Oshkosh Vacation Packages

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Your Oshkosh Vacation

Excellent adventures await when you reserve a Oshkosh vacation package. Whether you're a history buff, art enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this exciting city. EAA Aviation Museum, University of Wisconsin-Oshkosh and The Outlet Shoppes at Oshkosh are just some of the many attractions you'll want to explore during your trip to Oshkosh. A few quick clicks is all it takes to create your perfect Oshkosh vacation on Expedia.

Top Oshkosh Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Appleton

Baymont by Wyndham Appleton

CA $1,005
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
8/10 Very good! (506 reviews)
DoubleTree by Hilton Neenah

DoubleTree by Hilton Neenah

CA $1,067
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
8.6/10 Excellent! (1,002 reviews)
Cobblestone Suites Oshkosh

Cobblestone Suites Oshkosh

CA $1,072
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
8.6/10 Excellent! (957 reviews)
Great breakfast selection and it was maintained and replenished for the most part. Room was large and clean, but the shower could use a new shower head. I think that thing has been in there since the hotel was built. Overall, a great stay I’d rebook if I’m back in the area.

Reviewed on Aug 22, 2026

Best Western Plus Paper Valley Hotel

Best Western Plus Paper Valley Hotel

CA $1,166
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
8.4/10 Very good! (1,011 reviews)
This was a very nice and clean hotel! They had a large variety for breakfast, coffee in the room and a nice swimming pool area. Also very convenient location with easy parking.

Reviewed on Aug 23, 2026

Wyndham Garden Appleton

Wyndham Garden Appleton

CA $1,122
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Appleton (ATW)
8.4/10 Very good! (226 reviews)

Ready to book your vacation to Oshkosh?

Choose your dates

Oshkosh Hotel Deals

Cobblestone Suites Oshkosh

Cobblestone Suites Oshkosh

3105 S Washburn St Oshkosh WI
Fully refundableReserve now, pay when you stay
CA $134
CA $154 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (961 reviews)
"Great breakfast selection and it was maintained and replenished for the most part. Room was large and clean, but the shower could use a new shower head. I think that thing has been in there since the hotel was built. Overall, a great stay I’d rebook if I’m back in the area."

Reviewed on Aug 22, 2026

Cobblestone Suites Oshkosh
Baymont inn by Wyndham Oshkosh Airport

Baymont inn by Wyndham Oshkosh Airport

1581 W South Park Ave Oshkosh WI
Fully refundableReserve now, pay when you stay
CA $110
CA $127 total
Aug 27 - Aug 28
includes taxes & fees
Baymont inn by Wyndham Oshkosh Airport
Comfort Suites Oshkosh West

Comfort Suites Oshkosh West

400 S Koeller St Oshkosh WI
Fully refundable
CA $105
CA $121 total
Sep 15 - Sep 16
includes taxes & fees
Comfort Suites Oshkosh West
See all 1,083 properties in Oshkosh
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 Oshkosh attractions

EAA Aviation Museum

9.2/10 (245 reviews)
You can spend an afternoon studying the exhibits at EAA Aviation Museum in Oshkosh. Visit the area's shops or attend a sporting event.
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The Outlet Shoppes at Oshkosh

8.2/10 (168 reviews)
You can find the perfect gifts to bring home at The Outlet Shoppes at Oshkosh during your visit to Oshkosh. Visit the area's shops or attend a sporting event.
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Paine Art Center and Gardens

9.2/10 (20 reviews)
You can study the exhibits at Paine Art Center and Gardens, a museum with a storied past, during your travels to Oshkosh. Experience the area's museums and festivals.
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Titan Stadium

7.8/10 (49 reviews)
Catch an event at Titan Stadium during your trip to Oshkosh. Experience the area's festivals or attend a sporting event.
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Menominee Nation Arena

7.8/10 (49 reviews)
Catch an event at Menominee Nation Arena during your trip to Oshkosh. Discover the area's museums and shops.
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Ford Festival Park

7.6/10 (64 reviews)
Explore the great outdoors at Ford Festival Park, a lovely green space in Oshkosh. Visit the area's shops or attend a sporting event.
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Menominee Park

8.6/10 (118 reviews)
Menominee Park is just one of the places to see in Oshkosh, so why not enjoy the other things to explore during your travels? Experience the area's museums or attend a sporting event.
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Oshkosh Saturday Farmers Market

9.6/10 (4 reviews)
You can do some window-shopping at Oshkosh Saturday Farmers Market during your stay in Oshkosh. Experience the area's festivals and museums.
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Frequently asked questions

How much does an Oshkosh vacation package cost?
Offering great value package deals from CA $1,005 on Expedia, you'll be pleasantly surprised at how much a vacation to Oshkosh costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oshkosh?
You can usually find lower rates and better availability in January, February and March. Explore our cheap Oshkosh vacation packages and you could score some excellent off-season deals.
How many days is enough for Oshkosh?
Typically, a handful of days is enough to check out the major attractions during your Oshkosh vacation. However, if you'd like to have some time to rest or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Oshkosh?
Oshkosh has everything you need for a memorable trip — views, festivals and fishing are just the start. Whether you want to check out sights like Titan Stadium and Paine Art Centre and Gardens, or venture off the beaten track, you'll have plenty to explore on your Oshkosh vacation.
How to find the best Oshkosh package deals?
Start your search for an Oshkosh package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Oshkosh package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oshkosh escape underway.
Is it cheaper to book an Oshkosh vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a customized Oshkosh vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Oshkosh?
If you've got your Oshkosh travel dates confirmed, book early to snap up some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Oshkosh?
  1. Choose when to travel: Check your schedule and get your bags packed. Your preferred season and the activities available will also help you decide when to vacation in Oshkosh.
  2. Work out your budget: Ensure you have enough money to pay for everything from meals and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Oshkosh.
  3. Work out your trip length: Think about how long you want to spend discovering Oshkosh. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick an Oshkosh vacation package that brings all your bookings together.

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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.