Milwaukee Sky Trail Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sky Trail hotels

Property amenity
SpringHill Suites by Marriott Milwaukee West/Wauwatosa

SpringHill Suites by Marriott Milwaukee West/Wauwatosa

SpringHill Suites by Marriott Milwaukee West/Wauwatosa
2.5 star property
Wauwatosa, 1.6 km from Sky Trail
9.2 out of 10, Wonderful, (731)
"Easy check in, clean rooms, tasty breakfast! Traveled with children and was very pleasant. "
United States
Tanner
The price is HK$853
HK$989 total
includes taxes & fees
27 Dec - 28 Dec
SpringHill Suites by Marriott Milwaukee West/Wauwatosa
BBQ/picnic Area
Residence Inn Milwaukee West

Residence Inn Milwaukee West

Residence Inn Milwaukee West
3.0 star property
Wauwatosa, 2 km from Sky Trail
9.2 out of 10, Wonderful, (521)
"We were here for the Brewers Games and this hotel was very convenient. We were very happy with this hotel in all other areas, as well. We'll be back. "
United States
Katherine
The price is HK$1,012
HK$1,172 total
includes taxes & fees
9 Jan - 10 Jan 2026
Residence Inn Milwaukee West
Breakfast area
Forty Winks Inn LLC

Forty Winks Inn LLC

Forty Winks Inn LLC
2.0 star property
Wauwatosa, 1.1 km from Sky Trail
9.0 out of 10, Wonderful, (633)
"Great price with super spacious and clean rooms. Staff were very very polite and accommodating. Definitely will be booking here again if I’m back in town!"
United States
David
The price is HK$661
HK$766 total
includes taxes & fees
1 Jan - 2 Jan 2026
Forty Winks Inn LLC
Bar (on property)
Hampton Inn & Suites Milwaukee West

Hampton Inn & Suites Milwaukee West

Hampton Inn & Suites Milwaukee West
3.0 star property
West Allis, 2.5 km from Sky Trail
8.8 out of 10, Excellent, (1005)
"menu was good."
United States
rosie
The price is HK$727
HK$850 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Milwaukee West
In-room safe, blackout curtains, iron/ironing board
Days Inn by Wyndham West Allis/Milwaukee

Days Inn by Wyndham West Allis/Milwaukee

Days Inn by Wyndham West Allis/Milwaukee
2.0 star property
West Allis, 2.3 km from Sky Trail
5.2 out of 10, (1001)
"Not too bad of a place for the price"
United States
dave
The price is HK$467
HK$546 total
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham West Allis/Milwaukee
Terrace/patio
Home2 Suites By Hilton Milwaukee West

Home2 Suites By Hilton Milwaukee West

Home2 Suites By Hilton Milwaukee West
3.0 star property
3.4 km from Sky Trail
9.4 out of 10, Exceptional, (309)
"Great breakfast and convenient location!"
United States
Colleen
The price is HK$693
HK$810 total
includes taxes & fees
28 Dec - 29 Dec
Home2 Suites By Hilton Milwaukee West
Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel
4.0 star property
Downtown Milwaukee, 10.5 km from Sky Trail
9.8 out of 10, Exceptional, (2494)
"Great location. Fun vibe. Great art gallery. "
United States
Thomas
The price is HK$996
HK$1,175 total
includes taxes & fees
28 Dec - 29 Dec
Saint Kate - The Arts Hotel
Exterior
The Muse Gallery Guesthouse

The Muse Gallery Guesthouse

The Muse Gallery Guesthouse
3.5 star property
Bay View, 11.6 km from Sky Trail
9.8 out of 10, Exceptional, (116)
"Fun place to stay!"
United States
Larry
The price is HK$1,424
HK$1,697 total
includes taxes & fees
22 Dec - 23 Dec
The Muse Gallery Guesthouse
Exterior
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
3.0 star property
5.6 km from Sky Trail
9.4 out of 10, Exceptional, (546)
"Clean room and both receptionists were friendly. "
United States
Jessica
The price is HK$823
HK$951 total
includes taxes & fees
27 Dec - 28 Dec
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI
Terrace/patio
Manderley Bed and Breakfast

Manderley Bed and Breakfast

Manderley Bed and Breakfast
3.5 star property
7.1 km from Sky Trail
9.4 out of 10, Exceptional, (336)
"Thanks, we enjoyed our stay!"
United States
Youngin
The price is HK$1,004
HK$1,183 total
includes taxes & fees
22 Dec - 23 Dec
Manderley Bed and Breakfast
Exterior
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown
3.0 star property
Downtown Milwaukee, 10.6 km from Sky Trail
9.6 out of 10, Exceptional, (2000)
"Clean hotel and nice staff, would stay again "
Canada
Colin
The price is HK$778
HK$917 total
includes taxes & fees
1 Jan - 2 Jan 2026
Drury Plaza Hotel Milwaukee Downtown
Lobby
The Pfister Hotel

