Oak Hill Vacation Packages
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Your Oak Hill Vacation
When you book a Oak Hill vacation package, it's all about letting go and enjoying your adventure to the fullest. Discover the best parts of this fun-filled city knowing that all your travel arrangements have been organized in advance. If sightseeing is on your list of things to do during your trip to Oak Hill, check out leading attractions like Palmyra Beach. Whoever you're taking a break with and whatever the size of your budget, your ultimate Oak Hill vacation is just a few clicks away with Expedia.
Top Oak Hill Vacation Deals
Price found within the past 48 hours. Click for updated prices.
JW Marriott Chicago
Downtown Chicago
Price was CA $1,113, price is now CA $722 per person
CA $722
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Room was great, the staff and concierge exceeded expectations!
Reviewed on Feb 15, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,266, price is now CA $815 per person
CA $815
per person
Apr 21 - Apr 25
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on Feb 16, 2026
Viceroy Chicago
Downtown Chicago
Price was CA $1,081, price is now CA $835 per person
CA $835
per person
Apr 8 - Apr 11
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
We stayed at the Viceroy Chicago last night and had a wonderful experience. The hotel is stylish, comfortable, and feels thoughtfully designed in every detail. The staff was warm and welcoming from the moment we arrived, and the service throughout our stay was excellent. Our room was spotless with a great layout, and the overall atmosphere of the hotel made it easy to relax and enjoy the night. A really lovely stay—highly recommend.
Reviewed on Feb 15, 2026
Oak Hill Hotel Deals
The Ingleside Hotel
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Mar 1 to Mar 2
CA $140
CA $158 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (765 reviews)
Parking was easy.
Reviewed on Jan 8, 2026
La Quinta Inn & Suites by Wyndham Milwaukee Delafield
2801 Hillside Dr Delafield WI
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Mar 1 to Mar 2
CA $103
CA $116 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Nothing too fancy, but clean, convenient to recreational activities and various attractions in the area. The inn just about everything you might need. The in-room refrigerator is larger than most, plus there is a microwave oven. The included breakfast is just fine. Friendly, helpful staff. It looks ...
Reviewed on Feb 10, 2026
Holiday Inn Express & Suites Delafield by IHG
3030 Golf Rd Delafield WI
The price is CA $130 per night from Feb 23 to Feb 24
CA $130
CA $146 total
Feb 23 - Feb 24
includes taxes & fees
9.4/10 Exceptional! (613 reviews)
Spacious comfortable room, good pool area, easy parking, restaurant on site.
Reviewed on Jan 28, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
