Milwaukee Sky Trail Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Sky Trail hotels

An outdoor seating area with modern furniture, a bar, and a large planter with flowers.

A modern bar area with wooden stools, a counter, and a television screen.

A modern restaurant with wooden ceiling panels, multiple tables and chairs, a counter with a TV screen, and a brick wall with shelves.

1. SpringHill Suites by Marriott Milwaukee West/Wauwatosa

Wauwatosa, 1.6 km from Sky Trail

Laurie

HK$960

HK$1,113 total

includes taxes & fees

18 Oct - 19 Oct

A courtyard with outdoor seating, a fire pit, and a Marriott hotel building in the background.

A modern kitchen with a bar area, bar stools, a flat-screen TV, and a wine rack.

A modern hotel with a flat roof, large windows, and a well-maintained lawn.

A swimming pool with clear blue water, surrounded by lounge chairs and a tiled floor.

2. Residence Inn Milwaukee West

Wauwatosa, 2 km from Sky Trail

heather

HK$1,020

HK$1,182 total

includes taxes & fees

5 Nov - 6 Nov

A cozy restaurant with wooden furniture, stone walls, and large windows.

A modern building with large windows and a covered outdoor area.

A compact hotel room with a kitchenette, a dining area, a TV, and a small desk with a lamp.

A hallway with a welcome sign, stone walls, and large windows.

3. Forty Winks Inn LLC

Wauwatosa, 1.1 km from Sky Trail

Joshua

HK$784

HK$909 total

includes taxes & fees

12 Oct - 13 Oct

A spacious hotel lobby with a long reception desk, multiple seating areas, and a large television screen.

A modern hotel with a brick facade, multiple floors, and a well-lit entrance.

A modern lobby with a flat-screen TV, framed artwork, and a seating area with a table and chairs.

An indoor swimming pool with clear pool rules, a lifeguard chair, and a wheelchair-accessible lift.

4. Hampton Inn & Suites Milwaukee West

West Allis, 2.5 km from Sky Trail

Kimberly L

HK$959

HK$1,121 total

includes taxes & fees

2 Nov - 3 Nov

A blue house with a porch, white railings, and American flags.

A bedroom with a round mirror, a bed with patterned bedding, a bedside table with a lamp, and a digital clock.

A two-story house with a blue exterior, a front porch, and a flagpole with two flags.

A living room with a sofa, a coffee table, and artwork on the walls.

5. The Muse Gallery Guesthouse

Bay View, 11.6 km from Sky Trail

Marie

HK$1,522

HK$1,813 total

includes taxes & fees

11 Oct - 12 Oct

A modern hotel room with a large bed, a sofa with yellow cushions, a standing fan, and artwork on the walls.

A spacious lobby with a modern staircase, a red carpet, and a chandelier.

A spacious lobby with a modern chandelier, a red seating area, and a glass railing.

A hotel named Saint Kate with a modern facade, large windows, and a prominent entrance.

6. Saint Kate - The Arts Hotel

Downtown Milwaukee, 10.5 km from Sky Trail

Ashley

HK$1,270

HK$1,497 total

includes taxes & fees

1 Nov - 2 Nov

A historic building with a prominent sign for 'The Brewery' at the top.

A lobby with a reception desk, a large wall mural, and a seating area.

A lobby with a large copper spiral staircase, a seating area with sofas and tables, and a decorative wall with a circular emblem.

7. The Brewhouse Inn & Suites

Westown, 9.5 km from Sky Trail

Wendy

HK$1,100

HK$1,297 total

includes taxes & fees

27 Oct - 28 Oct

An outdoor seating area with round tables and chairs, covered by umbrellas, and surrounded by red flowers.

A pink building with a storefront labeled "County Clare."

A hotel room with a bed, a door, a small window, and a shelf with a lamp.

A cozy pub interior with a Guinness sign, stained glass windows, and a fireplace.