The Pfister Hotel

The Pfister Hotel
4.5 star property
Downtown Milwaukee, 10.8 km from Sky Trail
9.6 out of 10, Exceptional, (1828)
"Great hotel and staff!"
United States
Keith
The price is HK$1,185
HK$1,397 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Pfister Hotel
Property amenity
Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Holiday Inn Express & Suites Milwaukee - Brookfield by IHG
2.5 star property
7.5 km from Sky Trail
9.4 out of 10, Exceptional, (905)
"Staff was awesome and the room was great too! Would highly recommend!! "
United States
Janice
The price is HK$778
HK$899 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express & Suites Milwaukee - Brookfield by IHG
Irish cuisine
County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub
2.5 star property
Yankee Hill, 11.4 km from Sky Trail
9.6 out of 10, Exceptional, (1001)
"Great place to stay."
United States
William
The price is HK$1,191
HK$1,404 total
includes taxes & fees
22 Dec - 23 Dec
County Clare Irish Hotel & Pub
Fridge, microwave, oven, dishwasher
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View
4.5 star property
Bay View, 11.8 km from Sky Trail
9.6 out of 10, Exceptional, (437)
"Great location. Easy check in and clean room."
United States
Mark
The price is HK$1,148
HK$1,354 total
includes taxes & fees
28 Dec - 29 Dec
Kinn Guesthouse Bay View
Lobby
Fairfield Inn & Suites by Marriott Milwaukee West

Fairfield Inn & Suites by Marriott Milwaukee West

Fairfield Inn & Suites by Marriott Milwaukee West
2.5 star property
West Milwaukee, 6 km from Sky Trail
9.2 out of 10, Wonderful, (1000)
"Nice place"
United States
Guillermo
The price is HK$727
HK$850 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites by Marriott Milwaukee West
Front of property
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites
3.5 star property
Westown, 9.5 km from Sky Trail
9.4 out of 10, Exceptional, (1004)
"This hotel is amazing. Beautiful rooms and everyone is so polite! Favorite place to stay!"
United States
Tanya
The price is HK$970
HK$1,144 total
includes taxes & fees
14 Jan - 15 Jan 2026
The Brewhouse Inn & Suites
Terrace/patio
Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown

Hyatt Place Milwaukee/Downtown
3.0 star property
Westown, 9.6 km from Sky Trail
9.4 out of 10, Exceptional, (1006)
"We loved staying here, would definitely go back!"
United States
Skye
The price is HK$945
HK$1,115 total
includes taxes & fees
23 Dec - 24 Dec
Hyatt Place Milwaukee/Downtown
Front of property
Residence Inn By Marriott Milwaukee Brookfield

Residence Inn By Marriott Milwaukee Brookfield

Residence Inn By Marriott Milwaukee Brookfield
3.0 star property
6.3 km from Sky Trail
9.2 out of 10, Wonderful, (388)
"Clean room, staff was wonderful and the heat was great!"
United States
Debra
The price is HK$996
HK$1,150 total
includes taxes & fees
28 Dec - 29 Dec
Residence Inn By Marriott Milwaukee Brookfield
Property amenity
The Trade, Autograph Collection

The Trade, Autograph Collection

The Trade, Autograph Collection
4.0 star property
Westown, 10.1 km from Sky Trail
9.4 out of 10, Exceptional, (508)
"Terrific hotel, right next-door to Fiserv. Check it out for a stay after the Bucks game."
United States
Thomas
The price is HK$1,082
HK$1,275 total
includes taxes & fees
28 Dec - 29 Dec
The Trade, Autograph Collection
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.
View all properties

Top Sky Trail Hotel Reviews

Holiday Inn Express Milwaukee West Allis by IHG

Holiday Inn Express Milwaukee West Allis by IHG

10/10 Excellent
"Nice, clean facility. Super staff. Great amenities. Great location. We'll be back for our next stay in Milwaukee."
Mike 2-night trip
Posted 7 days ago
Holiday Inn Express Milwaukee West Allis by IHG

Hotels near other Sky Trail attractions

One of the best zoos I've visited. The lowland gorillas are my favorite.
Photo by Michelle M
Open Photo by Michelle M

Milwaukee County Zoo

4.5/5 (233 reviews)
This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.
See properties
Ferris Wheel 11

Wisconsin State Fair Park

4.5/5 (120 reviews)
Enjoy an outing to Wisconsin State Fair Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.
See properties

Frequently asked questions

What's the area like around Sky Trail?
Sky Trail is located in a welcoming area of Milwaukee known for its lively breweries and sporting events. If you're looking for a convenient place to stay, take a look at the 15 hotels and other accommodation options you'll find within a mile.
Where is the best place to stay close to Sky Trail?
Forty Winks Inn LLC is one of the top choices for your stay based on our traveller data, and this hotel offers free parking and free WiFi. It's located just a short 0.7 mi (1.1 km) from Sky Trail. Other good choices within a few miles include Sonesta Milwaukee West Wauwatosa and SpringHill Suites by Marriott Milwaukee West/Wauwatosa.
How many hotels should I expect to find close to Sky Trail?
Expedia has 15 hotels and other accommodation options within a mile from Sky Trail.
If I need to cancel the hotel reservation for my stay near Sky Trail, will I receive a refund?
Yes! Most hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best options available near Sky Trail.
What can I see and do near Sky Trail?
The Rave-Eagles Club, Eschweiler Buildings and National Soldiers Home Historic District are some of the local landmarks to explore. Enjoy the outdoors at Mitchell Park Horticultural Conservatory, Currie Dog Exercise Area or Mitchell Park. Milwaukee County Zoo, Pettit National Ice Center and Wisconsin Exposition Center are some favourites close by Sky Trail.