Book Cheap Hotels in Windsor

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Check hotel availability in Windsor

Tonight
Check prices in Windsor for tonight, Jun 28 - Jun 29
Jun 28 - Jun 29
Tomorrow night
Check prices in Windsor for tomorrow night, Jun 29 - Jun 30
Jun 29 - Jun 30
Next weekend
Check prices in Windsor for next weekend, Jul 3 - Jul 5
Jul 3 - Jul 5

Most frequently booked Windsor hotels

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Free cancellation
Reserve now, pay when you stay
17.55 km from city centre
The price is CA $185 per night
CA $185
CA $204 total
Jul 28 - Jul 29
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
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 $208 per night
CA $208
CA $226 total
Jul 5 - Jul 6
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
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Free cancellation
Reserve now, pay when you stay
36.77 km from city centre
The price is CA $185 per night
CA $185
CA $204 total
Jul 5 - Jul 6
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

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
19.16 km from city centre
The price is CA $623 per night
CA $623
CA $748 total
Jun 30 - Jul 1
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
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 $178 per night
CA $178
CA $205 total
Jun 29 - Jun 30
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
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

2.5 out of 5
121 Ballardvale Dr White River Junction VT
Free cancellation
18.52 km from city centre
The price is CA $247 per night
CA $247
CA $272 total
Jul 12 - Jul 13
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
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
19.49 km from city centre
The price is CA $300 per night
CA $300
CA $353 total
Jun 29 - Jun 30
includes taxes & fees
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Union Arena Community Center and Five Elm Arches are located nearby.
Pool
Hot tub
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Free cancellation
Reserve now, pay when you stay
19.16 km from city centre
The price is CA $198 per night
CA $198
CA $235 total
Jul 26 - Jul 27
includes taxes & fees
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Quechee Gorge Bridge and Billings Park and Trail are located nearby.
Pet-friendly
Parking included
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

3 out of 5
35 Labombard Rd Lebanon NH
Free cancellation
Reserve now, pay when you stay
22.77 km from city centre
The price is CA $262 per night
CA $262
CA $284 total
Jul 12 - Jul 13
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
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See all available properties in Windsor
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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! (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
2,654 hotels
Lowest Price
CA $204
Highest Price
CA $748
Popular hotels
Align Inn Vermont, Fireside Inn & Suites West Lebanon, Killington Mountain Lodge, Tapestry Collection by Hilton, Woodstock Inn & Resort, The Mountain Inn at Killington, Holiday Inn Express Hotel & Suites White River Junction by IHG, On The River Inn, The Shire Woodstock, Hilton Garden Inn Hanover Lebanon

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 $204 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 2,654 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

On The River Inn

On The River Inn

5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"This is a beautiful hotel with friendly hlpful employees. My only complaint was that the breakfast food was not hot. They need new food warmers. Otherwise a great place."
A verified traveller stayed at On The River Inn
On The River Inn