Summit Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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!
Top Summit Vacation Deals
Price found within the past 48 hours. Click for updated prices.
La Quinta Inn by Wyndham Sheboygan
CA $971
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.2/10 Very good! (1,003 reviews)
Room was clean. Smelled like the perfume strippers wear. Staff was friendly and helpful. Sign said rooms not made up on Friday and Sunday unless requested. We stayed over and our room was not made up on Saturday, but trash removed.
VERY convenient to Road America. Don’t know if restaurants are near, but there is a McDonald’s very close.
Would stay here again.
Reviewed on Oct 4, 2026
Plymouth Suites Hotel
CA $1,055
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
7.4/10 Good! (71 reviews)
While the room was clean there was no one available at the front desk 24-7. My room was never cleaned during my entire stay, no fresh towels were ever delivered even though there was a door hanger which allowed me to indicate “please make up room”, the trash was never removed during the 7 day stay. As advertised as a bed and breakfast, there was no breakfast provided. I also noticed that my rate doubled for the Friday and Saturday stay and it seemed that the hotel was not even close to being full. I am part of a very large racing community that goes to Road America and I will make sure that racers I know do not consider this hotel.
Reviewed on Oct 4, 2026
The Rochester Inn, A Historic Hotel
CA $2,425
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (327 reviews)
Everything was clean and well maintained. The Innkeeper was very accommodating and friendly. We enjoyed our short stay.
Reviewed on Sep 28, 2026
Ready to book your vacation to Summit?
Summit Hotel Deals
Sunset Lake House w Hot Tub, 4 fireplaces & kids bunkroom!
Oconomowoc WI
9.4/10 Exceptional! (21 reviews)
"We enjoyed our stay at the property. The host was very quick at responding to any questions we had. The million dollar views of the sunset over the lake were stunning. The kitchen was very well equipped, and there was plenty of comfortable seating for our group."
Reviewed on Sep 13, 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
CA $99
CA $114 total
Nov 2 - Nov 3
includes taxes & 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.
Stay near popular Summit attractions
Upper Nemahbin Lake
Commune with nature and explore the great outdoors at Upper Nemahbin Lake during your travels in Summit.
Lower Nemahbin Lake
Commune with nature and explore the great outdoors at Lower Nemahbin Lake during your travels in Summit.
Middle Genesee Lake
Commune with nature and explore the great outdoors at Middle Genesee Lake during your travels in Summit.
Upper Nashotah Lake
Commune with nature and explore the great outdoors at Upper Nashotah Lake during your travels in Summit.
Lower Nashotah Lake
Commune with nature and explore the great outdoors at Lower Nashotah Lake during your travels in Summit.
Silver Lake
Commune with nature and explore the great outdoors at Silver Lake during your travels in Summit.
Frequently asked questions
How much does a Summit vacation package cost?
You'll find cheap prices from CA $971 on Expedia for your Summit escape. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Summit costs.
What are the cheapest months to go to Summit?
January, February and March are great times to search for cheap Summit vacation packages. Opting to travel in quieter months means you can typically find lower prices on flights and hotels.
How many days is enough for Summit?
We'd recommend booking a Summit vacation for a minimum of 2 days. This will give you enough time to check off top sights including Oconomowoc Historical Museum and Fowler Lake Park, as well as explore neighbourhoods like Summit Corners and Maplewood. You could even slot in a day trip from Summit.
How to find the best Summit package deals?
Use Expedia's handy filters to help you find some fabulous Summit package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Summit package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Summit vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can personalize your Summit escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Summit?
If you're considering a spontaneous Summit trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Summit?
- Pick your dates: What you plan to do in Summit and your favourite season can help you decide when to travel.
- Plan your budget wisely: Besides the price of your hotel, you should factor in other expenses. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Summit.
- Decide how long to go away for: Now that you're more familiar with Summit, you can figure out the right length of your vacation. Pull together a rough plan and allocate enough time to cover everything you want to do.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Summit vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
