 night
From PLN 634
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99+
Hotels in Windsor County
Featured facilities: Swimming Pool, Bar, Restaurant
Amazing
100 reviews
9.4/10
1 night
From PLN 1,649
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31
Hotels in Windsor County
Located in Perkinsville, The Inn at Weathersfield is in the mountains, within a 15-minute drive of Springfield Hospital and Muckross State Park. This inn is 7.1 mi (11.5 km) from Mt Ascutney State Park and 15.1 mi (24.3 km) from Maple Lanes. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this inn include concierge services, gift shops/newsstands, and wedding services. At The Inn at Weathersfield, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary full breakfast is served daily from 7:30 AM to 9:30 AM. Featured amenities include express check-out, luggage storage, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 12 individually decorated guestrooms, featuring DVD players and flat-screen televisions. Your memory foam bed comes with Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.
Outstanding
70 reviews
9.8/10
1 night
From PLN 684
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99+
Hotels in Windsor County
Featured facilities: Swimming Pool, Bar, Restaurant
Great
101 reviews
9.2/10
1 night
From PLN 740
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72
Hotels in Windsor County
Featured facilities: Restaurant
Amazing
99 reviews
9.6/10
1 night
From PLN 526
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45
Hotels in Windsor County
Gather around the fireplace in the living room with massive wall to wall windows or relax on the second story deck under the stars. Take in spectacular sunset and mountain views from a beautifully renovated three story home. Nestled privately on 4 wooded acres just 15 minutes from Okemo, offering the quintessential VT experience in a chic and charming chalet. With 3 bedrooms, 2.5 baths, and brand new kitchen, this is our family's vacation home and we look forward to sharing it with you.The spaceIt's all about the views at this luxurious, recently renovated from top to bottom, three story home. Nestled on over 4 acres of wooded land, this gorgeous and chis retreat faces west so you can experience some of the most spectacular sunsets in Vermont. You will also enjoy spectacular views of the Green Mountains from nearly every room on the top two floors and from the deck.In a prime location, just minutes from Weston center (with its Vermont Country Store, not to be missed), 15 minutes to ski OKEMO and the town of Ludlow, 15 min to Fox Run Golf Club and fishing, kayaking or paddle boarding on Echo lake.The whole house has been completely gutted and rebuilt, designed to offer the true VT experience. From the inviting living area, which features a wood burning fireplace, cathedral ceilings and wall to wall windows and sliders that invite the outdoor in, to the custom made kitchen with custom made hood (reclaimed wood from an old VT barn), natural stone backsplash, high end appliances and center island. The kitchen is equipped with everything you need to cook a nice dinner or breakfast. Open space between the living room, dining room (sitting up to 8 guests and with massive windows overlooking the mountains), and kitchen. The family room, on the same level, is cozy , has a pull out queen-size couch, and Smart TV. Much thought has been put into designing the half bath on this level, with a custom-made vanity (from an antique dresser) to custom-made light fixtures and bath fixtures. The first floor welcomes you with a spacious hallway, 2 bedrooms, and a large bathroom (with tub and double vanity). As you walk up the 3rd floor, the views are getting better and better from the primary suite, which boasts wall to wall windows. This top floor bedroom leads to a cozy lofted living area (with a pull out couch) and a primary bathroom with shower and custom-made fixtures.Enjoy time outside on the deck either overlooking the mountains or at night, stargazing. It is truly a special place that we absolutely love and are now sharing it with you.Guest accessGuests will have access to the whole house (including washer and dryer) and yard. No access to the garageOther things to notePack and Play, books, some kids toys.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
4 reviews
10/10
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16
Hotels in Windsor County
When you stay at Deer Brook Inn in Woodstock, you'll be within a 10-minute drive of Long Trail Brewing Company and Union Arena Community Center. This bed & breakfast is 7.2 mi (11.7 km) from Green Mountain National Forest and 10.1 mi (16.2 km) from Killington Resort. Free self parking is available onsite. Make yourself at home in one of the 5 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers.
