Book Cheap Hotels in Windsor

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

Apr 26 - Apr 27

Tomorrow night

Apr 27 - Apr 28

Next weekend

May 1 - May 3

Most frequently booked Windsor hotels

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 $201

CA $221 total

Apr 30 - May 1

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

Woodstock Inn & Resort

Fourteen The Green Woodstock VT

19.16 km from city centre

CA $422

CA $525 total

Apr 27 - Apr 28

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 Quechee Gorge Bridge and Middle Covered Bridge are located nearby.

Pool

Hot tub

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 $190

CA $206 total

May 10 - May 11

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 Quechee Gorge Bridge and Barrette Center for the Arts are located nearby.

Pool

Hot tub

Align Inn Vermont

5817 Woodstock Rd Quechee VT

Free cancellation

Reserve now, pay when you stay

17.55 km from city centre

CA $148

CA $162 total

Apr 27 - Apr 28

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 $183

CA $212 total

Apr 27 - Apr 28

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

Hotel Coolidge

39 South Main Street White River Junction VT

Free cancellation

19.46 km from city centre

CA $127

CA $140 total

Apr 29 - Apr 30

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 Quechee Gorge Bridge and Briggs Opera House are located nearby.

Pet-friendly

Parking included

Holiday Inn Express Hotel & Suites White River Junction by IHG

121 Ballardvale Dr White River Junction VT

Free cancellation

18.52 km from city centre

CA $178

CA $195 total

May 24 - May 25

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 breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Upper Valley Aquatic Center are located nearby.

Breakfast included

Parking included

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

23.67 km from city centre

CA $187

CA $213 total

Apr 27 - Apr 28

includes taxes & fees

Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

Pool

Hot tub

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

485 Hotel Road Brownsville VT

Free cancellation

6.98 km from city centre

CA $190

CA $229 total

May 4 - May 5

includes taxes & fees

Stay at this resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.

Restaurant

Air conditioning

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

Pamper Yourself at Jackson Gore

Ludlow VT

9.8/10 Exceptional! (22 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	2,687 hotels
Lowest Price	CA $140
Highest Price	CA $525
Popular hotels	Killington Mountain Lodge, Tapestry Collection by Hilton, Woodstock Inn & Resort, Fireside Inn & Suites West Lebanon, Align Inn Vermont, The Mountain Inn at Killington, Hotel Coolidge, Holiday Inn Express Hotel & Suites White River Junction by IHG, Pointe at Castle Hill Resort, Holiday Inn Club Vacations Mount Ascutney Resort by IHG

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 $140 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 2,687 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

Hotel Coolidge

5 out of 5

Posted 7 hours ago

Travelocity Verified Review

"Very quaint hotel, not for someone who wants every modern convenience but a find for those of us looking for a homey feel and ambiance. Raised floor in the bathroom, water pressure took a while to get going, and the parking was a challenge for me but a good night's sleep in an historic venue in downtown White River Junction. The folks at the front desk were very helpful and personable."

A verified traveller stayed at Hotel Coolidge