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Windsor Hotels

Not Just Any Hotel – Only the Best Windsor Hotels, Selected for You!

Windsor
Feb 22, 2025 - Feb 23, 2025
2 adults, 1 room
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Vermont Hotels
Windsor Hotels

Discover Your Perfect Stay

Nestled along the banks of the Connecticut River, Windsor is a charming town that offers a perfect blend of picturesque scenery and rich history. This quaint destination is not only known for its stunning landscapes and outdoor activities but also for its warm and welcoming accommodations. From cozy inns to boutique hotels, Windsor VT boasts options that cater to every traveler’s needs and preferences.

When planning your getaway, consider staying at some of the top-rated hotels in Windsor VT. These accommodations promise not just a place to rest your head but also an opportunity to immerse yourself in the local culture and community. Many hotels feature unique amenities, from locally sourced breakfast options to easy access to hiking trails and historic sites, ensuring you make the most of your visit.

As you explore Windsor, you'll find that the warm hospitality of its hotels complements the charm of the town itself. Whether you prefer a modern setting or a historic bed-and-breakfast, there's a variety of hotels in Windsor VT that will enhance your experience. Allow the comfort of your chosen hotel to be your home base as you embark on adventures through the stunning landscapes and fascinating history that Windsor has to offer.

Name of hotel Accommodation Rating Price, $
The Woodstocker B&B

9.6 / 10

(12 Reviews)

 From 374US$
The Inn at Weathersfield

10.0 / 10

(2 Reviews)

 From 190US$
The Shire Woodstock

8.3 / 10

(328 Reviews)

 From 166US$
Holiday Inn Club Vacations Mount Ascutney Resort

8.6 / 10

(190 Reviews)

 From 208US$
The Quechee Inn at Marshland Farm

8.2 / 10

(147 Reviews)

 From 259US$
9.6
Excellent (12)

The Woodstocker B&B

4
61 River St
Known for its quaint charm and intimate setting, The Woodstocker B&B is the quintessential romantic retreat in Windsor. This boutique-style bed and breakfast offers elegantly decorated rooms, some featuring fireplaces and private decks perfect for a cozy evening together. Guests are treated to a gourmet breakfast each morning, sourced from local produce, which adds to the experience of staying in this picturesque property. The peaceful surroundings create a serene atmosphere that’s perfect for couples looking to reconnect away from the hustle and bustle of everyday life. Nearby hiking trails and scenic spots provide options for romantic strolls, further enriching your stay. The Woodstocker B&B is truly one of the most inviting hotels in Windsor VT for a romantic getaway.

From

374US$ /per night
10
Excellent (2)

The Inn at Weathersfield

4
1342 Vt Route 106
The Inn at Weathersfield, just a short drive from Windsor, is an elegant choice for couples seeking a romantic escape. This historic inn features beautifully appointed rooms and has an on-site farm-to-table restaurant that offers delightful culinary experiences. Couples love to unwind on the patio or explore the charming gardens, which create a perfect backdrop for relaxation. The inn also offers various wellness packages, including spa treatments, for those looking to indulge during their stay. With a focus on sustainability and locally-sourced ingredients, the dining experience here is an unforgettable highlight. The Inn at Weathersfield remains one of the standout hotels in Windsor VT for couples seeking romance and tranquility.

From

190US$ /per night

Historic Hotels in Windsor VT

Hotel accommodations steeped in history can provide a unique experience that connects guests to the cultural heritage of the area. In Windsor notable historic hotels offer a glimpse into the town's past while providing modern comfort and amenities. These hotels not only reflect the charm of traditional architecture but also often feature decor and furnishings that resonate with the local history. Staying in one of these historic hotels in Windsor VT allows you to immerse yourself in the tales of the past while enjoying contemporary hospitality. You’ll also find that many of these properties are conveniently located near local attractions, enhancing your overall experience. Let’s explore some of the standout historic hotels in Windsor VT that are sure to enrich your stay.

8.3
Very good (328)

The Shire Woodstock

3
46 Pleasant St
The Shire Woodstock, although located a bit outside of Windsor, is a budget-friendly hotel that offers charming accommodations without a hefty price tag. This hotel features cozy rooms designed for comfort, with picturesque views that draw guests from near and far. With complimentary breakfast and easy access to hiking and local attractions, it’s an excellent choice for budget-conscious travelers wanting to explore the beauty of the surrounding area. The hotel’s friendly staff is always eager to assist with recommendations and local insight, making your stay enjoyable and stress-free. Guests appreciate the homey feel of The Shire Woodstock, making it a memorable option among hotels in Windsor VT. For those looking for quality on a budget, this hotel is a stand-out choice.