Outstanding
9 reviews
10/10
1 night
From PLN 776
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61
Hotels in Windsor County
With a stay at The Weston in Weston, you'll be within a 15-minute walk of Weston Playhouse and Green Mountain National Forest. This luxury guesthouse is 4.1 mi (6.5 km) from Weston Priory and 5.7 mi (9.1 km) from Lowell Lake State Park. Pamper yourself with a visit to the spa, which offers massages and facials. This guesthouse also features complimentary wireless internet access and concierge services. At The Weston, enjoy a satisfying meal at the restaurant. Mingle with other guests at the complimentary reception, held daily. Wrap up your day with a drink at the bar/lounge. Full breakfasts are available daily from 7:30 AM to 9:30 AM for a fee. Featured amenities include luggage storage and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 9 air-conditioned rooms featuring iPads. Your memory foam bed comes with premium bedding. Complimentary wireless internet access is available to keep you connected. Private bathrooms have complimentary toiletries and hair dryers.
Outstanding
5 reviews
10/10
1 night
From PLN 1,443
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87
Hotels in Windsor County
Located in Woodstock, The Woodstocker B&B is within a 15-minute drive of Green Mountain National Forest and Quechee Gorge Bridge. This bed & breakfast is 14.5 mi (23.3 km) from Killington Resort and 19.4 mi (31.2 km) from King Arthur Baking Company. Take advantage of recreation opportunities such as a sauna or take in the view from a terrace and a garden. Grab a bite from the snack bar/deli serving guests of The Woodstocker B&B. A complimentary cooked-to-order breakfast is served daily from 8 AM to 10 AM. Free self parking is available onsite. Make yourself at home in one of the 9 air-conditioned rooms featuring flat-screen televisions. Private bathrooms with showers feature complimentary toiletries and hair dryers. Housekeeping is provided daily, and irons/ironing boards can be requested.
Outstanding
41 reviews
9.8/10
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34
Hotels in Windsor County
Better to wake….. at the lake! Have your morning coffee or tea out on the private dock. Fish, kayak, swim and hike as soon as you walk out the door. Roast marshmallows at the fire-pit.Our lakeside cabin is the perfect place for an active, yet relaxing Vermont getaway! There is a strong cozy-cabin vibe, but for added functionality and convenience we have recently renovated the kitchen, 3rd bedroom, bathroom and mudroom. It is private and secluded yet still close to a wide variety of activities and restaurants. Numerous windows on both floors give breathtaking views of the lake. During the warmer months you have a private dock for fishing, swimming, kayaking and lounging. The cabin is directly on the lake just above the water level, so you can launch kayaks or swim from the back yard as well! As an added bonus, Camp Plymouth State Park is only one mile away and has a beach, playground and water activities. Don't forget that we also have a hot tub and fire-pit, which provide a perfect ending to any day!This is a very special place and we hope you can enjoy it as much as we do. It is a mix of modern luxuries and cabin vibes. There is something for everyone at Amherst One!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Rentals are limited to 27 days or less..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
10/10
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FAQs

What is the average price of a hotel in Windsor County for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Windsor County this weekend is PLN 1,110 per night. For a 4-star hotel, the average cost is PLN 2,388 per night. If you're looking for a luxury experience, 5-star hotels in Windsor County this weekend typically cost PLN 3,606 per night.

How much do hotels in Windsor County cost per day during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Windsor County during weekdays is PLN 1,018 per night. For a 4-star hotel, you can expect to pay around PLN 2,101 per night. If you're seeking a luxury stay, 5-star hotels in Windsor County generally cost PLN 2,704 per night on weekdays.

What are the best places to stay in Windsor County?

Some of the best places to stay in Windsor County are near popular attractions like AT trailhead Woodstock VT, offering easy access to key sights and amenities.

How to get good deals on hotels in Windsor County?

Trip.com provides various promotions, discounts and special offers all year round. You can check the promotions page for the latest promotions on Trip.com.