Oswego Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Oswego

Best Western Inn

Best Western Inn

2.5 out of 5
900 Lincolnway E, Goshen, IN
Fully refundableReserve now, pay when you stay
The price is S$93 per night from 31 Aug to 1 Sept
S$93
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (620 reviews)
"Nice rooms and very convenient for our destination"

Reviewed on 24 Aug, 2025

Best Western Inn
Best Western Plus Warsaw

Best Western Plus Warsaw

2.5 out of 5
3825 Lake City Hwy, Warsaw, IN
Fully refundableReserve now, pay when you stay
The price is S$112 per night from 1 Sept to 2 Sept
S$112
1 Sept - 2 Sept
includes taxes & fees
7.6/10 Good! (921 reviews)
"Ac was the most efficient of any hotel we've stayed in. Could have"

Reviewed on 18 Aug, 2025

Best Western Plus Warsaw
Wyndham Garden Warsaw

Wyndham Garden Warsaw

3 out of 5
2519 E Center St, Warsaw, IN
Fully refundableReserve now, pay when you stay
The price is S$100 per night from 31 Aug to 1 Sept
S$100
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (1,002 reviews)
Nice room.
"It was nice hotel. The room was nice and comfortable. But disappointed that they didn’t have continental breakfast. The elevator was closed due to repairs."

Reviewed on 22 Aug, 2025

Wyndham Garden Warsaw
See all 227 properties in Oswego
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.

Frequently asked questions

How much does an Oswego holiday package cost?
You'll find cheap prices on Expedia for your Oswego escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Oswego costs.
What are the cheapest months to go to Oswego?
January, February and March are the best times to search for cheap Oswego holiday packages. Opting to travel in quieter months means you can typically find lower prices on hotels and flights.
How many days is enough for Oswego?
The ideal length of your Oswego holiday depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to visit all the major sights and explore some hidden spots along the way.
How to find the best Oswego package deals?
Use Expedia's filters to help you find some tempting Oswego package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Oswego package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book an Oswego holiday as a package?
You can enjoy significant savings on your next Oswego retreat by booking a customised holiday package. Click on the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Oswego?
If you're considering a spontaneous Oswego holiday, 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 find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Oswego?

  1. Pick your travel dates: What you'd like to do in Oswego and your favourite season will help you decide when to travel.
  2. Set a budget: Factor in expenses like food, flights and transportation when working out how much to set aside for your trip to Oswego. Then, pick a property that suits your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Work out your trip length: Consider how long you want to spend discovering Oswego. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the ideal Oswego 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.