From

166US$ /per night
8.6
Excellent (190)

Holiday Inn Club Vacations Mount Ascutney Resort

4
485 Hotel Road
The Holiday Inn Club Vacations Mount Ascutney Resort is a family-friendly gem located just a short distance from Windsor. This resort features spacious villas equipped with kitchenettes, allowing families to prepare meals together and enjoy some home-like comforts during their stay. The property boasts a variety of amenities such as a game room, indoor water park, and outdoor activities like hiking and biking – all designed to keep kids engaged. Additionally, the resort’s scenic setting provides families with beautiful views and easy access to outdoor adventures. With activities and accommodations catered for families of all sizes, it’s no wonder that this resort is highly recommended among hotels in Windsor VT. This spot is ideal for those seeking a blend of relaxation and family fun.

From

208US$ /per night

Family-Friendly Hotels in Windsor VT

Planning a family trip often requires accommodations that can comfortably host everyone while providing engaging activities for all ages. Windsor is home to several family-friendly hotels that cater to the needs of parents and children alike. These hotels range from spacious suites to amenities such as indoor pools, playgrounds, and family-oriented activities. Many of the family-friendly hotels in Windsor VT provide convenient access to local attractions and outdoor adventures, making them ideal bases for family exploration. They offer an inviting and stress-free atmosphere, ensuring that both parents and kids can enjoy their time together. Here’s a selection of family-friendly hotels that are perfect for your next trip to Windsor VT.

8.2
Very good (147)

The Quechee Inn at Marshland Farm

3
1119 Quechee Main Street
The Quechee Inn at Marshland Farm offers a refined, luxury experience just a stone's throw from Windsor, featuring beautiful accommodations steeped in New England charm. Guests can enjoy elegantly appointed rooms with a blend of historical significance and modern comforts, reflecting the inn's commitment to guest satisfaction. The on-site restaurant serves up gourmet meals prepared with locally sourced ingredients, providing a tasteful culinary experience. The inn's stunning settings include gardens and picturesque views, perfect for romantic evenings or peaceful retreats. Known for its personalized service and attention to detail, The Quechee Inn provides the perfect atmosphere for a luxury getaway. This hotel is one of the top choices among hotels in Windsor VT for discerning travelers seeking a high-end experience.

From

259US$ /per night
7.1
Good (185)

Comfort Inn & Suites White River Junction

2
56 Ralph Lehman Dr.
Located just a short drive from Windsor, the Comfort Inn & Suites White River Junction stands out as an affordable option for travelers. Offering spacious rooms and suites, this hotel provides ample comfort without straining your budget. Guests can enjoy amenities like a complimentary hot breakfast, an indoor pool, and a fitness center, which cater to both families and individual travelers alike. The hotel's proximity to local attractions makes it easy to explore the area without the hassle of costly transportation. With helpful staff and a welcoming atmosphere, this Comfort Inn branch is an excellent selection for budget-conscious guests searching for hotels in Windsor VT. It's a reliable option that ensures comfort at a reasonable price.

From

105US$ /per night

Romantic Hotels in Windsor VT

For couples seeking a romantic getaway, Windsor features an array of picturesque hotels that provide idyllic settings and intimate atmospheres. These romantic hotels are specifically designed to cater to couples, offering luxurious amenities, cozy accommodations, and breathtaking views. Many of them are located in scenic spots that make for the perfect backdrop for a loved-up escape. Couples can expect special touches such as jacuzzis, fine dining, and spa services, turning their stay into a memorable romantic experience. Whether it’s a weekend retreat or a honeymoon, the romantic hotels in Windsor VT offer everything needed for a perfect couple’s getaway. Here are some delightful options that can transform your romantic trip into a cherished memory.

9
Excellent (159)

The Woodstock Inn & Resort

5
Fourteen The Green
Just a short drive from Windsor, the Woodstock Inn & Resort is a luxurious option that offers a combination of elegance and comfort. This beautifully designed resort features spacious rooms and suites with exquisite furnishings and stunning views of the surrounding landscape. Guests can indulge in fine dining experiences at on-site restaurants or unwind at the full-service spa that provides a range of treatments. The amenities include a golf course, pool, and easy access to outdoor activities such as skiing and hiking. With its commitment to providing an exceptional experience, the Woodstock Inn & Resort stands out as a premier destination among hotels in Windsor VT for those seeking a lavish escape. The attentive staff and luxurious ambiance ensure an experience you won't forget.

From

859US$ /per night

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