8. County Clare Irish Hotel & Pub

11.4 km from Sky Trail

Ruddy

HK$1,054

HK$1,242 total

includes taxes & fees

6 Oct - 7 Oct

A multi-story hotel with a prominent sign at the top.

A hotel room with two beds, a desk, a chair, a dresser, and a television.

A modern restaurant with wooden flooring, green and yellow chairs, and a central seating area with a bench.

A spacious lobby with a modern design, featuring a seating area with armchairs and sofas, a bar with a counter, and a large cityscape mural on the wall.

9. Drury Plaza Hotel Milwaukee Downtown

Downtown Milwaukee, 10.6 km from Sky Trail

Besrat

HK$934

HK$1,101 total

includes taxes & fees

1 Nov - 2 Nov

A grand lobby with ornate columns, a chandelier, and a staircase leading to an upper level.

A banquet hall with round tables, gold chairs, chandeliers, and floral centerpieces.

A hotel lobby with a bar area, seating with tables, and large windows offering a view of the cityscape.

A grand staircase with marble steps and golden lion statues, leading to an upper floor.

10. The Pfister Hotel

Downtown Milwaukee, 10.8 km from Sky Trail

Elvis

HK$1,393

HK$1,642 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a large island, stainless steel appliances, and wooden accents.

A modern kitchen with a central island, bar stools, a self-serve laundry sign, and various kitchen appliances.

A modern kitchen with a central island, bar stools, stainless steel appliances, and decorative items on shelves.

A modern living room with a large window, a white console table, a blue patterned rug, and a red lamp.

11. Kinn Guesthouse Bay View

Bay View, 11.8 km from Sky Trail

Jeff

HK$1,421

HK$1,676 total

includes taxes & fees

12 Oct - 13 Oct

A hotel lobby with a bar area, seating arrangements, and a television screen.

A multi-story hotel with a prominent sign reading "Hampton Suites."

A hotel room with a large bed, a fireplace, a television, and a desk with drawers.

A swimming pool with a tiled edge, a sun terrace with chairs, and a view of the outside.

12. Hampton Inn & Suites Milwaukee/Franklin

12.9 km from Sky Trail

Bryant

HK$682

HK$797 total

includes taxes & fees

30 Oct - 31 Oct

An outdoor seating area with tables and chairs, a fire pit, and a covered section with a bench and a sofa.

A swimming pool with lounge chairs and colorful chairs, wooden ceiling beams, and a view of the outside.

A spacious lobby with a sofa, chairs, a coffee table, and a reception desk.

A modern restaurant with a long counter, multiple seating options, and a variety of food and drink dispensers.

13. Home2 Suites By Hilton Milwaukee West

3.4 km from Sky Trail

Tawanna

HK$959

HK$1,121 total

includes taxes & fees

18 Oct - 19 Oct

A hotel with MainStay Suites and Sleep Inn by Choice Hotels. It features a modern design with a covered entrance and a parking lot.

A hotel room with two beds, a sofa, a coffee table, and a large window with curtains.

A modern hotel lobby with large windows, seating areas, and a reception desk.

A modern lobby with a reception desk, seating area, and a vending machine.

14. MainStay Suites Milwaukee/Franklin

12.5 km from Sky Trail

Adrianna

HK$827

HK$967 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor seating area with tables, chairs, and a fire feature.

A modern outdoor seating area with cushioned sofas and a table, large windows, and ambient lighting.

A modern interior with a sofa, armchairs, a coffee table, and a TV mounted on the wall.

A modern hotel entrance with a prominent sign, large windows, and a covered walkway.

15. Hyatt Place Milwaukee/Downtown

Westown, 9.7 km from Sky Trail

Kathryn

HK$989

HK$1,166 total

includes taxes & fees

2 Nov - 3 Nov

A cozy outdoor seating area with stone furniture and a small table, surrounded by lush greenery and string lights.

A multi-level interior with a staircase, wooden railings, and a framed picture on the wall.

A room with a wooden floor, a chandelier, a table with a lamp, and a chair.

A building with a sign that reads "Manderley Bed & Breakfast Inn" and a notice stating "Reservations Required."

16. Manderley Bed and Breakfast

7.1 km from Sky Trail

Maria

HK$994

HK$1,172 total

includes taxes & fees

6 Oct - 7 Oct

A building with a 'Inn' sign, large arched windows, and a well-lit entrance.

A modern kitchen with wooden cabinets, a built-in island, and a dining area with bar stools.

A modern kitchen with a marble countertop, a black bowl with wooden balls, hanging wicker lights, and framed pictures on the wall.

An outdoor dining area with a view of historic architecture, a wooden ceiling, and a table set for a meal.

17. Kinn Guesthouse Downtown

Downtown Milwaukee, 10.7 km from Sky Trail

Andrew

HK$1,215

HK$1,664 total

includes taxes & fees

1 Nov - 2 Nov

A restaurant with a central counter, seating area, and a display of food items.

A hotel room with two beds, a desk, and a large window offering a city view.

An outdoor dining area with a table and orange wireframe chairs, a potted plant, and a brick wall in the background.

A multi-story hotel with a prominent vertical sign reading "THE JOURNEYMAN."

18. Kimpton Journeyman Hotel by IHG

Historic Third Ward, 10.7 km from Sky Trail

Wesley

HK$1,726

HK$2,035 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

A modern hotel lobby with a sectional sofa, teal armchairs, and a dining area with wooden accents.

A modern bar area with a long counter, multiple bar stools, and a television screen.

An outdoor patio with tables and chairs, a glass wall, and string lights.

19. Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

5.9 km from Sky Trail

Jill

HK$830

HK$959 total

includes taxes & fees

15 Oct - 16 Oct

A modern outdoor seating area with a fire feature, overlooking a cityscape with tall buildings and a view of the street.

A modern restaurant with a long counter, individual booths, and large windows offering a city view.

A modern hotel with a prominent sign reading "THE TRADE."

A modern lobby with a large seating area, a fireplace, and a view of the dining area.

20. The Trade, Autograph Collection

10.1 km from Sky Trail

Dale

HK$1,601

HK$1,887 total

includes taxes & fees

29 Oct - 30 Oct

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Compare popular hotels close to Sky Trail

Property	Property class	Guest rating
SpringHill Suites by Marriott Milwaukee West/Wauwatosa	9.2 Wonderful 855 reviews	View
Residence Inn Milwaukee West	9.2 Wonderful 575 reviews	View
Forty Winks Inn LLC	9.0 Wonderful 667 reviews	View
Hampton Inn & Suites Milwaukee West	9.0 Wonderful 1,005 reviews	View
The Muse Gallery Guesthouse	9.8 Exceptional 124 reviews	View

Top Sky Trail Hotel Reviews

Home2 Suites By Hilton Milwaukee West

10/10 Excellent

"The free breakfast was amazing. The room was comfortable and you could cook in there if you wanted to. The room did have a smoke smell to it but I’ve smelled worse. The doors all had locks so we felt safe while we were there. The staff was friendly."

Holiday Inn Express Milwaukee-West Medical Center by IHG

10/10 Excellent

"The room was clean and the staff was very friendly. I would stay again in the future."

Hampton Inn & Suites Milwaukee West

10/10 Excellent

"This hotel is outstanding! The staff is super friendly. The entire hotel is clean and orderly. A wonderful pool and a great breakfast and eating area. The location is close to Wisconsin State Fair Park & American Family Field. It's easy to get to and has a large free parking area. Highly recommended for stress free lodging."

Forty Winks Inn LLC

10/10 Excellent

"Very nice budget friendly clean hotel."

Renaissance Milwaukee West Hotel

10/10 Excellent

"The room was modern and with floor to ceiling windows was well lit. The room felt airy and large. Shower strength and how hot the water got felt great. Sometimes you want a quiet and relaxing space - this room met those wants as I didn’t hear our neighbors or people using the elevators as much as other hotels."

Holiday Inn Express Milwaukee West Allis by IHG

8/10 Good

"We stay here when we are in town to visit our daughter and her family. I wish there was a better variety for the breakfast. The guy that checks us in is a bit odd and has the same jokes… which is creepy. Hotel itself is a good value."

𖤓Blue Storefront 2000sqft Arcade, Pooltable, Foosball, State Fair𖤓

10/10 Excellent

"Great property for a group to get together."

Relax Near Everything in Milwaukee

10/10 Excellent

"Beautiful neighborhood. Clean and spacious home. Easy in and out. We really appreciated everything. Couldn't have chose a better spot. Thank you, Mike!"

Fast WiFi - Underground Parking - King Bed - Near Froedtert

10/10 Excellent

"Property as advertised- met our needs"

Other attractions near Sky Trail

Milwaukee County Zoo

8.6/10 (799 reviews)

This sprawling animal park houses a wide array of exotic wildlife, and is acclaimed for its conservation programs and educational resources.

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A brightly lit Ferris wheel with multiple cabins at night.

Wisconsin State Fair Park

9.0/10 (217 reviews)

Enjoy an outing to Wisconsin State Fair Park during your stay in Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Sky Safari

5.0/10 (2 reviews)

You can take time to visit Sky Safari during your travels to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

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Zoofari Conference Center

Learn about the events happening in Zoofari Conference Center during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively bars while you're in the area.

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Pettit National Ice Center

10.0/10 (4 reviews)

Catch an event at Pettit National Ice Center during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Eschweiler Buildings

You can find out about the history of Milwaukee with a visit to Eschweiler Buildings. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

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Wisconsin Exposition Center

9.0/10 (8 reviews)

Learn about the events happening in Wisconsin Exposition Center during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

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Milwaukee Mile Speedway

You can take time to visit Milwaukee Mile Speedway during your travels to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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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 20 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 20 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, Mitchell Park or Currie Dog Exercise Area. Milwaukee County Zoo, Pettit National Ice Center and Wisconsin Exposition Center are some favourites close by Sky Trail.

Milwaukee Sky Trail Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sky Trail hotels

1. SpringHill Suites by Marriott Milwaukee West/Wauwatosa

2. Residence Inn Milwaukee West

3. Forty Winks Inn LLC

4. Hampton Inn & Suites Milwaukee West

5. The Muse Gallery Guesthouse

6. Saint Kate - The Arts Hotel

7. The Brewhouse Inn & Suites

8. County Clare Irish Hotel & Pub

9. Drury Plaza Hotel Milwaukee Downtown

10. The Pfister Hotel

11. Kinn Guesthouse Bay View

12. Hampton Inn & Suites Milwaukee/Franklin

13. Home2 Suites By Hilton Milwaukee West

14. MainStay Suites Milwaukee/Franklin

15. Hyatt Place Milwaukee/Downtown

16. Manderley Bed and Breakfast

17. Kinn Guesthouse Downtown

18. Kimpton Journeyman Hotel by IHG

19. Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

20. The Trade, Autograph Collection

Compare popular hotels close to Sky Trail

Top Sky Trail Hotel Reviews

Home2 Suites By Hilton Milwaukee West

Holiday Inn Express Milwaukee-West Medical Center by IHG

Hampton Inn & Suites Milwaukee West

Forty Winks Inn LLC

Renaissance Milwaukee West Hotel

Holiday Inn Express Milwaukee West Allis by IHG

𖤓Blue Storefront 2000sqft Arcade, Pooltable, Foosball, State Fair𖤓

Relax Near Everything in Milwaukee

Fast WiFi - Underground Parking - King Bed - Near Froedtert

Other attractions near Sky Trail

Milwaukee County Zoo

Wisconsin State Fair Park

Sky Safari

Zoofari Conference Center

Pettit National Ice Center

Eschweiler Buildings

Wisconsin Exposition Center

Milwaukee Mile Speedway

Frequently asked questions