Caledonia Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Caledonia Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Milwaukee Downtown
Downtown Milwaukee
$1,144
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions American Family Field and Henry W. Maier Festival Park are located nearby.
The Pfister Hotel
Downtown Milwaukee
$1,416
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
Saint Kate - The Arts Hotel
Downtown Milwaukee
$1,342
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
The Iron Horse Hotel
Fifth Ward
$1,319
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Harley-Davidson Museum are located nearby.
Great staff
Reviewed on Sep 1, 2026
Potawatomi Hotel & Casino
Menomonee River Valley
$1,225
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Potawatomi Bingo Casino are located nearby.
Renaissance Milwaukee West Hotel
Wauwatosa
$1,445
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Tallahassee (TLH) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Mayfair Mall are located nearby.
Staff was extremely helpful, the Asst. Mgr. and Chef both provided excellent assistance for my special circumstances. Thank you very much.
Reviewed on Aug 27, 2026
Top Hotel Deals
AmericInn by Wyndham Brookfield
16865 W Bluemound Rd Brookfield WI
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
Stay at this hotel in Milwaukee. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the bar and the helpful staff in our ...
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
The Brewhouse Inn & Suites
1215 N 10th Street Milwaukee WI
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Hilton Milwaukee
509 W Wisconsin Ave Milwaukee WI
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Days Inn & Suites by Wyndham Milwaukee
1840 N 6th St Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free parking, and a free area shuttle. Our guests praise the breakfast and the ...
AmericInn by Wyndham Glendale/Milwaukee
5110 N Port Washington Rd Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Milwaukee Brookfield
1200 S Moorland Rd Brookfield WI
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Ramada by Wyndham Milwaukee
2301 W Wisconsin Ave Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, a free area shuttle, and a free cruise terminal shuttle. Popular attractions ...
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 Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Sep 23 - Sun, Sep 27
PHL
Philadelphia Intl.
MKE
General Mitchell Intl.
$232
Roundtrip
found 5 days ago
Tue, Dec 15 - Thu, Dec 31
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$297
Roundtrip
found 5 days ago
Sat, Dec 12 - Tue, Dec 29
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$317
Roundtrip
found 5 days ago
Tue, Oct 6 - Sat, Oct 17
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$327
Roundtrip
found 6 days ago
Tue, Oct 6 - Tue, Oct 20
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$357
Roundtrip
found 6 days ago
Best points of interest in Milwaukee
- Lake Michigan Vacations
- American Family Field Vacations
- Fiserv Forum Vacations
- Milwaukee County Zoo Vacations
- University of Wisconsin-Milwaukee Vacations
- Harley-Davidson Museum Vacations
- Baird Center Vacations
- Potawatomi Bingo Casino Vacations
- Wisconsin State Fair Park Vacations
- Marquette University Vacations
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