Search Deals onOconomowoc Vacation Packages
Oconomowoc Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Sheboygan WI
Price was $738, price is now $563 per person
$563
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly motel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Blue Harbor Resort & Conference Center Water Park and Sheboygan County Historical Museum are located nearby.
The Pfister Hotel
Save 100% on your flight
Price was $2,249, price is now $1,531 per person
$1,531
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The Iron Horse Hotel
Price was $1,312, price is now $995 per person
$995
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Large rooms, best shower!! Parking right next door $26 usd 24hrs. Happy hour from 4pm to 6pm. Short walk to Harley Davidson Museum. Helpful staff, great location, microwave guests can use in lobby.
Reviewed on Jul 17, 2026
Sheraton Milwaukee Brookfield Hotel
Price was $712, price is now $580 per person
$580
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Mayfair Mall are located nearby.
Baymont by Wyndham Mequon Milwaukee Area
Price was $949, price is now $789 per person
$789
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Mequon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Lynden Sculpture Garden and Walter Schroeder Aquatic Center are located nearby.
Our stay was comfortable.
No complaints.
Reviewed on Jul 16, 2026
The Ingleside Hotel
Price was $756, price is now $629 per person
$629
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
Book a stay at this business-friendly hotel in Pewaukee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Springs Water Park and Pewaukee Golf Club are located nearby.
South was helpful. The restaurant was good. We just checked out the pool area, which was good for our little ones. We have a two year-old and a three month old. The pool was nice cause it was never busy, but it could be taken care of better cause there was paint chips, but overall loved the experience for our vacation. Definitely gonna revisit that once they get older and we’ll check out the water
Reviewed on Jul 15, 2026
Kinn Guesthouse Downtown
Price was $1,808, price is now $1,508 per person
$1,508
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Kinn Guesthouse Bay View
Price was $886, price is now $741 per person
$741
per person
Sep 24 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 American Family Field and Henry W. Maier Festival Park are located nearby.
Other than no Elevator really nice place just on the outskirts of town big large rooms great shared kitchen with all the amenities. Coffee ice washer dryer very nice. Would go back nice place.
Reviewed on Jul 17, 2026
Oconomowoc Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Oconomowoc Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Oct 5 - Sat, Oct 17
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$198 Roundtrip, found 3 days ago
$198
Roundtrip
found 3 days ago
Wed, Nov 25 - Sun, Nov 29
MSP
Minneapolis - St. Paul Intl.
MKE
General Mitchell Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Sat, Oct 17 - Wed, Oct 21
PHL
Philadelphia Intl.
MKE
General Mitchell Intl.
$235 Roundtrip, found 22 hours ago
$235
Roundtrip
found 22 hours ago
Mon, Aug 10 - Thu, Aug 27
DFW
Dallas-Fort Worth Intl.
MKE
General Mitchell Intl.
$235 Roundtrip, found 22 hours ago
$235
Roundtrip
found 22 hours ago
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