Glendale Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Glendale Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Wildwood Lodge
Price was $844, price is now $732 per person
$732
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions K1 Speed and Center Court Sports Complex are located nearby.
The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,774, price is now $1,316 per person
$1,316
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Milwaukee Art Museum and Fiserv Forum are located nearby.
Potawatomi Hotel & Casino
Menomonee River Valley
Price was $1,095, price is now $835 per person
$835
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Potawatomi Bingo Casino and Harley-Davidson Museum are located nearby.
Kinn Guesthouse Bay View
Bay View
Price was $982, price is now $777 per person
$777
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the clean rooms in our reviews. Popular attractions Henry W. Maier Festival Park and Harley-Davidson Museum are located nearby.
Holiday Inn Express Milwaukee Downtown by IHG
Downtown Milwaukee
Price was $1,064, price is now $845 per person
$845
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee Art Museum and Henry W. Maier Festival Park are located nearby.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was $997, price is now $860 per person
$860
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
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 reviews. Popular attractions Potawatomi Bingo Casino and Fiserv Forum are located nearby.
Top Hotel Deals
Motel 6 Milwaukee, WI - Glendale
5485 N Port Washington Rd Milwaukee WI
2.1 km from Glendale
Stay at this motel in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
AmericInn by Wyndham Glendale/Milwaukee
5110 N Port Washington Rd Milwaukee WI
2.8 km from Glendale
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 ...
Holiday Inn Milwaukee Riverfront by IHG
4700 N Port Washington Rd Milwaukee WI
3.58 km from Glendale
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
11.29 km from Glendale
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 Iron Horse Hotel
500 W Florida Street Milwaukee WI
11.78 km from Glendale
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
10.59 km from Glendale
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 ...
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
18.58 km from Glendale
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 ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
10.48 km from Glendale
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 ...
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
10.63 km from Glendale
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
10.26 km from Glendale
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 ...
Embassy Suites by Hilton Milwaukee Brookfield
1200 S Moorland Rd Brookfield WI
19.08 km from Glendale
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 ...
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
10.23 km from Glendale
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 ...
Crowne Plaza Milwaukee Airport by IHG
6401 S 13th Street Milwaukee WI
22.75 km from Glendale
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
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, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$108 Roundtrip, found 14 hours ago
$108
Roundtrip
found 14 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$164 Roundtrip, found 14 hours ago
$164
Roundtrip
found 14 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$183 Roundtrip, found 14 hours ago
$183
Roundtrip
found 14 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$247 Roundtrip, found 14 hours ago
$247
Roundtrip
found 14 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$276 Roundtrip, found 14 hours ago
$276
Roundtrip
found 14 hours ago