Oswego Vacation Packages

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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.

Top Oswego Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Warsaw

Best Western Plus Warsaw

2.5 out of 5
per person
Aug 30 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Wayne (FWA)
7.8/10 Good! (864 reviews)
A pleasant room and delicious breakfast.

Reviewed on Jul. 17, 2025

Wingate by Wyndham Angola

Wingate by Wyndham Angola

3.5 out of 5
per person
Aug 30 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Wayne (FWA)
9.6/10 Exceptional! (788 reviews)
Well maintained and upkept

Reviewed on Jul. 15, 2025

The Bradley Hotel

The Bradley Hotel

4 out of 5
Downtown
per person
Aug 30 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Wayne (FWA)
9.4/10 Exceptional! (783 reviews)
Absolutely lovely! Best place to stay in Fort Wayne, and I have stayed in many places there. The rooftop restaurant, Birdies is a wonderful bonus. Highly recommend this hotel.

Reviewed on Jul. 19, 2025

Ready to book your vacation to Oswego?

 

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Oswego Hotel Deals

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 CA $97 per night from Aug 14 to Aug 15
CA $97
CA $108 total
Aug 14 - Aug 15
includes taxes & fees
7.6/10 Good! (998 reviews)
"I liked that there was an indoor and outdoor pool as well as a hot tub. I did not like that only 1 of the elevators was working during my stay."

Reviewed on Jul. 7, 2025

Wyndham Garden 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
The price is CA $107 per night from Jul 27 to Jul 28
CA $107
CA $120 total
Jul 27 - Jul 28
includes taxes & fees
7.6/10 Good! (874 reviews)
"So the room was nicely clean. The bed linen very nice. The bathroom was a little beat up...but clean. I had to hand off one of my towels to a friends room because they were only supplied with 1 bath towel.. there were 2 of them."

Reviewed on Jul. 13, 2025

Best Western Plus Warsaw
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 CA $89 per night from Aug 3 to Aug 4
CA $89
CA $99 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (603 reviews)
"We like how well the older homes where kept up, town was clean."

Reviewed on Jul. 17, 2025

Best Western Inn
See all 228 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oswego vacation package cost?
You can grab a vacation package to this popular destination from CA $461 on Expedia. But how much your vacation to Oswego costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Oswego?
If you're looking to book a cheap Oswego vacation package, consider planning a trip in January, February and March. You're likely to find better prices on flights and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Oswego?
With a well-planned itinerary, you can easily tick off the top Oswego attractions in a handful of days. But if you prefer to venture off the beaten track or go on day trips, consider booking your Oswego vacation for longer.
How to find the best Oswego package deals?
Start your search for an Oswego package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Oswego package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oswego adventure underway.
Is it cheaper to book an Oswego vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your Oswego trip to match your exact style. 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 vacation package to Oswego?
If you're planning an impromptu Oswego adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
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 get away.
  2. Set your budget: Factor in expenses like flights, transportation and food when calculating how much to put aside for your trip to Oswego. Then, pick a hotel that fits your budget, whether that's an economical stay or a more upscale retreat.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Oswego. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, book the ideal Oswego vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.