Tippecanoe Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Tippecanoe Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
County Clare Irish Hotel & Pub
Downtown Milwaukee
$757
per person
Nov 18 - Nov 23
found 3 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
The Iron Horse Hotel
Fifth Ward
$890
per person
Dec 22 - Dec 27
found 18 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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.
The Pfister Hotel
Downtown Milwaukee
$917
per person
Nov 18 - Nov 23
found 3 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) 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.
Potawatomi Hotel & Casino
Menomonee River Valley
$936
per person
Dec 22 - Dec 27
found 18 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 The Rave-Eagles Club are located nearby.
Remodeled rooms,
Very nice
Reviewed on Oct 10, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
$941
per person
Nov 18 - Nov 23
found 3 hours ago
Roundtrip non-stop flight included
Montrose (MTJ) 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.
Kinn Guesthouse Downtown
Downtown Milwaukee
$1,019
per person
Dec 22 - Dec 27
found 18 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions American Family Field and Harley-Davidson Museum are located nearby.
Interesting concept, wasn't sure at first but really liked it in the end, it's done through codes, etc. No one really at a front desk, but it's OK.
The room was great, very comfortable bed and a great shower.
Location is excellent, close to the public market and other fun things.
Parking is off site, about a half block away, very easy but if it's terrible weather, plan accordingly.
The common kitchen is great. Coffee and tea available, your own spot in the fridge, etc. When we were there, a family was having their after wedding breakfast in the space and it accommodated about 20 just fine.
Would absolutely stay again and recommend.
Reviewed on Oct 10, 2026
Top Hotel Deals
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 ...
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 ...
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 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 ...
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 ...
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 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 ...
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 ...
Four Points by Sheraton Milwaukee North Shore
8900 N Kildeer Ct Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
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 ...
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 ...
The Marc Hotel
640 North 6th Street Milwaukee WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Popular attractions American Family Field and Fiserv ...
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
1250 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 pool in ...
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.
Tue, Dec 8 - Tue, Dec 15
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$217
Roundtrip
found 1 day ago
Mon, Nov 23 - Thu, Nov 26
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$220
Roundtrip
found 1 day ago
Mon, Nov 23 - Thu, Nov 26
SEA
Seattle - Tacoma Intl.
MKE
General Mitchell Intl.
$231
Roundtrip
found 1 day ago
Tue, Dec 8 - Tue, Dec 15
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$237
Roundtrip
found 1 day ago
Sun, Dec 20 - Wed, Dec 30
DEN
Denver Intl.
MKE
General Mitchell Intl.
$310
Roundtrip
found 18 hours ago
Best points of interest in Milwaukee
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations