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Our top choices for Sky Trail hotels

Residence Inn Milwaukee West

Residence Inn Milwaukee West
3.0 star property
Wauwatosa, 2 km from Sky Trail
9.2 out of 10, Wonderful, (525)
"Front desk staff helpful and knowledgeable. Helped me get more information about my Bonvoy benefits."
United States
Leslie
The price is ฿4,159
฿4,820 total
includes taxes & fees
5 Jan - 6 Jan 2026
Residence Inn Milwaukee West

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 ฿2,636
฿3,056 total
includes taxes & fees
31 Dec - 1 Jan 2026
Forty Winks Inn LLC

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, (1002)
"Spotless room, kind staff"
United States
Rachel
The price is ฿2,901
฿3,391 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn & Suites Milwaukee West

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, (1003)
"Not too bad of a place for the price"
United States
dave
The price is ฿1,962
฿2,294 total
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham West Allis/Milwaukee

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, (311)
"Great breakfast and convenient location!"
United States
Colleen
The price is ฿3,041
฿3,555 total
includes taxes & fees
18 Jan - 19 Jan 2026
Home2 Suites By Hilton Milwaukee West

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, (2509)
"All around excellent. Even has an excellent art gallery in the hotel."
United States
David
The price is ฿4,038
฿4,761 total
includes taxes & fees
25 Jan - 26 Jan 2026
Saint Kate - The Arts Hotel

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, (549)
"Clean room and both receptionists were friendly. "
United States
Jessica
The price is ฿3,306
฿3,819 total
includes taxes & fees
25 Jan - 26 Jan 2026
Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Residence Inn By Marriott Milwaukee Brookfield

Residence Inn By Marriott Milwaukee Brookfield
3.0 star property
6.3 km from Sky Trail
9.4 out of 10, Exceptional, (391)
"Clean room, staff was wonderful and the heat was great!"
United States
Debra
The price is ฿4,051
฿4,679 total
includes taxes & fees
4 Jan - 5 Jan 2026
Residence Inn By Marriott Milwaukee Brookfield

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites
3.5 star property
Westown, 9.5 km from Sky Trail
9.6 out of 10, Exceptional, (1005)
"This hotel is amazing. Beautiful rooms and everyone is so polite! Favorite place to stay!"
United States
Tanya
The price is ฿3,775
฿4,451 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Brewhouse Inn & Suites

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 ฿4,004
฿4,720 total
includes taxes & fees
1 Jan - 2 Jan 2026
Manderley Bed and Breakfast

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, (906)
"Staff was awesome and the room was great too! Would highly recommend!! "
United States
Janice
The price is ฿3,104
฿3,585 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

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, (2008)
"From check in to check out staff and facilities were great! "
United States
Leslie
The price is ฿3,103
฿3,659 total
includes taxes & fees
3 Jan - 4 Jan 2026
Drury Plaza Hotel Milwaukee Downtown

The Pfister Hotel

The Pfister Hotel
4.5 star property
Downtown Milwaukee, 10.8 km from Sky Trail
9.6 out of 10, Exceptional, (1849)
"Wonderful stay"
United States
jeffrey
The price is ฿4,016
฿4,735 total
includes taxes & fees
19 Jan - 20 Jan 2026
The Pfister Hotel

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, (1003)
"Great place to stay."
United States
William
The price is ฿4,748
฿5,598 total
includes taxes & fees
31 Dec - 1 Jan 2026
County Clare Irish Hotel & Pub

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, (1005)
"Not a great breakfast selection but over all the staff was nice and helpful and the room was clean and comfortable. Hotel is near a nice selection of restaurants and near both Target and Walmart. I would recommend staying here. "
United States
Angela
The price is ฿3,028
฿3,540 total
includes taxes & fees
6 Jan - 7 Jan 2026
Fairfield Inn & Suites by Marriott Milwaukee West

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, (438)
"Great location. Easy check in and clean room."
United States
Mark
The price is ฿4,581
฿5,401 total
includes taxes & fees
1 Jan - 2 Jan 2026
Kinn Guesthouse Bay View

Renaissance Milwaukee West Hotel

Renaissance Milwaukee West Hotel
4.0 star property
Wauwatosa, 3.4 km from Sky Trail
9.0 out of 10, Wonderful, (846)
"Clean rooms, comfortable beds, secure parking lot, bar was great."
United States
Terese
The price is ฿4,190
฿4,856 total
includes taxes & fees
2 Jan - 3 Jan 2026
Renaissance Milwaukee West Hotel

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, (1005)
"We loved staying here, would definitely go back!"
United States
Skye
The price is ฿3,771
฿4,446 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Place Milwaukee/Downtown

Towneplace Suites By Marriott Brookfield

Towneplace Suites By Marriott Brookfield
3.0 star property
7.2 km from Sky Trail
9.2 out of 10, Wonderful, (566)
"Not spotless l, but damn good compared to Country Inn a mile away. "
United States
JOHN
The price is ฿2,979
฿3,441 total
includes taxes & fees
3 Jan - 4 Jan 2026
Towneplace Suites By Marriott Brookfield

Kimpton Journeyman Hotel by IHG

Kimpton Journeyman Hotel by IHG
4.5 star property
Historic Third Ward, 10.7 km from Sky Trail
9.4 out of 10, Exceptional, (935)
"Staff was amazing! "
United States
DEVON
The price is ฿4,937
฿5,821 total
includes taxes & fees
4 Jan - 5 Jan 2026
Kimpton Journeyman Hotel 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 Sky Trail Hotel Reviews

Hotels near other Sky Trail attractions

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 SpringHill Suites by Marriott Milwaukee West/Wauwatosa and Sonesta 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.