Book Cheap Hotels in Windsor

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Check hotel availability in Windsor

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Check prices in Windsor for tonight, Jan 15 - Jan 16
Jan 15 - Jan 16
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Jan 16 - Jan 17
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Check prices in Windsor for this weekend, Jan 16 - Jan 18
Jan 16 - Jan 18
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Check prices in Windsor for next weekend, Jan 23 - Jan 25
Jan 23 - Jan 25

Most frequently booked Windsor hotels

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
Get rates
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 Briggs Opera House are located nearby.
Pool
Breakfast included
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 $227 per night
CA $227
CA $249 total
Jan 20 - Jan 21
includes taxes & fees
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Hot tub
Pet-friendly
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
37.03 km from city centre
The price is CA $271 per night
CA $271
CA $314 total
Jan 20 - Jan 21
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 Pico Mountain at Killington Ski Resort are located nearby.
Pool
Breakfast included
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
23.67 km from city centre
The price is CA $210 per night
CA $210
CA $240 total
Feb 8 - Feb 9
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
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 $443 per night
CA $443
CA $548 total
Jan 19 - Jan 20
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
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 $150 per night
CA $150
CA $165 total
Jan 19 - Jan 20
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
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr Killington VT
Free cancellation
Reserve now, pay when you stay
37.86 km from city centre
Get rates
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Pool
Parking 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 $177 per night
CA $177
CA $223 total
Jan 25 - Jan 26
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 New England Transportation Institute and Museum and Briggs Opera House are located nearby.
Pool
Hot tub
Hampton Inn White River Junction

Hampton Inn White River Junction

2.5 out of 5
104 Ballardvale Dr White River Junction VT
Free cancellation
Reserve now, pay when you stay
18.64 km from city centre
The price is CA $170 per night
CA $170
CA $187 total
Jan 27 - Jan 28
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 Upper Valley Aquatic Center and Briggs Opera House are located nearby.
Pool
Breakfast included
Don't see what you're looking for?
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
9.6/10 Exceptional! (19 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
2,652 hotels
Lowest Price
CA $165
Highest Price
CA $548
Popular hotels
White River Inn and Suites, Killington Mountain Lodge, Tapestry Collection by Hilton, The Mountain Inn at Killington, Pointe at Castle Hill Resort, Woodstock Inn & Resort, Align Inn Vermont, North Star Lodge and Resort, Fireside Inn & Suites West Lebanon, Hampton Inn White River Junction

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 $165 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 2,652 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

The Mountain Inn at Killington

The Mountain Inn at Killington

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Check in service Breakfast"
A verified traveller stayed at The Mountain Inn at Killington
The Mountain Inn at Killington

Types of hotels

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Areas of Windsor