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Find Hotels with Connecting Rooms in Windsor, WI

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Our top choices for Windsor hotels with connecting rooms

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor
2.0 star property
Windsor
7.2 out of 10, Good, (1000)
"Everything was great! Nice and clean rooms, close to the city, and easy to find are on the top of my list for this spot."
United States
Adrian
$62 nightly
The price is $65
Dec 28 - Dec 29
Total with taxes and fees
Days Inn by Wyndham Madison NE/Windsor

Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West
2.5 star property
Madison
9.0 out of 10, Wonderful, (1009)
"Nice place to stay with the family."
United States
cory
$67 nightly
The price is $78
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hampton Inn & Suites Madison-West

Baymont Inn & Suites by Wyndham Madison

Baymont Inn & Suites by Wyndham Madison
2.5 star property
Leopold
7.2 out of 10, Good, (1492)
"Short stay. Was fine"
United States
Tom
$51 nightly
The price is $59
Jan 12 - Jan 13, 2026
Total with taxes and fees
Baymont Inn & Suites by Wyndham Madison

Best Western East Towne Suites

Best Western East Towne Suites
2.5 star property
Madison
8.2 out of 10, Very Good, (1003)
"Room was clean, parking is easy, breakfast was good, staff was friendly and available. "
United States
BARBARA
$85 nightly
The price is $98
Dec 16 - Dec 17
Total with taxes and fees
Best Western East Towne Suites

Hilton Garden Inn Madison Downtown

Hilton Garden Inn Madison Downtown
3.0 star property
Downtown Madison
9.4 out of 10, Exceptional, (821)
"Nicest Garden Inn I’ve ever stayed in. "
United States
Martin
$95 nightly
The price is $110
Dec 20 - Dec 21
Total with taxes and fees
Hilton Garden Inn Madison Downtown

Hilton Madison Monona Terrace

Hilton Madison Monona Terrace
4.0 star property
Downtown Madison
8.6 out of 10, Excellent, (1004)
"Great rooms and staff."
United States
Jordan
$112 nightly
The price is $129
Dec 22 - Dec 23
Total with taxes and fees
Hilton Madison Monona Terrace

Country Inn & Suites by Radisson, Madison West, WI

Country Inn & Suites by Radisson, Madison West, WI
2.5 star property
Middleton
8.8 out of 10, Excellent, (1005)
"Clean room and good breakfast "
United States
lindsay
$71 nightly
The price is $81
Dec 16 - Dec 17
Total with taxes and fees
Country Inn & Suites by Radisson, Madison West, WI

DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East
4.0 star property
Greater Sandburg
9.4 out of 10, Exceptional, (1003)
"Friendly staff, clean rooms, really enjoyed my stay!"
United States
Laura
$106 nightly
The price is $122
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Madison East

Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90
2.5 star property
Lodi
8.8 out of 10, Excellent, (1001)
"Friendly, warm, clean, everything a traveler needs for a night."
United States
Brianne
$61 nightly
The price is $64
Dec 31 - Jan 1, 2026
Total with taxes and fees
Quality Inn & Suites Lodi I-90

Holiday Inn Express Deforest by IHG

Holiday Inn Express Deforest by IHG
2.5 star property
De Forest
8.6 out of 10, Excellent, (577)
"Room and common area clean. Good pool and hot tub.Staff courteous. Parking lot plowed after major snow storm.Conveniently located."
United States
Douglas
$88 nightly
The price is $97
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Deforest by IHG
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 Windsor Hotel Reviews

Frequently asked questions

How much do hotels with connecting rooms in Windsor cost?
Hotels with connecting rooms in Windsor range from $59 to $129 per night. These stays provide lots of space for your entire crew at a price that fits your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Windsor?
Take your pick of multiple hotels with connecting rooms in Windsor with a total average guest review rating of 8.4. Holiday Inn Express & Suites Madison, an IHG Hotel comes highly recommended if you're with a group or you just want to spread out. This 2.5-star property also has pool sun loungers and a swimming pool. Hampton Inn Madison East Towne Mall Area is another top option with connecting rooms. It has a 2.5-star rating and conveniences such as hypo-allergenic bedding and a swimming pool.
How many hotels with adjoining rooms are there in Windsor?
You can choose from 1 hotels with adjoining rooms in Windsor. No matter if you're traveling with the little ones or organizing a weekend escape with some friends, Expedia can help you find the best space for your entire crew.
What are the best cheap hotels with connecting rooms in Windsor?
With hotels with connecting rooms starting at just $59 per night, it may be tempting to extend your stay in Windsor! One option that's easy on your finances is Holiday Inn Express & Suites Madison, an IHG Hotel. It comes with the space you're after as well as pool sun loungers and a swimming pool. Another economical choice is Hampton Inn Madison East Towne Mall Area. In addition to connecting rooms, it features premium bedding and a swimming pool. When you're ready to get acquainted with Windsor, visit Mousehouse Cheesehaus. This attraction is free if you also want to sightsee on a budget. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Windsor?
Many travelers needing a family-friendly hotel with connecting rooms in Windsor choose Holiday Inn Express & Suites Madison, an IHG Hotel. With a 2.5-star rating and amenities such as complimentary breakfast and WiFi, you're sure to feel right at home here. Courtyard by Marriott Madison East is a 3-star stay that also has connecting rooms. A picnic area and WiFi help make it a comfy base for your Windsor getaway. After checking in and chilling in your comfy new digs, it's time to hit the road and start sightseeing. Lake Mendota and Olbrich Botanical Gardens are top family-friendly attractions in Windsor.
Why book your hotel with connecting rooms in Windsor with Expedia?
Reserving a hotel with connecting rooms in Windsor is as simple as clicking on your travel dates and selecting a place that meets your requirements. In search of something affordable or upmarket, or a property that also comes with free WiFi? Use Expedia's search filters to further narrow your search results and find the perfect pad.
How can I find cheap hotels with connecting rooms in Windsor?
A good way to uncover cheap hotels with connecting rooms in Windsor is with Expedia's convenient filter tool. Narrow down your search results by star rating, budget and amenities to nab unbeatable bargains in just a few clicks.
What is there to do in Windsor near my hotel with connecting rooms?
Once you've unpacked your bags, get out and discover the fun things Windsor has to offer. Mousehouse Cheesehaus is a top attraction to add to your to-do list.

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