Book Cheap Hotels in Windsor

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Check hotel availability in Windsor

Tonight
Check prices in Windsor for tonight, Dec 18 - Dec 19
Dec 18 - Dec 19
Tomorrow night
Check prices in Windsor for tomorrow night, Dec 19 - Dec 20
Dec 19 - Dec 20
This weekend
Check prices in Windsor for this weekend, Dec 19 - Dec 21
Dec 19 - Dec 21
Next weekend
Check prices in Windsor for next weekend, Dec 26 - Dec 28
Dec 26 - Dec 28

Most frequently booked Windsor hotels

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

2 out of 5
6311 Rostad Dr Windsor WI
Free cancellation
Reserve now, pay when you stay
2.82 km from city centre
The price is CA $86 per night
CA $86
CA $90 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mousehouse Cheesehaus and Token Creek Park are located nearby.
Pool
Hot tub
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Free cancellation
Reserve now, pay when you stay
16.23 km from city centre
The price is CA $172 per night
CA $172
CA $199 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Pool
Hot tub
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
483 Commerce Dr Madison WI
Free cancellation
Reserve now, pay when you stay
23.32 km from city centre
The price is CA $95 per night
CA $95
CA $110 total
Jan 9 - Jan 10, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and West Towne Mall are located nearby.
Pool
Hot tub
Baymont by Wyndham Madison West/Middleton WI West

Baymont by Wyndham Madison West/Middleton WI West

2.5 out of 5
8102 Excelsior Dr Madison WI
Free cancellation
Reserve now, pay when you stay
21.58 km from city centre
The price is CA $83 per night
CA $83
CA $96 total
Jan 18 - Jan 19, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Pleasant View Golf Course are located nearby.
Pool
Hot tub
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Free cancellation
Reserve now, pay when you stay
10.41 km from city centre
The price is CA $146 per night
CA $146
CA $168 total
Jan 18 - Jan 19, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions East Towne Mall and Olbrich Botanical Gardens are located nearby.
Pool
Pet-friendly
The Edgewater

The Edgewater

4.5 out of 5
1001 Wisconsin Place Madison WI
Free cancellation
Reserve now, pay when you stay
15.96 km from city centre
The price is CA $210 per night
CA $210
CA $277 total
Dec 29 - Dec 30
includes taxes & fees
Book a stay at this luxury hotel in Madison. Enjoy a full-service spa, 4 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Hot tub
Spa
Tru by Hilton Madison West, WI

Tru by Hilton Madison West, WI

2.5 out of 5
8102 Watts Rd. Madison WI
Free cancellation
Reserve now, pay when you stay
23.25 km from city centre
The price is CA $96 per night
CA $96
CA $110 total
Jan 2 - Jan 3, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Camp Randall Stadium and West Towne Mall are located nearby.
Breakfast included
Pet-friendly
La Quinta Inn & Suites by Wyndham Madison American Center

La Quinta Inn & Suites by Wyndham Madison American Center

3 out of 5
5217 E Terrace Dr Madison WI
Free cancellation
Reserve now, pay when you stay
9.22 km from city centre
The price is CA $104 per night
CA $104
CA $120 total
Dec 21 - Dec 22
includes taxes & fees
Stay at this hotel in Madison. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions East Towne Mall and Token Creek Park are located nearby.
Pool
Hot tub
Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

2.5 out of 5
440 West Johnson Street Madison WI
Free cancellation
Reserve now, pay when you stay
16.74 km from city centre
The price is CA $135 per night
CA $135
CA $155 total
Dec 25 - Dec 26
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center 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 family friendly Windsor hotel deals

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

6311 Rostad Dr Windsor WI
The price is CA $86 per night from Dec 28 to Dec 29
CA $86
CA $90 total
Dec 28 - Dec 29
includes taxes & fees
7/10 Good! (1,000 reviews)

Top cheap Windsor hotel deals

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

6311 Rostad Dr Windsor WI
The price is CA $86 per night from Dec 28 to Dec 29
CA $86
CA $90 total
Dec 28 - Dec 29
includes taxes & fees
7/10 Good! (1,000 reviews)

Top hotels in Windsor for Extended Stay

Apartment Suite Penthouse located at hotel on Madison's east side!

Apartment Suite Penthouse located at hotel on Madison's east side!

Madison WI
10/10 Exceptional! (2 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
398 hotels
Lowest Price
CA $90
Highest Price
CA $277
Popular hotels
Days Inn by Wyndham Madison NE/Windsor, The Madison Concourse Hotel and Governor's Club, Hampton Inn & Suites Madison-West, Baymont by Wyndham Madison West/Middleton WI West, DoubleTree by Hilton Madison East, The Edgewater, Tru by Hilton Madison West, WI, La Quinta Inn & Suites by Wyndham Madison American Center, Hampton Inn & Suites Madison / Downtown

Frequently asked questions

What are the top kid-friendly hotels in Windsor?
Take some of the stress out of traveling with kids by opting for a family-friendly Windsor hotel. From well-thought-out amenities to extra-helpful services, these stays come with perks that'll help make your visit go off without a hitch: Your entourage will love staying at Super 8 by Wyndham Windsor/Madison North. Complimentary breakfast and pet-friendly facilities are among the things that help make this property an attractive option. Days Inn by Wyndham Madison NE/Windsor is another great choice. After a big day of sightseeing, come home to your comfy room and amenities like complimentary breakfast and a swimming pool.
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 $90 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 398 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 June, July and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as February, November and December.
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

Hampton Inn & Suites Madison / Downtown

Hampton Inn & Suites Madison / Downtown

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Good selection"
A verified traveller stayed at Hampton Inn & Suites Madison / Downtown
Hampton Inn & Suites Madison / Downtown

Hotels near…

Areas of Windsor