Summit Vacation Packages
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Your Summit Vacation
Book a tailored Summit vacation package that has only the things you need and nothing you don't. Great for nature, watersports and views, consider basing yourself in the neighborhood of Halls Park. Any trip to Summit needs a well-thought-out itinerary. Fill yours with famous sights like Fowler Lake Park, Oconomowoc Arts Center and Oconomowoc Golf Club. Stop daydreaming and start adventuring. Browse the range of options on Expedia today and put your Summit vacation plans in motion!
Top Summit Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Milwaukee Airport by IHG
College Heights
Price was CA $897, price is now CA $834 per person
CA $834
per person
May 29 - May 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
7.8/10 Good! (1,008 reviews)
Comfortable place to stay with flying out the next day.
Reviewed on Mar 30, 2026
Hilton Milwaukee
Westown
Price was CA $1,010, price is now CA $950 per person
CA $950
per person
May 29 - May 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.6/10 Excellent! (1,131 reviews)
No room service when I told there was. Very rude when asking why. I needed it for my daughter before her tournament, partly why I booked there.
Reviewed on Mar 27, 2026
The Marc Hotel
Westown
Price was CA $1,052, price is now CA $1,009 per person
CA $1,009
per person
May 29 - May 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
7.8/10 Good! (21 reviews)
Courteous staff. Convenient access to the Baird Center. Only complaint was not being able to adjust the room temp or even adjust or shut the blower for the heating/cooling off. We all woke up with sore throats from the blower running all night.
Reviewed on Mar 23, 2026
Clarion Pointe Milwaukee Airport
Mitchell West
Price was CA $865, price is now CA $835 per person
CA $835
per person
May 29 - May 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.8/10 Excellent! (377 reviews)
The breakfast was fine for the price. Your typical yogurt and waffle maker.
Reviewed on Apr 2, 2026
La Quinta Inn by Wyndham Milwaukee Airport / Oak Creek
Price was CA $915, price is now CA $891 per person
CA $891
per person
May 29 - May 31
found 23 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Milwaukee (MKE)
8.2/10 Very Good! (900 reviews)
The property is in need of some updating, which they were doing when we were there. The staff was very friendly and helpful. Rooms were clean.
Reviewed on Mar 25, 2026
Summit Hotel Deals
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
Oconomowoc WI
9.6/10 Exceptional! (15 reviews)
This was a great place to have a get together! We loved it.
Reviewed on Jan 1, 2026
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Apr 3 to Apr 4
CA $132
CA $153 total
Apr 3 - Apr 4
includes taxes & fees
8.4/10 Very Good! (688 reviews)
Ive stayed at a few area hotels. this was by far The cleanest most recently updated and pleasant hotels.I have been to. The hotel made service cleaned my broom and gave me fresh towels every night without asking. It was a very comfortable mattress and pillows. No continental breakfast which I did ...
Reviewed on Apr 1, 2026
Embassy Suites by Hilton Milwaukee Brookfield
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Apr 23 to Apr 24
CA $170
CA $196 total
Apr 23 - Apr 24
includes taxes & fees
8.8/10 Excellent! (1,163 reviews)
No air conditioning- bad night of sleep
Reviewed on Mar 31, 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.
Discover the most popular places to visit in Summit
Fowler Lake Park
Explore the great outdoors at Fowler Lake Park, a lovely green space in Oconomowoc. Visit the shops or attend a sporting event in this family-friendly area.
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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.
