Search Deals onMonument Square Vacation Packages
Monument Square Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Sheraton Milwaukee Brookfield Hotel
Price was $830, price is now $643 per person
$643
per person
Jun 25 - Jun 30
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
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 our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.

Price Pointe Inn
Price was $839, price is now $706 per person
$706
per person
Jun 22 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Stay at this hotel in Waukesha. Enjoy free parking, a pool table, and housekeeping. Popular attractions Center Court Sports Complex and K1 Speed are located nearby.

Home2 Suites by Hilton Milwaukee Brookfield
Price was $1,089, price is now $940 per person
$940
per person
Jun 22 - Jun 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Waukesha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Prairieville Park and The Corners of Brookfield are located nearby.

The Pfister Hotel
Save 100% on your flight
Price was $2,012, price is now $1,319 per person
$1,319
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

Holiday Inn Express Milwaukee Downtown by IHG
Price was $1,327, price is now $902 per person
$902
per person
Jun 25 - Jun 30
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Potawatomi Hotel & Casino
Price was $1,205, price is now $856 per person
$856
per person
Jun 25 - Jun 30
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Saint Kate - The Arts Hotel
Price was $1,448, price is now $1,062 per person
$1,062
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 Fiserv Forum and Milwaukee Art Museum are located nearby.

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Price was $1,145, price is now $863 per person
$863
per person
Jun 25 - Jun 30
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

The Iron Horse Hotel
Price was $2,046, price is now $1,549 per person
$1,549
per person
Jun 25 - Jun 30
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Milwaukee (MKE)
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 rooms in our reviews. Popular attractions Harley-Davidson Museum and Potawatomi Bingo Casino are located nearby.

Home2 Suites by Hilton Milwaukee Downtown
Price was $1,451, price is now $1,133 per person
$1,133
per person
Jun 25 - Jun 30
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Milwaukee Art Museum and Henry W. Maier Festival Park are located nearby.

Tru By Hilton Milwaukee Downtown, WI
Price was $1,379, price is now $1,101 per person
$1,101
per person
Jun 25 - Jun 30
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 breakfast and the helpful staff in our reviews. Popular attractions Milwaukee Art Museum and Henry W. Maier Festival Park are located nearby.

Kinn Guesthouse Bay View
Price was $1,543, price is now $1,238 per person
$1,238
per person
Jul 8 - Jul 12
found 23 hours ago
Roundtrip flight included
Denver (DEN) 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.
3-4 Night Vacations in Monument Square
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Monument Square
Price found within the past 48 hours. Click for updated prices.



Monument Square Last Minute Hotel Deals

Americas Best Value Inn & Suites Racine
5419 Durand Ave Mount Pleasant WI
Book a stay at this business-friendly hotel in Mount Pleasant. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in ...

The Stella Hotel & Ballroom
5706 8th Ave Kenosha WI
Book a stay at this business-friendly hotel in Kenosha. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...

Best Western Executive Inn Kenosha/Pleasant Prairie
7220 122nd Ave Kenosha WI
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

avid hotel Oak Creek by IHG
9315 South 13th Street Oak Creek WI
Book a stay at this business-friendly hotel in Oak Creek. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Milwaukee County Sport Complex ...

Days Inn by Wyndham Pleasant Prairie Kenosha
7540 118th Ave Pleasant Prairie WI
Book a stay at this family-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...

Crowne Plaza Milwaukee Airport by IHG
6401 S 13th Street Milwaukee WI
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 ...

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
7011 122nd Ave Kenosha WI
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

Comfort Inn & Suites Kenosha-Pleasant Prairie
7206 122nd Ave Kenosha WI
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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.
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