Oshkosh Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Top hotels in Oshkosh
Cobblestone Suites Oshkosh
3105 S Washburn St Oshkosh WI
Fully refundableReserve now, pay when you stay
S$148
23 Aug - 24 Aug
includes taxes & fees
Baymont inn by Wyndham Oshkosh Airport
1581 W South Park Ave Oshkosh WI
Fully refundableReserve now, pay when you stay
S$118
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (150 reviews)
"Property was basically fine. However, they charged my credit card twice for a one-night stay. That was eventually resolved. They also showed a $75 credit on my card which is still pending but quite confusing. I do not recall paying a security deposit or any payment to hold the room, so what is that ..."
Reviewed on 7 Aug, 2026
Wingate by Wyndham Oshkosh
1800 S Koeller St Oshkosh WI
Fully refundableReserve now, pay when you stay
S$117
9 Sept - 10 Sept
includes taxes & fees
8.2/10 Very good! (595 reviews)
"Clean, comfortable, friendly staff."
Reviewed on 12 Aug, 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.
Stay near popular Oshkosh attractions
EAA Aviation Museum
9.2/10 (245 reviews)
Home to over 200 historic aircraft, this museum celebrates aviation through interactive exhibits and meticulously restored planes. Experience the thrill of flight in vintage aircraft at Pioneer Airport in summer.
Oshkosh Convention Center
This riverside convention centre offers versatile event spaces with modern amenities and scenic Fox River views. Explore the adjacent city centre area and Riverwalk before or after attending conferences or special events.
The Outlet Shoppes at Oshkosh
8.2/10 (168 reviews)
The Outlet Shoppes at Oshkosh offers over 40 brand-name retailers with discounted designer merchandise in an open-air setting. Shop weekday mornings for a relaxed experience browsing Nike, Under Armour, and Michael Kors.
Paine Art Center and Gardens
9.2/10 (20 reviews)
This Tudor Revival mansion showcases rotating art collections amid formal gardens that change seasonally. Explore ornate period rooms before wandering through meticulously landscaped grounds with spring tulips.
Ford Festival Park
7.6/10 (64 reviews)
This venue hosts Wisconsin's premier music festivals, including Rock USA and Country USA. Enjoy live performances from renowned artists while exploring the grounds with ample amenities and vibrant atmosphere.
Titan Stadium
7.8/10 (49 reviews)
Home to UW-Oshkosh athletics, Titan Stadium boasts an Olympic-quality track and synthetic turf field. Evening football games in fall offer the most electric atmosphere with seating for nearly 10,000 spectators.
Menominee Nation Arena
7.8/10 (49 reviews)
This state-of-the-art venue hosts the Wisconsin Herd basketball team and diverse entertainment events. Experience premium viewing from club-level seats or VIP lounges while enjoying the arena's intimate atmosphere.
Pollock Community Water Park
7.4/10 (26 reviews)
This family-friendly aquatic centre offers multiple slides, a lazy river, and a zero-depth entry pool for all ages. Enjoy a relaxing float or thrilling water adventure during summer months.
Frequently asked questions
How much does an Oshkosh holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Oshkosh costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oshkosh?
You can generally find lower prices and better availability in January, February and March. Take a look at our cheap Oshkosh holiday packages and you could score some excellent off-season deals.
How many days is enough for Oshkosh?
With a well-organised schedule, you can easily hit the top Oshkosh attractions in a handful of days. But if you'd like to discover hidden spots or take day trips, consider booking your Oshkosh holiday for longer.
Is it worth booking a holiday package to Oshkosh?
Whether you'd like to check out key attractions such as Titan Stadium and Paine Art Centre and Gardens on your Oshkosh holiday, or coming for its excellent views, festivals and fishing, there's something for everyone here. With so much to do, you'll soon learn why so many visitors think Oshkosh is a good holiday destination.
How to find the best Oshkosh package deals?
Use Expedia's handy filters to find some fabulous Oshkosh package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Oshkosh package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book an Oshkosh holiday as a package?
An Expedia holiday package could land you great savings when compared to booking accommodation and flights separately. Better still, you can tailor your Oshkosh trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Oshkosh?
If you're planning an impromptu Oshkosh getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Oshkosh?
- Choose when to travel: Check your schedule and get packing. Your favourite season and the type of activities available will also help you decide when to holiday in Oshkosh.
- Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Oshkosh.
- Decide how many days away: Start by compiling a list of the activities and sights you'd like to get to in Oshkosh. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your accommodation and airfare: After you've nailed down your dates and duration, book the perfect Oshkosh holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
