Book Hotels in Windsor, Vermont

Wander wisely with the Travelocity Price Match Guarantee

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Windsor

Tonight
Check prices in Windsor for tonight, Jun 4 - Jun 5
Jun 4 - Jun 5
Tomorrow night
Check prices in Windsor for tomorrow night, Jun 5 - Jun 6
Jun 5 - Jun 6
Next weekend
Check prices in Windsor for next weekend, Jun 9 - Jun 11
Jun 9 - Jun 11

Most frequently booked Windsor hotels

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road, West Lebanon, NH, 03784
Free Cancellation
Reserve now, pay when you stay
10.89 mi from city center
The price is $143 per night
$143
per night
Jun 11 - Jun 12
This hotel features an indoor pool, a spa tub, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Hotel Coolidge

Hotel Coolidge

3 out of 5
39 South Main Street, White River Junction, VT, 05001
Free Cancellation
12.09 mi from city center
The price is $103 per night
$103
per night
Jun 7 - Jun 8
A restaurant, free self parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. A coffee shop, a terrace, and a lobby fireplace are also on offer.
Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon

3 out of 5
10 Morgan Drive, Lebanon, NH, 03766
Free Cancellation
Reserve now, pay when you stay
14.9 mi from city center
The price is $161 per night
$161
per night
Jun 18 - Jun 19
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 9 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a snack bar/deli are also offered.
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive, White River Junction, VT, 05001
Free Cancellation
11.58 mi from city center
The price is $149 per night
$149
per night
Jun 7 - Jun 8
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free Internet in public areas. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT, 05751
Free Cancellation
Reserve now, pay when you stay
23.51 mi from city center
The price is $112 per night
$112
per night
Jun 5 - Jun 6
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT, 05091
11.9 mi from city center
The price is $384 per night
$384
per night
Jun 7 - Jun 8
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 spa tubs and indoor pool.
Jackson Gore Village

Jackson Gore Village

3 out of 5
111 Jackson Gore Road, Ludlow, VT
16.95 mi from city center
The price is $187 per night
$187
per night
Jun 5 - Jun 6
Ski-in/ski-out access, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.
Holiday Inn Express Hotel & Suites White River Junction, an IHG Hotel

Holiday Inn Express Hotel & Suites White River Junction, an IHG Hotel

2.5 out of 5
121 Ballardvale Dr, White River Junction, VT, 05001
Free Cancellation
11.5 mi from city center
The price is $179 per night
$179
per night
Jul 2 - Jul 3
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

3 out of 5
35 Labombard Rd, Lebanon, NH, 03766
Free Cancellation
Reserve now, pay when you stay
14.13 mi from city center
The price is $186 per night
$186
per night
Jul 2 - Jul 3
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Don't see what you're looking for?
See all available properties in Windsor
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top hotels in Windsor for Extended Stay

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Seize your some day

Windsor Hotel & Travel Guide\n

Thinking about exploring Central Vermont- Killington? To experience it as the locals do, reserve places to base your trip that are within an easy drive from the excitement of Windsor. Travelocity's hotel guide presently has listed 5 accommodations in and around the CBD district and surrounds of Windsor.

The Holiday Inn Club Vacations Ascutney Mountain Resort is the nearest hotel to the downtown area of Windsor and it's simply a brief drive away.

13 miles (21 kilometers) from downtown Windsor, you will find the Castle Hill Resort And Spa. Alternatively, the Inn at Clearwater Pond can be found approximately 9 miles (15 kilometers) away. The Woodstock Inn & Resort along with the Mountain Lodge at Okemo Mountain Resort are some other Travelocity-listed accommodation options in Windsor.

Keen on discovering even more of the forests and mountains that this area features? What if you take some time in nearby places in Central Vermont? Take part in snowboarding, skiing and cross-country skiing or venture out to see the area's diverse cultural and scenic sights. Comfortable Travelocity-listed hotels are located nearby.

20 miles (32 kilometers) to the northwest of Windsor, you can find Killington, which is where you can visit Killington Ski Resort and Green Mountain National Golf Course. The Killington Grand Resort Hotel and Mountain Green Ski & Golf Resort are just a handful of the Travelocity hotel options in Killington. Or, you could stay in Rutland, 30 miles (45 kilometers) west of Windsor, where you can choose between the Hampton Inn Rutland and Holiday Inn Rutland-Killington Area. The Pine Hill Park and Vermont State Fairgrounds are a couple of the most popular sites to explore in Rutland.

Just because you are on a break, should not mean that you can't enjoy your love for a day at the stadium. Find Verizon Wireless Arena 60 miles (98 kilometers) to the southeast of Windsor. And travelers wishing to sleep close to the action can take their choice from the Hilton Garden Inn Manchester Downtown or the Radisson Hotel Manchester Downtown.

If you are traveling via Lebanon Municipal Airport and would like to stay nearby, try Hampton Inn White River Junction or Fireside Inn & Suites West Lebanon.

Frequently asked questions

What are the top kid-friendly hotels in Windsor?
Family vacations are where lifelong memories are made, but it’s no secret that traveling with youngsters can be tricky. These kid-friendly Windsor hotels come with perks designed to keep travelers of all ages relaxed and happy: Windsor Mansion Inn will help make your adventure the best one yet. It comes with a range of conveniences geared toward families, such as a cafe and a firepit. Also check out the deals at Beautiful home offering privacy on 7 acres with sledding hill and private pond. It offers a king bed, a travel crib and ample opportunities to hang out as a family.
Where can I find cheap hotels in Windsor?
At Travelocity you’ll find really nice hotels in Windsor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windsor rather than in Windsor. We may find you even better rates, too.
How do I find the best Windsor hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Windsor then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Windsor?
The cheapest hotel in Windsor is $103. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Windsor?
There are 2,293 hotels in Windsor on Travelocity.
What are the best hotels in Windsor?
Windsor has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windsor for you!
When is the best time to visit Windsor?
If you want the joy of a fun-filled trip in peak season, visit Windsor during . If you’d prefer the peace of off-season, book a stay during quieter months, such as .
When is the cheapest time to stay in Windsor?
Based on historic data is usually the cheapest month to visit Windsor. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Windsor?
There are multiple hotels in Windsor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windsor. We have plenty of kid-friendly hotels in Windsor to choose from on Travelocity!
Why book a hotel in Windsor through Travelocity?
Because we have the top hotels in Windsor! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Windsor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Windsor hotel reviews by fellow wanderers

  • Hilton Garden Inn Hanover Lebanon

    Hilton Garden Inn Hanover Lebanon

    5 out of 5
    Posted 10 hours ago
    Travelocity Verified Review
    "Meets all the requirements for visitors (esp parents/relatives visiting Dartmouth College). Sarah and Christopher were very hospitable and accommodating. We will be back."
    A verified traveler stayed at Hilton Garden Inn Hanover Lebanon
    Hilton Garden Inn Hanover Lebanon

Types of hotels

Hotels near…

Areas of Windsor