Hotels in Windsor County

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226 hotels in Windsor County for your stay

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Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Windsor County
Golf course
Horse riding
Hiking
+2
Located in Woodstock, The Shire Woodstock is on a river, within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee Health Center. This hotel is 15.5 mi (24.9 km) from Killington Resort and 18.8 mi (30.3 km) from Dartmouth College. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area. Featured amenities include a safe deposit box at the front desk and coffee/tea in a common area. Free self parking is available onsite. Stay in one of 53 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers.
Very Good
100 reviews
8.6/10
1 night
From US$109
Check Availability
99+
Hotels in Windsor County
Public parking
Gym
Wake-up call
+9
"It's good. Each bed in the twin room is 1.5 meters, very large and clean. The bathroom is a little small but ok. The breakfast is very simple, but you can make your own waffles."
Very Good
98 reviews
8.6/10
1 night
From US$169
Check Availability
99+
Hotels in Windsor County
Indoor swimming pool
Outdoor swimming pool
Hiking
+14
When you think of vacationing in Vermont, your mind might go to romantic getaways and extreme winter sports. While those are true, families will also find that Vermont is a great place to spend time together sledding, hiking, apple picking and even having a few snowball fights. Located in Brownsville, our Mount Ascutney Resort is a mountainside retreat, perfect for both couples’ getaways and outdoor family vacations. The resort features a farm-to-table restaurant, indoor and outdoor pools, an arcade and tennis courts. For beautiful views of the Green Mountain state, head to the tippy top of Mt. Ascutney State Park or hit the slopes at Mt. Sunapee or Killington. Or go rafting, kayaking and hiking to see the area’s gorgeous fall foliage. In between mountain adventures, discover the quaint towns of Quechee and Windsor, play a round of golf at a nearby course, or check out some of Vermont’s hot spots, like Harpoon Brewery, Quechee Gorge, Simon Pearce restaurant and glassblowers, Billings Farm and Museum, Sugarbush Farm and more. Our mountain resort in Mt. Ascutney features spacious one-, two- and three-bedroom villas, some with two stories, from 970 to 1,600 square feet. Families love the spacious living room, full-sized kitchen and convenient laundry facilities on property. Please note there is a resort fee that includes a variety of onsite amenities.
Very Good
100 reviews
8.8/10
1 night
From US$124
Check Availability
99+
Hotels in Windsor County
Public parking
Luggage storage
Conference room
+2
"A century-old store, you can personally feel the centuries-old vicissitudes of the building. The price is the cheapest nearby. If you want to experience the country style, you can try it. If you are used to staying in domestic luxury hotels, it is not recommended to come here. I saw the bearded man at the front desk saying enthusiastically to every guest who checked in: Oh, a very good discount price."
Very Good
102 reviews
8.1/10
1 night
From US$101
Check Availability
76
Hotels in Windsor County
Public parking
Wi-Fi in public areas
Restaurant
+3
"The hotel is conveniently located on the side of the road. Opposite is the retired military sanatorium, great! The hotel is very clean, the windows are comfortable, free parking, free breakfast. The economy hotel is very good!"
106 reviews
6.4/10
1 night
From US$85
Check Availability
88
Hotels in Windsor County
Private parking
Wi-Fi in public areas
Smoking area
+2
"Front desk was very helpful with an issue at check-in and able to resolve immediately. The facilities were ok, odd odor on one side of building. Found out the pool is unheated... a bit disappointed as I assumed it was an indoor pool, it would be heated in December. Breakfast was average."
103 reviews
7.0/10
1 night
From US$91
Check Availability
33
Hotels in Windsor County
Golf course
Indoor swimming pool
Skiing
+13
"The location of the hotel is very good. It is located in the green mountain scenic area. It can ski in winter, enjoy the red leaves in autumn, and the service is very good. The rooms are medium in size and the two queen beds are very comfortable. Breakfast is average, and free coffee and tea is good throughout the day. There are gyms, swimming pools, SPAs, and the location of the rooms on the mountainside feels good. The traffic to the surrounding scenic spots is also very convenient. The network signal in the mountains is not good, and the hotel's Wi-Fi is no problem."
Very Good
100 reviews
8.5/10
1 night
From US$159
Check Availability
60
Hotels in Windsor County
Public parking
EV charging station
Gym
+9
"The hotel has been refurbished, but the toilet is still a bit of a problem. But there is nothing wrong with using it carefully. . . Everything else is fine"
Very Good
101 reviews
8.3/10
1 night
From US$149
Check Availability
99+
Hotels in Windsor County
Gym
Wi-Fi in public areas
Smoking area
+4
"This is the second time I have booked this hotel, the transportation is more convenient, there are a lot of parking spaces, free parking, the variety of hotel breakfast is OK, but there are fewer restaurants to eat nearby."
Very Good
105 reviews
8.5/10
1 night
From US$116
Check Availability
72
Hotels in Windsor County
Private parking
Gym
Wi-Fi in public areas
+1
"It is a relatively old hotel. The attitude of the front desk clerk when checking in was not cold or hot, which made people feel a little uncomfortable. The breakfast is very simple; there is free coffee and hot water; the room facilities are relatively old and the cleanliness is average; the self-service washing machine provided by the hotel is very old, and it does not look clean, it seems that no one has ever cleaned it. In short, it is a very average hotel that you can stay in when you need it. However, the price is not cheap in the autumn season to see the scenery."
98 reviews
7.3/10
1 night
From US$122
Check Availability
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Find your unique stays in Windsor County

