Winona Lake Vacations from $598

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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.
The Bradley Hotel

The Bradley Hotel

4 out of 5
Downtown
Price was $693, price is now $598 per person
$598
per person
May 17 - May 19
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Wayne (FWA)
9.4/10 Exceptional! (1,007 reviews)
Clean comfortable rooms with nice decor.

Reviewed on Apr 9, 2026

Hampton Inn & Suites Ft. Wayne-North

Hampton Inn & Suites Ft. Wayne-North

2.5 out of 5
Price was $898, price is now $735 per person
$735
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Fort Wayne (FWA)
7.8/10 Good! (1,001 reviews)
We only had a quick stay overnight. Over all we thought it was great. There were minor things that are broke in the room that you find at most hotels from use. Things seemed clean and for once in a long time it was a place that offered a pool area that was warm and the water wasn't an ice bath. Stay all were super friendly. We will stay again when in the area.

Reviewed on Mar 19, 2026

Comfort Suites Fort Wayne North

Comfort Suites Fort Wayne North

2.5 out of 5
Price was $866, price is now $718 per person
$718
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Fort Wayne (FWA)
7.6/10 Good! (1,000 reviews)
Up grading to entire facilities

Reviewed on Nov 19, 2025

Hampton Inn Ft. Wayne/Dupont Road

Hampton Inn Ft. Wayne/Dupont Road

2.5 out of 5
Price was $927, price is now $769 per person
$769
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Fort Wayne (FWA)
8.2/10 Very Good! (950 reviews)
I have always been very picky about my hotels, and wasn’t certain about booking The Hampton, but I am so glad I did. This was hands down the best experience I have EVER had with a kind, friendly, and helpful staff. While it’s true that this Hampton is not the newest hotel building in the area, the rooms are clean, the beds are comfortable, and it was a quiet stay. I stayed several days along with different family members during a family emergency and visiting the nearby hospital. They got to know us and our situation, and anticipated needs we didn’t even know we had. I am so grateful to have had such a welcoming place to come back to during such a stressful time. This should be no contest. Stay here!

Reviewed on Mar 31, 2026

Red Roof Inn Auburn

Red Roof Inn Auburn

2 out of 5
Price was $733, price is now $660 per person
$660
per person
May 17 - May 21
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Fort Wayne (FWA)
8.4/10 Very Good! (523 reviews)
Clean and reasonable .

Reviewed on Apr 10, 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
$232 nightly
The price is $259 total per night from Apr 14 to Apr 15
$259 total
Apr 14 - Apr 15
Total with taxes and fees
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

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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 16 to Apr 17
$91 total
Apr 16 - Apr 17
Total with taxes and fees
7.8/10 Good! (1,002 reviews)
Room was clean & breakfast was really good!

Reviewed on Apr 5, 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 $598 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.