Oswego Vacations from $423

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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.
Quality Inn Decatur near US-224

Quality Inn Decatur near US-224

2.5 out of 5
Price was $481, price is now $423 per person
$423
per person
Jan 16 - Jan 19
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Fort Wayne (FWA)
7.6/10 Good! (281 reviews)
The room was spotless and was one of the nicest places we have ever stayed.

Reviewed on Dec 4, 2025

LaSalle Guest House

LaSalle Guest House

2.5 out of 5
West Central
Price was $718, price is now $529 per person
$529
per person
Jan 16 - Jan 19
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Fort Wayne (FWA)
8.2/10 Very Good! (80 reviews)
The people on the property are very nice. The property is super cute! The noise level at night was aweful! There also was no space to put your luggage or unpack. No dresser space AT ALL! This is a super romantic spott. It would be great for a weekend, at least in our room, but no loner than that. Oh, and the bathtub was amazing, like a small swimming pool!

Reviewed on Sep 6, 2025

Hyatt Place Fort Wayne - Northwest

Hyatt Place Fort Wayne - Northwest

3 out of 5
Price was $540, price is now $466 per person
$466
per person
Jan 16 - Jan 19
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Fort Wayne (FWA)
8.4/10 Very Good! (1,005 reviews)
I had a wonderful stay...Thank you. LonnieB

Reviewed on Dec 5, 2025

Hampton Inn & Suites Ft. Wayne-North

Hampton Inn & Suites Ft. Wayne-North

2.5 out of 5
Price was $571, price is now $504 per person
$504
per person
Jan 16 - Jan 19
found 17 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Fort Wayne (FWA)
7.8/10 Good! (1,001 reviews)
It was excellent and delicious

Reviewed on Nov 12, 2025

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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

Comfort Inn Goshen

Comfort Inn Goshen

2.5 out of 5
2309 Lincolnway East Goshen IN
$67 nightly
The price is $74 total per night from Dec 7 to Dec 8
$74 total
Dec 7 - Dec 8
Total with taxes and fees
6.8/10 (546 reviews)
need more varity for breakfast hotel was under reno was told its been going on for 2 yrs from our apt. room was half way thu reno breakfast area needed a clean up stuff from construction all over messy

Reviewed on Nov 15, 2025

Comfort Inn Goshen
Best Western Inn

Best Western Inn

2.5 out of 5
900 Lincolnway E Goshen IN
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $67 total per night from Dec 28 to Dec 29
$67 total
Dec 28 - Dec 29
Total with taxes and fees
7.6/10 Good! (668 reviews)
Did not partake in the breakfast. I was pleased to see the conditions...had not stayed here in many years. pleasantly surprized in the good, clean conditions.

Reviewed on Nov 15, 2025

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
$56 nightly
The price is $63 total per night from Jan 4 to Jan 5
$63 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.8/10 Excellent! (359 reviews)
Absolutely wonderful! Check in was easy, room was clean, breakfast was extremely good for hotel breakfast.

Reviewed on Dec 5, 2025

Tru by Hilton Warsaw
See all 246 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 $423 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.