Immerse yourself in the vibrant atmosphere of Windsor County with our handpicked accommodation options

Top hotels in Windsor County

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Check out these top-booked hotels from the past 30 days!
No.1
8.8/10
101 review

Align Inn Vermont

Hotel near Quechee
"Good Location"
Select dates to view prices
No.2
9.0/10
100 review

On the River Inn

Hotel near Woodstock
"Good Location"
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No.3
9.2/10
37 review

Main and Mountain

Hotel near Ludlow
"Good Location"
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No.4
8.4/10
100 review

Jackson Gore Village on Okemo Mountain

Hotel near Ludlow
"Good Location"
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No.5
9.8/10
68 review

The Inn at Weathersfield

Hotel near Perkinsville
"Good Location"
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No.6
9.5/10
85 review

The Jackson

Hotel near Woodstock
"Good Location"
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No.7
9.6/10
5 review

Fat Sheep Farm & Cabins

Hotel near Hartland
"Good Location"
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No.8
9.6/10
30 review

Stay at Jimmy's

Hotel near Woodstock
"Good Location"
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No.9
/10
0 review

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Hotel near Ludlow
"Good Location"
Select dates to view prices
No.10
9.0/10
0 review

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Hotel near Ludlow
"Good Location"
Select dates to view prices

Windsor County hotels with delicious breakfast

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Start your day with a tasty breakfast at one of our top hotels in Windsor County.

Woodstock Inn & Resort

Hotel near Woodstock
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski Area. This golf resort is 4.9 mi (7.8 km) from Sugarbush Farm and 7.1 mi (11.5 km) from Simon Pearce Mill. Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. After practicing your swing on the golf course, you can dip into one of the 2 hot tubs. This resort also features complimentary wireless internet access, concierge services, and an arcade/game room. Enjoy American cuisine at Red Rooster Restaurant, one of the resort's 4 restaurants, or stay in and take advantage of the room service (during limited hours). Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges. Full breakfasts are available daily from 7 AM to 10:30 AM for a fee. Featured amenities include a business center, dry cleaning/laundry services, and a 24-hour front desk. Free valet parking is available onsite. Make yourself at home in one of the 142 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers.
9.2/10
Great99 review
Price per night from:US$269

Deer Brook Inn

Hotel near Woodstock
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 10.1 mi (16.2 km) from Killington Resort and 4.1 mi (6.5 km) from Five Elm Arches. A complimentary full breakfast is served daily from 8:30 AM to 9:30 AM. 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.
10.0/10
Outstanding3 review
Price per night from:US$299

The Norwich Inn

Hotel near Norwich
Located in Norwich, Norwich Inn is in the historical district, within a 5-minute drive of Dartmouth College and King Arthur Baking Company. This hotel is 1.4 mi (2.2 km) from Montshire Museum of Science and 2.2 mi (3.5 km) from Thompson Arena. Take advantage of recreation opportunities such as a 24-hour fitness center or take in the view from a terrace and a garden. Additional features at this hotel include complimentary wireless internet access, gift shops/newsstands, and a fireplace in the lobby. You can enjoy a meal at On-Site Brew Pub serving the guests of Norwich Inn, or stop in at the grocery/convenience store. Wrap up your day with a drink at the bar/lounge. Buffet breakfasts are available daily from 7:30 AM to 10:30 AM for a fee. Featured amenities include a 24-hour business center, a 24-hour front desk, and a library. Planning an event in Norwich? This hotel has 2000 square feet (180 square meters) of space consisting of conference space and meeting rooms. A roundtrip airport shuttle is provided for a surcharge (available 24 hours), and free self parking is available onsite. Make yourself at home in one of the 39 individually decorated guestrooms, featuring iPod docking stations and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers. Conveniences include desks and ceiling fans, as well as phones with free local calls.
9.3/10
Great87 review
Price per night from:US$179

The Quechee Inn at Marshland Farm

Hotel near Quechee
In the heart of Quechee, The Quechee Inn at Marshland Farm is within a 5-minute drive of Simon Pearce Mill and Quechee Gorge Bridge. This golf hotel is 1.7 mi (2.7 km) from Quechee Gorge Village and 4.7 mi (7.6 km) from Sugarbush Farm. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this hotel include wedding services, a fireplace in the lobby, and a picnic area. At The Quechee Inn at Marshland Farm, enjoy a satisfying meal at the restaurant. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is served daily from 8 AM to 10 AM. Featured amenities include a computer station, complimentary newspapers in the lobby, and a library. This hotel has 3 meeting rooms available for events. Free self parking is available onsite. Make yourself at home in one of the 25 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include complimentary bottled water and irons/ironing boards, as well as phones with free local calls.
9.0/10
Great100 review
Price per night from:US$152

Coho Inn & Motor Lodge

Hotel near Weston
When you stay at COHO Inn & Motor Lodge in Weston, you'll be near ski lifts, within a 5-minute drive of Mill Museum and Weston Playhouse. This motel is 13.4 mi (21.6 km) from Okemo Mountain Resort and 16 mi (25.8 km) from Stratton Mountain Resort. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this motel include concierge services, gift shops/newsstands, and a fireplace in the lobby. Grab a bite from the snack bar/deli serving guests of COHO Inn & Motor Lodge. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 9:30 AM. The front desk is staffed during limited hours. Free self parking is available onsite. Stay in one of 13 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment.
9.6/10
Amazing27 review
Price per night from:US$160

Fullerton Inn & Restaurant

Hotel near Chester
Located in Chester (Chester Depot), Fullerton Inn is within a 15-minute drive of Vermont Country Store and Springfield Hospital. This inn is 10.7 mi (17.2 km) from Lowell Lake State Park and 11.3 mi (18.2 km) from Baltimore Covered Bridge. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. At Fullerton Inn, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 9:30 AM. Featured amenities include a business center and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 21 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms with bathtubs feature designer toiletries and hair dryers.
8.0/10
Very Good99 review
Price per night from:US$129

Stone Hearth Inn and Eatery

Hotel near Chester
With a stay at Stone Hearth Inn and Eatery in Chester, you'll be 8.5 mi (13.7 km) from Vermont Country Store and 11 mi (17.6 km) from Magic Mountain Ski Resort. This bed & breakfast is 11 mi (17.7 km) from Weston Playhouse and 14.7 mi (23.7 km) from Okemo Mountain Resort. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. A complimentary buffet breakfast is served daily from 7:30 AM to 10:30 AM. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 8 air-conditioned rooms featuring Smart televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided on request.
9.1/10
Great51 review
Price per night from:US$307

FAQs About Hotels in Windsor County

What hotel deals are available in Windsor County?

Trip.com offers various events and deals to its users all year round. You can check the deals page to view Trip.com deals.

What are the best hotels with a spa in Windsor County?

Planning a trip? A spa visit can be a wonderful part of your travel experience. The Pointe at Castle Hill Resort & Spa (from US$172), On the River Inn (from US$125) and Woodstock Inn & Resort (from US$382) provide highly rated spa services.

Which hotels in Windsor County have swimming pools?

Which hotels in Windsor County offer free WiFi?

Whether you are travelling for business or vacation, an internet connection is a must for your trip. White River Inn & Suites (from US$99), Super 8 by Wyndham White River Junction (from US$79) and The Shire Woodstock (from US$119) are popular hotels with free Wi-Fi.

Which hotels in Windsor County have fitness facilities?

Which hotels in Windsor County provide high-quality breakfasts?

Which luxury hotels do you recommend in Windsor County?

Windsor County has many luxury hotels with different styles, Woodstock Inn & Resort (from US$382) is very popular.

What is the average hotel price in Windsor County?

For hotels in Windsor County, the average price on weekdays is US$367, the average price on weekends (Friday–Saturday) is US$468.

What are the most popular hotels in Windsor County?

Windsor County has many popular hotels. Whether you're traveling for business or going on a vacation, White River Inn & Suites (from US$99), Super 8 by Wyndham White River Junction (from US$79) and The Shire Woodstock (from US$119) are preferred hotels.

Hotel Information for Tourists

Number of Reviews
3,453
Total Properties
226
Weekday Avg. Price
US$367
Weekend Avg. Price
US$468
Trending hotel
White River Inn & Suites