Winona Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Winona Vacation Packages

Winona Hotel Deals

Mill Falls Resort Collection at the Lake
Mill Falls Resort Collection at the Lake
3 out of 5
281 Daniel Webster Hwy, Meredith, NH
The price is ₩188,519 per night from Jul 20 to Jul 21
₩188,519
₩263,574 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (733 reviews)
Top-Notch Hospitality – Ask for Sasha!
"We had a fantastic stay at this hotel! The room was spotless, quiet, and very comfortable—exactly what we needed for a relaxing getaway. What truly made our visit memorable, though, was the exceptional service from the front desk. A special thank-you to Sasha, who welcomed us with genuine warmth ..."

Reviewed on Jul 11, 2025

Mill Falls Resort Collection at the Lake
Best Western Plus Landmark Inn
Best Western Plus Landmark Inn
2.5 out of 5
480 Main Street, Laconia, NH
Fully refundableReserve now, pay when you stay
The price is ₩156,872 per night from Jul 17 to Jul 18
₩156,872
₩170,207 total
Jul 17 - Jul 18
includes taxes & fees
7.6/10 Good! (1,006 reviews)
"Overall, we were happy with our stay. Our room and the property itself was clean. Aside from the person who checked us in every other person we interacted with for staff was great. Person who checked us in didn’t even acknowledge us with the hello or a smile, simply said license and credit card when ..."

Reviewed on Jul 11, 2025

Best Western Plus Landmark Inn
Best Western Plymouth Inn-White Mountains
Best Western Plymouth Inn-White Mountains
2.5 out of 5
1513 US Route 3, Campton, NH
Fully refundableReserve now, pay when you stay
The price is ₩172,131 per night from Jul 16 to Jul 17
₩172,131
₩186,762 total
Jul 16 - Jul 17
includes taxes & fees
8.8/10 Excellent! (820 reviews)
Recommend
"My experience its very good. Good stay and personal friendly."

Reviewed on Jul 11, 2025

Best Western Plymouth Inn-White Mountains
See all 1,911 properties in Winona
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.

Frequently asked questions

How much does a Winona vacation package cost?
You'll find cheap prices on Expedia for your Winona break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Winona costs.
What are the cheapest months to go to Winona?
You can generally find reduced prices and greater availability in January, February and March. Take a look at our cheap Winona vacation packages and you could land some great off-season deals.
How many days is enough for Winona?
With a well-planned schedule, you can easily tick off the main Winona attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Winona vacation for longer.
How to find the best Winona package deals?
Begin your search for a Winona package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Winona 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 Winona getaway off to a flying start.
Is it cheaper to book a Winona vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Winona vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Winona?
Enjoy fantastic discounts by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Winona break.
How to plan a trip to Winona?

  1. Choose when to go: Check your diary and pack your bags. Your preferred season and the activities available will also help you decide when to escape to Winona.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Winona.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to get to in Winona. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you've nailed down your dates and duration, lock in the right Winona 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.