Oswego Vacations from $515

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Your Oswego Vacation

With a vacation package to Oswego, say goodbye to endless planning and hello to stress-free adventure. Every detail of your escape has been taken care of before you depart, so you can get on with discovering this interesting city. A trip to Oswego is a superb opportunity to go sightseeing. Be sure to look around well-known attractions like Chapman Lakes, Wagon Wheel Theatre and Hidden Lake. Whoever you're taking a break with and whatever you plan to spend, your dream Oswego vacation is just a few clicks away with Expedia.

The Latest Oswego vacation packages

Price found within the past 48 hours. Click for updated prices.
Gallops Motel

Gallops Motel

2 out of 5
Price was $593, price is now $515 per person
$515
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Fort Wayne (FWA)
9.2/10 Wonderful! (301 reviews)
This was an amazing stay

Reviewed on May 4, 2026

Fox Lakeview Lodge

Fox Lakeview Lodge

5 out of 5
Price was $1,059, price is now $879 per person
$879
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Fort Wayne (FWA)
9.6/10 Exceptional! (4 reviews)
Nice stay. Communication was excellent. I would recommend.

Reviewed on May 4, 2026

Best Western Fort Wayne Inn & Suites North

Best Western Fort Wayne Inn & Suites North

2.5 out of 5
Price was $688, price is now $581 per person
$581
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Fort Wayne (FWA)
8.4/10 Very Good! (280 reviews)
Staff was top tier on our stay. Other than someone trying to get into a room that wasn't theirs - the pool had way too much chlorine in it. Breakfast was good, rooms were awesome , and overall feel was homey.

Reviewed on Apr 26, 2026

Holiday Inn Express & Suites Auburn by IHG

Holiday Inn Express & Suites Auburn by IHG

2.5 out of 5
Price was $768, price is now $656 per person
$656
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Fort Wayne (FWA)
8.6/10 Excellent! (258 reviews)
Staff was very nice and helpful. Dan at the front desk made us all laugh with his dad jokes. Hotel room was spacious and clean. Would definitely stay again if in the area.

Reviewed on Mar 30, 2026

Inn 1854

Inn 1854

2.5 out of 5
West Central
Price was $711, price is now $612 per person
$612
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Fort Wayne (FWA)
8.4/10 Very Good! (92 reviews)
Everything was great! I had some questions about the check in process and the number provided answered me right away! The rooms were clean and so cozy. The sheets in the Sion Bass room are so soft. The jet tub was also incredible. I wish I had some more control over the temperature in my room, but other than that, a flawless stay!!!

Reviewed on Apr 28, 2026

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Discover the most popular places to visit in Oswego

Tippecanoe Lake

4.5/5(3 reviews)

Commune with nature and explore the great outdoors at Tippecanoe Lake during your travels in Leesburg.

Tippecanoe Lake

Oswego Hotel Deals

Best Western Inn

Best Western Inn

2.5 out of 5
900 Lincolnway E Goshen IN
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $71 total per night from Jun 7 to Jun 8
$71 total
Jun 7 - Jun 8
Total with taxes and fees
Best Western Inn
Tru by Hilton Warsaw

Tru by Hilton Warsaw

2.5 out of 5
200 Prosperity Drive Warsaw IN
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from May 25 to May 26
$94 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (408 reviews)
A true gem in Warsaw IN. I've stayed at 3 other hotels that were just ok to meh. TRU had a cool, funky vibe. I loved the cozy sitting areas, pool table, 24/7 coffee/tea/cocoa bar, and free breakfast. The staff was super helpful, and knowledgeable about the area. The rooms were very clean, no stray ...

Reviewed on May 6, 2026

Tru by Hilton Warsaw
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
$81 nightly
The price is $91 total per night from May 17 to May 18
$91 total
May 17 - May 18
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
Staff was nice, breakfast was good, pool was fun, but overall not a very clean facility. It's obviously old and not well kept, but was fine for an overnight stay for a tournament.

Reviewed on May 3, 2026

Best Western Plus Warsaw
See all 248 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.

Find the Best Oswego Vacation Packages

Oswego Essential Information

Language
English
Currency
U.S dollars
Top Sights
Wagon Wheel Theatre, Chapman Lakes and City-County Athletic Complex

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Frequently asked questions

How much does an Oswego vacation package cost?
You'll find cheap prices from $515 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 vacation to Oswego costs.
What are the cheapest months to go to Oswego?
If you're hoping to snag a cheap Oswego vacation package, consider traveling in November, December and January. You'll typically find lower prices on accommodations and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Oswego?
With a well-planned itinerary, you can easily tick off the most popular Oswego sights in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, think about booking your Oswego vacation for longer.
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 vacation package well in advance.
Is it cheaper to book an Oswego vacation as a package?
You can enjoy significant savings on your next Oswego retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oswego?
If you're considering a spontaneous Oswego vacation, 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.
Does Expedia offer Book Now, Pay Later Oswego vacation packages?
Secure your perfect trip to Oswego with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.