
Summit Vacations from $552
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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!
The Latest Summit vacation packages
Price found within the past 48 hours. Click for updated prices.

The Ingleside Hotel
Price was $611, price is now $552 per person
$552
per person
Dec 11 - Dec 13
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
8.6/10 Excellent! (981 reviews)
Excellent Service and 5 Star Staff. I will definitely recommend the experience.
Reviewed on Nov 4, 2026


The Pfister Hotel
Downtown Milwaukee
Price was $1,126, price is now $928 per person
$928
per person
Dec 11 - Dec 14
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Milwaukee (MKE)
9.6/10 Exceptional! (2,299 reviews)
Perfection! The location is a walkable distance to restaurants and culture. The lobby is sumptuous, with comfortable furniture, a pianist, and a fireplace that took away the autumn chill. Our room was gorgeous! Small, but well-appointed with a glorious bathroom. The staff were incredibly friendly and efficient. It was the best valet experience we've ever had at a hotel--Noelia greeted us immediately and unloaded our bags, not a moment of waiting. We stayed here back in 2010 with our young children and loved the Pfister then. Sixteen years later with the kids grown and flown, it is even better! It will definitely be a destination for us in our future travels.
Reviewed on Nov 6, 2026

The Delafield Hotel
Price was $880, price is now $734 per person
$734
per person
Dec 11 - Dec 13
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Milwaukee (MKE)
9.6/10 Exceptional! (506 reviews)
This place is beautiful. Had a naster suite which was fabulous. Attended a wedding here and can't say enough great things about this as a wedding venue. In addition the town of Delafield is great. Coming from Texas it was a pleasurable experience.
Reviewed on Nov 6, 2026

Kinn Guesthouse Downtown
Downtown Milwaukee
Price was $811, price is now $702 per person
$702
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.4/10 Exceptional! (444 reviews)
Nice hotel downtown. Never talked to a person did everything by text which ended up being super useful because we came in late and left early. The code works great gets you in and out and very convenient. Rooms were wonderful and the hotel is centrally located. Loved it.
Reviewed on Nov 5, 2026
Stay near popular Summit attractions
Summit Hotel Deals

Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
Oconomowoc WI
9.4/10 Exceptional! (22 reviews)
"Great house"
Reviewed on Oct 5, 2026

Beautiful Historic Tudor Mansion with sandy Private Beach
Oconomowoc WI
9.6/10 Exceptional! (44 reviews)
"This estate is absolutely gorgeous. The pictures do not do it justice, as I was blown away at the enormous size of the rooms (bedrooms, conservatory, kitchen, multiple dining areas and sitting rooms). My daughter got married this past Saturday, and we chose to rent Wildwood Estate instead of everyone ..."
Reviewed on Aug 31, 2026

Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $100 total per night from Nov 15 to Nov 16
$100 total
Nov 15 - Nov 16
Total with taxes and fees
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.
Find the Best Summit Vacation Packages
Summit Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Oconomowoc Historical Museum, Fowler Lake Park and Oconomowoc Golf Club |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Cabin Rentals in Delafield
- Cabin Rentals in Summit
- Hotels near General Mitchell Intl.
- Cabin Rentals in Wisconsin
- Pewaukee Hotels
- Cabin Rentals in Oconomowoc
- Lake Geneva Hotels
- Hotels near American Family Field
- Summit Corners Hotels
- Cheap Hotels in Milwaukee
- Hartland Hotels
- Hotels near Fiserv Forum
- Vacation Homes in Summit
- Wales Hotels
- Guest Houses in Dousman
- Milwaukee Hotels
- Brookfield Hotels
- Hotels with a Gym in Delafield
- Oconomowoc Hotels
- Delafield Hotels
- Madison Hotels
- Downtown Milwaukee Hotels
- Waukesha Hotels
- Pet-Friendly Hotels in Delafield
- Dousman Hotels
- Summit Hotels
- 2 Star Hotels in Dousman
- Resorts & Hotels with Spas in Oconomowoc
- Hotels with an Indoor Pool in Delafield
- Cabin Rentals in Lake Geneva
- Flights from Raleigh (RDU) to Milwaukee (MKE)
- Flights from Chicago (ORD) to Milwaukee (MKE)
- Flights to Madison
- Flights from Tampa (TPA) to Milwaukee (MKE)
- Flights from Atlanta (ATL) to Milwaukee (MKE)
- Flights to Milwaukee
- Flights to Delafield
- Flights from Minneapolis (MSP) to Milwaukee (MKE)
- Flights from Boston (BOS) to Milwaukee (MKE)
- Flights from Dane County Regional
- Flights from Detroit (DTW) to Milwaukee (MKE)
- Flights from Phoenix (PHX) to Milwaukee (MKE)
- Flights from Philadelphia (PHL) to Milwaukee (MKE)
- Flights from Seattle (SEA) to Milwaukee (MKE)
- Flights from Orlando (MCO) to Milwaukee (MKE)
- Flights from Dallas (DFW) to Milwaukee (MKE)
- Flights from Denver (DEN) to Milwaukee (MKE)
- Flights to Oconomowoc
- Flights to Wisconsin
- Flights from Waukesha County
- Flights from Las Vegas (LAS) to Milwaukee (MKE)
- Flights from General Mitchell Intl.
- Flights from Los Angeles (LAX) to Milwaukee (MKE)
- Flights from Houston (IAH) to Milwaukee (MKE)
- Flights from Milwaukee
- Flights from Washington (DCA) to Milwaukee (MKE)
- Flights from New York (NYC) to Milwaukee (MKE)
- Discovery World
- Visit Oconomowoc
- Waukesha Vacations
- Naga-Waukee War Memorial Golf Course
- Carroll University
- Infinity Fields Baseball Park
- Pewaukee Vacations
- Minooka Park
- Mukwonago Vacations
- The Gobbler Theater
- Knollward
- Oconomowoc Historical Museum
- Eagle Vacations
- Monkey Joe's
- Pewaukee Lake Beach
- Lapham Peak
- Pewaukee Lake
- Wales Vacations
- Oakbrook-Eser Studios and Gallery
- Frame Park Formal Gardens
- Milwaukee Vacations
- Miller Brewery
- Imagination Station
- Springs Water Park
- Tivoli Island Park
- Center Court Sports Complex
- Nagawaukee County Park and Beach
- Fox River Park
- Visit Waukesha
- Pieper Porch Winery and Vineyard
- Fowler Lake Park
- Kettle Moraine Ranch
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















