Summit Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, 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.
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

Downtown Milwaukee
CA $1,006
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (1,003 reviews)
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
CA $1,318
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (2,200 reviews)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $1,778
per person
Sep 25 - Sep 27
found 23 hours ago
Roundtrip flight included
Prince George (YXS) to Milwaukee (MKE)
9.8/10 Exceptional! (2,658 reviews)
Very interesting hotel with the art vibe. Interesting architecture. Very helpful staff. Clean. Bustling little bar and music in the lobby. Refreshing and different.

Reviewed on Aug 17, 2026

County Clare Irish Hotel & Pub

County Clare Irish Hotel & Pub

Downtown Milwaukee
CA $1,096
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9.6/10 Exceptional! (1,004 reviews)
Excellent stay. Staff very pleasant and helpful. Morning omelet great. Location great. Only negative was bed pillows.

Reviewed on Aug 14, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $1,521
per person
Sep 25 - Sep 27
found 23 hours ago
Roundtrip flight included
Prince George (YXS) to Milwaukee (MKE)
9.2/10 Wonderful! (1,267 reviews)
Staff was super helpful

Reviewed on Aug 18, 2026

Ready to book your vacation to Summit?

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Summit Hotel Deals

Waterfront Lake Cottage - Upper Nemahbin Lake

Waterfront Lake Cottage - Upper Nemahbin Lake

Oconomowoc WI
CA $347
CA $999 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (36 reviews)
"Our family had a such a wonderful time. Hosts Derrick and Amy were great and very accommodating. The house was very clean and had beautiful views over looking the Lake. We are looking forward to going back again in the near future."

Reviewed on Jul 27, 2026

Waterfront Lake Cottage - Upper Nemahbin Lake
Beautiful Historic Tudor Mansion with sandy Private Beach

Beautiful Historic Tudor Mansion with sandy Private Beach

Oconomowoc WI
9.6/10 Exceptional! (42 reviews)
"We enjoyed our family vacation, it was very spacious for all 16 of us to enjoy with a lot of things for the grandkids to do, they especially loved the pool and hot tub."

Reviewed on Aug 10, 2026

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Beautiful Historic Tudor Mansion with sandy Private Beach
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $111
CA $128 total
Aug 20 - Aug 21
includes taxes & fees
AmericInn by Wyndham Brookfield
See all 379 properties in Summit
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.
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Lower Nemahbin Lake

Commune with nature and explore the great outdoors at Lower Nemahbin Lake during your travels in Summit.
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Middle Genesee Lake

Commune with nature and explore the great outdoors at Middle Genesee Lake during your travels in Summit.
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Silver Lake

Commune with nature and explore the great outdoors at Silver Lake during your travels in Summit.
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Lower Nashotah Lake

Commune with nature and explore the great outdoors at Lower Nashotah Lake during your travels in Summit.
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Upper Nashotah Lake

Commune with nature and explore the great outdoors at Upper Nashotah Lake during your travels in Summit.
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Frequently asked questions

How much does a Summit vacation package cost?
You'll find cheap prices from CA $1,006 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?
  1. Pick your dates: What you plan to do in Summit and your favourite season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.