Find Winery Hotels in Milwaukee, WI

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Check availability on Milwaukee Winery Hotels

Our top choices for Milwaukee hotels with winery

Comfort Inn Mount Pleasant – Racine

2.5 star property
Mount Pleasant
9.2 out of 10, Wonderful, (627)
"nice staff clean room good pet area outside"
United States
Sarah
The price is SAR 318
SAR 379 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn Mount Pleasant – Racine

Fast WiFi - Underground Parking - King Bed - Near Froedtert

Wauwatosa
9.8 out of 10, Exceptional, (21)
"Our stay at Dolphin Square was wonderful. It introduced us to Wawutosa which is a wonderful small with great places to eat - shop - walk 😊"
United States
Mary Ann P.
The price is SAR 259
SAR 952 total
includes taxes & fees
10 Dec - 11 Dec
Fast WiFi - Underground Parking - King Bed - Near Froedtert

Kegel's Inn - Studio - Classic Apartment #3

West Allis
9.4 out of 10, Exceptional, (19)
"This place was as cute as expected and the bed was so comfy! Super easy to find and get in and out of it. "
United States
Gina W.
The price is SAR 450
SAR 794 total
includes taxes & fees
11 Dec - 12 Dec
Kegel's Inn - Studio - Classic Apartment #3

Relax in Style: 4BR Milwaukee Home Featuring a Private Hot Tub ¦ Family-Friendly

Upper East Side
9.0 out of 10, Wonderful, (4)
"Great stay overall — clean place, good communication, and everything worked as expected. Would definitely recommend and stay again."
United States
Musli E.
The price is SAR 560
SAR 1,304 total
includes taxes & fees
7 Jan - 8 January 2026
Relax in Style: 4BR Milwaukee Home Featuring a Private Hot Tub ¦ Family-Friendly

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

Wauwatosa
10.0 out of 10, Exceptional, (13)
"Great location and Ian was very responsive to any/all questions."
United States
Tyler B.
The price is SAR 259
SAR 952 total
includes taxes & fees
10 Dec - 11 Dec
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

Wauwatosa
10.0 out of 10, Exceptional, (4)
"Came to the Milwaukee area for a family function and Ian’s place was perfect. Convenient to everything you need and underground parking was a nice perk. Would check his place out for any return trips."
United States
Jane H.
The price is SAR 259
SAR 947 total
includes taxes & fees
14 Dec - 15 Dec
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

Underground Parking,Near Froedtert, King Bed, Fast WiFi

Wauwatosa
9.4 out of 10, Exceptional, (3)
"Everything was clean when we got to the place. It's in a nice neighborhood and everyone in the building seems to be quiet and mindful of others. It is also a short ride away from groceries, gas stations, and food places."
United States
Rica P.
The price is SAR 259
SAR 952 total
includes taxes & fees
10 Dec - 11 Dec
Underground Parking,Near Froedtert, King Bed, Fast WiFi

King Bed - Near Froedtert - Fast WiFi - Underground Parking

Wauwatosa
9.0 out of 10, Wonderful, (22)
"Great place. Great location for me. If you're visit is around Hwy 100, in West Allis or Wauwatosa this is your place."
United States
Robert D.
The price is SAR 259
SAR 952 total
includes taxes & fees
10 Dec - 11 Dec
King Bed - Near Froedtert - Fast WiFi - Underground Parking

7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Caledonia
9.8 out of 10, Exceptional, (213)
"I want to move in. We had 13 guys for a bachelor retreat and this place was perfect. Plenty of room for us all and plenty to do. We expected to spend plenty of time exploring Milwaukee, but found ourselves hanging out at the pool or fishing in the pond when we weren’t relaxing in the game room. 10/10 would recommend!"
United States
Caleb B.
The price is SAR 1,267
SAR 2,433 total
includes taxes & fees
21 Dec - 22 Dec
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

Holiday Inn Express & Suites Port Washington by IHG

2.5 star property
Port Washington
8.6 out of 10, Excellent, (1001)
"Very clean room, staff was friendly, good breakfast options"
United States
Daniel
The price is SAR 387
SAR 476 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Express & Suites Port Washington 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 Milwaukee Hotel Reviews

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