Book Cheap Hotels in Windsor

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Most frequently booked Windsor hotels

Fat Sheep Farm & Cabins

122 Best Rd Windsor VT

9.54 km from city centre

CA $297

CA $400 total

Oct 22 - Oct 23

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

Align Inn Vermont

5817 Woodstock Rd Quechee VT

17.55 km from city centre

CA $302

CA $332 total

Oct 18 - Oct 19

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

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

Free cancellation

Reserve now, pay when you stay

37.03 km from city centre

CA $189

CA $218 total

Oct 19 - Oct 20

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

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH

Free cancellation

Reserve now, pay when you stay

17.54 km from city centre

CA $231

CA $251 total

Oct 19 - Oct 20

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

Woodstock Inn & Resort

Fourteen The Green Woodstock VT

19.16 km from city centre

CA $1,014

CA $1,177 total

Oct 25 - Oct 26

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

Hilton Garden Inn Hanover Lebanon

35 Labombard Rd Lebanon NH

Free cancellation

Reserve now, pay when you stay

22.77 km from city centre

CA $318

CA $345 total

Sep 27 - Sep 28

includes taxes & fees

Book a stay at this business-friendly hotel in Lebanon. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions AVA Gallery and Art Center and Lebanon Opera House are located nearby.

Pool

Pet-friendly

Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd Killington VT

Free cancellation

Reserve now, pay when you stay

36.77 km from city centre

CA $230

CA $253 total

Oct 25 - Oct 26

includes taxes & fees

Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.

Hot tub

Pet-friendly

The Jackson

43 Senior Lane Woodstock VT

19.67 km from city centre

CA $363

CA $400 total

Oct 25 - Oct 26

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

Hotel Coolidge

39 South Main Street White River Junction VT

19.46 km from city centre

CA $252

CA $277 total

Sep 30 - Oct 1

includes taxes & fees

Book a stay at this business-friendly hotel in White River Junction. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Briggs Opera House and Barrette Center for the Arts are located nearby.

Pet-friendly

Parking included

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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

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	2,699 hotels
Lowest Price	CA $218
Highest Price	CA $1,177
Popular hotels	Fat Sheep Farm & Cabins, Align Inn Vermont, The Mountain Inn at Killington, Fireside Inn & Suites West Lebanon, Woodstock Inn & Resort, Hilton Garden Inn Hanover Lebanon, Killington Mountain Lodge, Tapestry Collection by Hilton, The Jackson , Hotel Coolidge

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 $218 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 2,699 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.