Winona Lake Vacations from $504

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Your Winona Lake Vacation

Our Winona Lake vacation packages let you customize your own adventure. Tailor your journey to your interests and style and make the most of your time in this fantastic city. If a sightseeing tour is part of the program during your trip to Winona Lake, look around popular attractions like Grace College, Chapman Lakes and Wagon Wheel Theatre. Expedia has what you need to escape the everyday. Tailor your vacation to Winona Lake to suit your style of travel, whatever that may be!

The Latest Winona Lake 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 $563, price is now $504 per person
$504
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Fort Wayne (FWA)
7.6/10 Good! (289 reviews)
The room was spotless and was one of the nicest places we have ever stayed.

Reviewed on Dec 4, 2025

The Bradley Hotel

The Bradley Hotel

4 out of 5
Downtown
Price was $846, price is now $699 per person
$699
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Fort Wayne (FWA)
9.4/10 Exceptional! (1,007 reviews)
Clean comfortable rooms with nice decor.

Reviewed on Apr 9, 2026

Best Western Fort Wayne Inn & Suites North

Best Western Fort Wayne Inn & Suites North

2.5 out of 5
Price was $637, price is now $528 per person
$528
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Fort Wayne (FWA)
8.4/10 Very Good! (254 reviews)
Breakfast was not very good. Carpet was dirty. Hallways were sticky.

Reviewed on Apr 8, 2026

Landing Apartments Fort Wayne - East Central

Landing Apartments Fort Wayne - East Central

3 out of 5
Downtown
Price was $823, price is now $685 per person
$685
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Fort Wayne (FWA)
No reviews
LaSalle Guest House

LaSalle Guest House

2.5 out of 5
West Central
Price was $595, price is now $511 per person
$511
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Greenville (GSP) to Fort Wayne (FWA)
8.4/10 Very Good! (89 reviews)
Very cozy stay! Beautiful room and close to everything I needed. I would definitely stay again.

Reviewed on Feb 4, 2026

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Discover the most popular places to visit in Winona Lake

Grace College

4.5/5(14 reviews)

Explore the campus of Grace College, during your trip to Winona Lake. While you're in the area, stroll along the lakeside.

Grace College

Winona Lake Hotel Deals

Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake

Winona Lake IN
$229 nightly
The price is $256 total per night from Apr 14 to Apr 15
$256 total
Apr 14 - Apr 15
Total with taxes and fees
9.8/10 Exceptional! (42 reviews)
Nice place…. Smelled like animals. It did say pet friendly and I missed it when I looked at the property.

Reviewed on Apr 12, 2026

Trail Side in the Heart of Winona Lake
The Winona Lake Chalet 1

The Winona Lake Chalet 1

Winona Lake IN
10/10 Exceptional! (7 reviews)
Great stay at the chalet. Very clean and comfortable. Everything just as pictured. We’d happily stay here again.

Reviewed on Mar 25, 2026

Get rates
The Winona Lake Chalet 1
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 Apr 20 to Apr 21
$91 total
Apr 20 - Apr 21
Total with taxes and fees
7.8/10 Good! (1,005 reviews)
Clean room great breakfast.

Reviewed on Apr 12, 2026

Best Western Plus Warsaw
See all 216 properties in Winona Lake
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 Winona Lake Vacation Packages

Winona Lake Essential Information

Language
English
Currency
U.S dollars
Population
5,000
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Wagon Wheel Theatre, Tippecanoe Lake and Webster Lake

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Frequently asked questions

How much does a Winona Lake vacation package cost?
Offering excellent value package deals from $504 on Expedia, you'll be thrilled with how little a vacation to Winona Lake costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Winona Lake?
If you'd like to book a cheap Winona Lake vacation package, consider traveling in November, December and January. You'll typically find lower prices on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Winona Lake?
The ideal length for your Winona Lake vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to visit all the leading sights and explore some hidden gems along the way.
How to find the best Winona Lake package deals?
Use Expedia's filter tool to find some fabulous Winona Lake package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Winona Lake package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Winona Lake vacation as a package?
You can enjoy significant savings on your Winona Lake escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Winona Lake?
If you're planning a spur-of-the-moment Winona Lake trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Winona Lake vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Winona Lake break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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