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Check prices in Windsor for tonight, Oct 7 - Oct 8
Oct 7 - Oct 8
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Oct 8 - Oct 9
This weekend
Check prices in Windsor for this weekend, Oct 9 - Oct 11
Oct 9 - Oct 11
Next weekend
Check prices in Windsor for next weekend, Oct 16 - Oct 18
Oct 16 - Oct 18

Most frequently booked Windsor hotels

Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins

3 out of 5
122 Best Rd Windsor VT
9.54 km from city centre
The price is CA $189 per night
CA $189
CA $283 total
Nov 3 - Nov 4
includes taxes & fees
Stay at this cabin in Windsor. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartland Public Library and Path of Life Garden are located nearby.
Kitchen
Pet-friendly
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
Free cancellation
Reserve now, pay when you stay
17.54 km from city centre
The price is CA $188 per night
CA $188
CA $203 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in West Lebanon. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the pool in our reviews. Popular attractions Barrette Center for the Arts and New England Transportation Institute and Museum are located nearby.
Pool
Hot tub
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Free cancellation
Reserve now, pay when you stay
37.03 km from city centre
The price is CA $191 per night
CA $191
CA $220 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Pool
Breakfast included
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive White River Junction VT
Free cancellation
Reserve now, pay when you stay
18.65 km from city centre
The price is CA $139 per night
CA $139
CA $153 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Upper Valley Aquatic Center and Barrette Center for the Arts are located nearby.
Pool
Breakfast included
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
17.55 km from city centre
The price is CA $178 per night
CA $178
CA $196 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Quechee Gorge Village are located nearby.
Pool
Breakfast included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
19.16 km from city centre
The price is CA $624 per night
CA $624
CA $749 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.
Pool
Hot tub
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
Free cancellation
Reserve now, pay when you stay
27.39 km from city centre
The price is CA $268 per night
CA $268
CA $326 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.
Pool
Hot tub
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 out of 5
285 Thundering Brook Road Killington VT
39.41 km from city centre
The price is CA $168 per night
CA $168
CA $220 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this family-friendly hotel in Killington. Enjoy free breakfast, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Killington Resort and Gifford Woods State Park are located nearby.
Hot tub
Breakfast included
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
19.67 km from city centre
The price is CA $200 per night
CA $200
CA $220 total
Nov 3 - Nov 4
includes taxes & fees
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions Union Arena Community Center and Five Elm Arches are located nearby.
Parking included
Free WiFi
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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

Pamper Yourself at Jackson Gore

Pamper Yourself at Jackson Gore

Ludlow VT
9.8/10 Exceptional! (23 reviews)
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.

Windsor hotels essential information

Accommodation
2,711 hotels
Lowest Price
CA $153
Highest Price
CA $749
Popular hotels
Fat Sheep Farm & Cabins, Fireside Inn & Suites West Lebanon, The Mountain Inn at Killington, White River Inn and Suites, Align Inn Vermont, Woodstock Inn & Resort, Jackson Gore Village, A Vail Resorts Property, Mountain Meadows Lodge, The Jackson

Frequently asked questions

What are the top kid-friendly hotels in Windsor?
From carefully considered amenities to extra room, kid-friendly hotels come with features that can help turn a good family vacation into a fabulous one. These Windsor properties make vacationing with the youngsters a breeze: The whole team will love staying at Snapdragon Inn. Complimentary breakfast and a picnic area are just a couple of the things that help make this place a sought-after option. Also consider Windsor Mansion Inn. It offers a trampoline, complimentary breakfast and ample opportunities for family time.
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 CA $153 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 2,711 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 January, August and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, May and October.
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

Mountain Meadows Lodge

Mountain Meadows Lodge

4 out of 5
Posted 19 hours ago
Travelocity Verified Review
"The farmhouse room was small and not to the standards of the lodge room. Our group all booked at the same time and our similar priced room was did not include a deck or the other amenities. The staff was superior and the general facility was incredible. Not sure why we were placed in a room that would have otherwise cost $100 less."
A verified traveller stayed at Mountain Meadows Lodge
Mountain Meadows Lodge