Find & compare winery hotels in Southwest Wisconsin, WI from $58
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Top Southwest Wisconsin Winery Hotels

Draft Horse Inn and Suites

Cedarberry Inn

Residence Inn by Marriott Madison West/Middleton

Courtyard by Marriott Madison West Middleton

Fairfield Inn & Suites by Marriott Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

Staybridge Suites Middleton Madison-West by IHG

Country Inn & Suites by Radisson, Madison West, WI

Holiday Inn Hotel & Suites Madison West - Middleton by IHG

Marriott Madison West

Baymont by Wyndham Madison West/Middleton WI West

Comfort Suites Madison West - Middleton
Southwest Wisconsin winery hotels
Drink in the view at a winery hotel
A trip to wine country is a lovely way to bond with your best friends or invigorate your relationship. Plan a group break or a couples getaway with Travelocity, and enjoy great conversation, stunning scenery, and of course, plenty of wine. If you prefer solo travel, a winery trip is also an excellent way to make new friends or spend some reflective time. Southwest Wisconsin winery tours keep the pinot flowing and the schedule going, so all you have to do is enjoy the ride. See the best wineries in Southwest Wisconsin and soak up vineyard scenes as you learn about varietals. Pick your favorites and purchase a few bottles to savor at home.
Taste the difference at Southwest Wisconsin wineries with lodging
When you stay at Southwest Wisconsin wineries, half your travel planning is taken care of. No need to worry about where to eat and drink, where to stay, and what to do. Winding through wine country and stopping to taste the best area offerings, you’ll wonder if there’s any other way to live. After all, what’s better than leisurely, flavor-filled travel?
Southwest Wisconsin winery hotels let you take every day at your own pace and enjoy the tastes. On a winery trip, the rules are simple: enjoy yourself. There’s no one to say breakfast wine isn’t a thing or that more than two afternoon naps is too many. This is your time to relax and do what you usually only reserve for Saturdays—drink wine, be with loved ones, meet new people, and have a blast.
Southwest Wisconsin hotels essential information
Accommodation | 3,681 hotels |
|---|---|
Lowest Price | $58 |
Highest Price | $134 |
Popular hotels | Draft Horse Inn and Suites, Cedarberry Inn, Staybridge Suites Middleton Madison-West by IHG, Courtyard by Marriott Madison West Middleton, Country Inn & Suites by Radisson, Madison West, WI, Hilton Garden Inn Madison West/Middleton, Residence Inn by Marriott Madison West/Middleton, Fairfield Inn & Suites by Marriott Madison West/Middleton, Marriott Madison West, Comfort Suites Madison West - Middleton, Holiday Inn Hotel & Suites Madison West - Middleton by IHG, Baymont by Wyndham Madison West/Middleton WI West |
Recent Southwest Wisconsin hotel reviews by fellow wanderers

Hampton Inn & Suites Madison-West
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