Find Winery Hotels in Downtown Milwaukee, WI

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Check availability on Downtown Milwaukee Winery Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Downtown Milwaukee Winery Hotels

Exterior
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Brewers Hill
10.0 out of 10, Exceptional, (2)
"The property was lovely and well equipped. The host was responsive and communicative. Great location and easy rideshare to get anywhere. Would absolutely stay again!"
United States
Nuala J.
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Interior
Welcome To My Loft!

Welcome To My Loft!

Racine
10.0 out of 10, Exceptional, (16)
"Great place to stay!"
United States
kathleen
The price is SAR 244
SAR 416 total
includes taxes & fees
7 Dec - 8 Dec
Welcome To My Loft!
Fridge, microwave, oven, stovetop
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking

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 240
SAR 933 total
includes taxes & fees
8 Dec - 9 Dec
King Bed - FAST WIFI ~ Near Froedtert ~ Undergrnd Parking
Exterior
Kegel's Inn - Studio - Classic Apartment #3

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 798 total
includes taxes & fees
8 Dec - 9 Dec
Kegel's Inn - Studio - Classic Apartment #3
Exterior
Last minute weekday holiday shopping getaway on Washington Ave

Last minute weekday holiday shopping getaway on Washington Ave

Cedarburg
10.0 out of 10, Exceptional, (193)
"Very attentive hosts, fantastic location, extremely clean and comfortable. "
United States
Dennis R.
The price is SAR 574
SAR 726 total
includes taxes & fees
4 Jan - 5 January 2026
Last minute weekday holiday shopping getaway on Washington Ave
Exterior
Relax in Style: 4BR Milwaukee Home Featuring a Private Hot Tub ¦ Family-Friendly

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 1,313 total
includes taxes & fees
7 Dec - 8 Dec
Relax in Style: 4BR Milwaukee Home Featuring a Private Hot Tub ¦ Family-Friendly
Fridge, microwave, oven, stovetop
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert

Wauwatosa
10.0 out of 10, Exceptional, (12)
"Great location and Ian was very responsive to any/all questions."
United States
Tyler B.
The price is SAR 244
SAR 938 total
includes taxes & fees
8 Dec - 9 Dec
King Bed-FAST WiFi - Undrgrd Parking - Near Froedtert
Fridge, microwave, oven, stovetop
Underground Parking,Near Froedtert, King Bed, Fast WiFi

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 240
SAR 933 total
includes taxes & fees
8 Dec - 9 Dec
Underground Parking,Near Froedtert, King Bed, Fast WiFi
Outdoor pool, a heated pool
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!

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 1,407
SAR 2,601 total
includes taxes & fees
21 Dec - 22 Dec
7 1/2 Acre Estate, Fish Pond, Events! Weddings, MSG Owner for discounts!!!
1 bedroom, desk, iron/ironing board, free WiFi
Fast WiFi - Underground Parking - King Bed - Near Froedtert

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 240
SAR 933 total
includes taxes & fees
8 Dec - 9 Dec
Fast WiFi - Underground Parking - King Bed - Near Froedtert
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 Downtown Milwaukee Hotel Reviews

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"We always enjoy our stay at St Kate’s "
JUDY 1-night trip
Posted 16 hours ago
Saint Kate - The Arts Hotel

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