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Find Romantic Hotels in Windsor, WI from CA $75

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    Check prices for these dates, December 14–15, 2026

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    Our top choices for Windsor romantic hotels

    1. Cambria Hotel Madison East

    A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.

    2. Courtyard by Marriott Madison East

    An outdoor patio area with wicker furniture, a central fire pit, and a building with a brick facade in the background.

    3. Home2 Suites By Hilton Madison East

    An outdoor patio area with a fire pit, seating, and a grill.

    4. MainStay Suites Madison Airport

    A modern living room with a teal sofa, wooden coffee table, and yellow cushions. A reception desk with a TV and a sign reading "LAPLIKE HOME" is in the background.

    5. Comfort Inn & Suites Madison - Airport

    A modern lobby with a seating area, a flat-screen TV, and large windows offering a view of the outside.

    6. The Mill Hotel

    A restaurant with wooden beams, a bar area, and teal chairs.

    7. Motel 6 Madison, WI - East

    A compact room with a brick wall, a flat-screen TV, a microwave, and a refrigerator.

    8. Valued Stay Aloha

    A reception area with a counter, two red chairs, a large window, and a sign that reads "Aloha".

    9. Hampton Inn & Suites Madison-West

    A spacious lounge area with a sofa set, a coffee table, and a fireplace.

    10. AmericInn by Wyndham Madison West

    A modern indoor space with seating, a stone accent wall, and large windows.

    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.

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    Top Windsor Hotel Reviews

    The Madison Concourse Hotel and Governor's Club

    A modern restaurant with a bar area, large windows with a city view, and a unique ceiling light fixture.

    Cambria Hotel Madison East

    A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.

    The Edgewater

    A waterfront hotel with outdoor seating and a view of the sunset over the water.

    Home2 Suites By Hilton Madison East

    An outdoor patio area with a fire pit, seating, and a grill.

    Hampton Inn & Suites Madison / Downtown

    A modern hotel with a glass facade, multiple floors, and a prominent entrance with outdoor seating.

    The Mill Hotel

    A restaurant with wooden beams, a bar area, and teal chairs.

    Hampton Inn & Suites Madison-West

    A spacious lounge area with a sofa set, a coffee table, and a fireplace.

    Mansion Hill Inn

    A balcony with ornate metal railings, a wooden door, and a seating area with chairs and a table.

    Hotel Ruby Marie

    A brick building with a green awning, surrounded by colorful flowers and trees.

    Mendota Lake House Inn

    A wooden deck with outdoor furniture, a view of the lake, and a railing.

    Frequently Asked Questions

    Searching for romantic hotels in Windsor?

    Are you looking for a romantic vacation? Our guests also enjoy Windsor for its restaurants. If you want to explore the area, you might head to Mousehouse Cheesehaus. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.

    When is the best time of year for a romantic getaway to Windsor?

    If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Windsor: The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, December, March, and November, with each month seeing an average of 9 inches of snowfall.

    What is there to do in Windsor?

    There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Windsor has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Windsor for its restaurants. Mousehouse Cheesehaus is one of the local sights that might be worth a stop.

    What’s the best way to get to Windsor and around town during my romantic getaway?

    This information about transportation options in Windsor might help your romantic trip get off to a smooth start: To get to Windsor, you can fly into Dane County Regional Airport (MSN), which is the closest major airport, located 5.6 mi (9.1 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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