Winery Hotels in Southwest Wisconsin, WI
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Tomorrow night
Check prices in Southwest Wisconsin for tomorrow night, Dec 30 - Dec 31Featured Southwest Wisconsin Winery Hotels

Draft Horse Inn and Suites
1475 E. Blaschko Ave Arcadia WI
$127 nightly
The price is $134 total per night
$134 total
Jan 24 - Jan 25, 2026
Total with taxes and fees
Guests of Draft Horse Inn and Suites enjoy free WiFi in public areas, a meeting room, and a banquet hall. If you drive, put free parking to good use. Friendly staff can provide luggage storage, and also offer advice about sightseeing.
Breakfast included
Pet friendly

Cedarberry Inn
855 Phillips Blvd Sauk City WI
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $118 total per night
$118 total
Dec 30 - Dec 31
Total with taxes and fees
At Cedarberry Inn, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include meeting rooms, an arcade/game room, and laundry facilities.
Pool
Hot Tub

Staybridge Suites Middleton Madison-West by IHG
7790 Elmwood Ave Middleton WI
Free Cancellation
$100 nightly
The price is $114 total per night
$114 total
Dec 30 - Dec 31
Total with taxes and fees
Guests staying at Staybridge Suites Middleton Madison-West by IHG enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, access to locker space, and luggage storage. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Courtyard by Marriott Madison West Middleton
2266 Deming Way Middleton WI
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $96 total per night
$96 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard by Marriott Madison West Middleton features an indoor pool, a children's pool, and a gym. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this family-friendly hotel include free WiFi in public areas, a hot tub, and a 24-hour business center.
Pool
Hot Tub

Country Inn & Suites by Radisson, Madison West, WI
2212 Deming Way Middleton WI
Free Cancellation
$69 nightly
The price is $78 total per night
$78 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
At Country Inn & Suites by Radisson, Madison West, WI, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. Multilingual staff at the 24-hour front desk can assist with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include a hot tub, a 24-hour business center, and coffee/tea in a common area.
Pool
Hot Tub

Hilton Garden Inn Madison West/Middleton
1801 Deming Way Middleton WI
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $92 total per night
$92 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
At Hilton Garden Inn Madison West/Middleton, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include conference space, coffee/tea in a common area, and express check-out.
Pool
Pet friendly

Residence Inn by Marriott Madison West/Middleton
8400 Market St Middleton WI
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $100 total per night
$100 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Residence Inn by Marriott Madison West/Middleton, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Pool
Breakfast included

Fairfield Inn & Suites by Marriott Madison West/Middleton
8212 Greenway Blvd Middleton WI
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $84 total per night
$84 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Guests of Fairfield Inn & Suites by Marriott Madison West/Middleton have access to an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. Additional amenities include a 24-hour business center, coffee/tea in a common area, and express check-in.
Pool
Breakfast included

Marriott Madison West
1313 John Q Hammons Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Jan 23 - Jan 24, 2026
Total with taxes and fees
Guests staying at Marriott Madison West enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, self parking is USD 10.00 per night, and there's also a bus station shuttle. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a conference center, a business center, and express check-in.
Pool
Pet friendly

Comfort Suites Madison West - Middleton
1253 John Q Hammons Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $78 total per night
$78 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
At Comfort Suites Madison West - Middleton, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. You can take advantage of free parking, along with a free area shuttle. The front desk is staffed 24 hours a day to help with luggage storage and dry cleaning/laundry. Other amenities at this family-friendly hotel include a business center, an arcade/game room, and free newspapers.
Pool
Hot Tub

Holiday Inn Hotel & Suites Madison West - Middleton by IHG
1109 Fourier Dr Madison WI
Free Cancellation
$79 nightly
The price is $91 total per night
$91 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Guests of Holiday Inn Hotel & Suites Madison West - Middleton by IHG enjoy a free water park, a children's pool, and a 24-hour gym. You can take advantage of free parking, along with a free airport shuttle (available on request). The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this golf hotel include free WiFi in public areas, meeting rooms, and a conference center.
Free airport shuttle
Parking included

Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $68 total per night
$68 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At Baymont by Wyndham Madison West/Middleton WI West, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a free airport shuttle (available on request). The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Other amenities at this family-friendly hotel include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Super 8 by Wyndham Monroe WI
500 6th St and Hwy 69 Monroe WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $83 total per night
$83 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Super 8 by Wyndham Monroe WI have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

Extended Stay America Suites Madison Junction Court
55 Junction Ct. Madison WI
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $87 total per night
$87 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
Guests of Extended Stay America Suites Madison Junction Court enjoy free WiFi in public areas, coffee in a common area, and laundry facilities. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include barbecue grills, a vending machine, and a picnic area.
Breakfast included
Pet friendly

Extended Stay America Select Suites - Madison - Old Sauk Rd.
45 Junction Ct. Madison WI
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $83 total per night
$83 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
At Extended Stay America Select Suites - Madison - Old Sauk Rd., guests have access to a 24-hour gym, free WiFi in public areas, and conference space. You can put free parking to good use if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include laundry facilities, a picnic area, and barbecue grills.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Southwest Wisconsin
View all propertiesLowest 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.
Southwest Wisconsin hotels essential information
Accommodation | 3,675 hotels |
|---|---|
Lowest Price | $68 |
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, Super 8 by Wyndham Monroe WI, Extended Stay America Suites Madison Junction Court, Extended Stay America Select Suites - Madison - Old Sauk Rd. |
Recent Winery Hotels Reviews

Hampton Inn & Suites Madison-West
5/5 Excellent
"Met all our needs. Shower doors were tired, however"
A verified traveler stayed at Hampton Inn & Suites Madison-West
Posted 1 day ago
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