Exclusive Old World Wisconsin Vacation Deals

Old World Wisconsin vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $963, price is now $654 per person
$654
per person
Jun 19 - Jun 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,309, price is now $801 per person
$801
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $2,237, price is now $1,395 per person
$1,395
per person
Jun 26 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was $1,149, price is now $737 per person
$737
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,146, price is now $743 per person
$743
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $2,302, price is now $1,531 per person
$1,531
per person
Jun 4 - Jun 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Frequently asked questions

How much are vacation packages to Old World Wisconsin?
Let Travelocity take the worry out of organizing your trip to Old World Wisconsin. Have a look at our excellent $654 package deal and save both time and money. With your hotel and flights locked in, you can channel your energy into planning the fun parts of your adventure — like visiting those big-name attractions!
Where can I get the best vacation package deals for Old World Wisconsin?
No matter how you travel, Travelocity can help you lock in an unbeatable Old World Wisconsin package deal. All you have to do is mix and match from our 400 partner airlines and 1,000,000 worldwide properties.
Why should I purchase my Old World Wisconsin vacation package with Travelocity?
Whether you're planning a month-long vacation or a last-minute escape, we have many tempting destinations to choose from at a fantastic price. On top of that, we provide support 24/7, high-quality service and a Price Match Guarantee. Save yourself time and money and secure your dream vacation now.

Top Old World Wisconsin hotel deals

Hampton Inn Elkhorn Lake Geneva Area

Hampton Inn Elkhorn Lake Geneva Area

2.5 out of 5
40 W Hidden Trail Elkhorn WI
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Apr 16 - Apr 17
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG

Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG

2.5 out of 5
200 W O CONNOR DRIVE Elkhorn WI
Free Cancellation
$89 nightly
The price is $99 total per night
$99 total
May 10 - May 11
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way Lake Geneva WI
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $220 total per night
$220 total
Apr 21 - Apr 22
Total with taxes and fees
This smoke-free aparthotel features a golf course, free water park access, and a full-service spa. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the lazy river, mini golf, and kid-friendly dining.
Pool
Hot Tub
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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.