Winona Lake Vacations

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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!

Discover the most popular places to visit in Winona Lake

Grace College

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
$236 nightly
The price is $264 total per night from Jan 7 to Jan 8
$264 total
Jan 7 - Jan 8
Total with taxes and fees
9.8/10 Exceptional! (38 reviews)
I really enjoyed the location being just a block from the lake and within walking distance of parks, trails, the college, a farmer’s market and fun shops. The host had great taste and decorated the house in seasonal decor. Just right for our party of 3.

Reviewed on Nov 13, 2025

Trail Side in the Heart of Winona Lake
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
$81 nightly
The price is $91 total per night from Jan 13 to Jan 14
$91 total
Jan 13 - Jan 14
Total with taxes and fees
8.8/10 Excellent! (371 reviews)
Yes everything nice

Reviewed on Jan 2, 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
$72 nightly
The price is $81 total per night from Jan 13 to Jan 14
$81 total
Jan 13 - Jan 14
Total with taxes and fees
7.6/10 Good! (989 reviews)
Friendly staff! Brandy at the front desk is always so kind and helpful. Amazing breakfast! Great location and clean rooms!

Reviewed on Dec 31, 2025

Best Western Plus Warsaw
See all 215 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 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.