Winona Vacations from $186

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Your Winona Vacation

Organizing your next exciting travel adventure is a piece of cake with a Winona vacation package. The neighborhood of South Down Shores, which is good for hiking, makes an ideal starting point to uncover the delights of this vibrant city. Make sure to get in some sightseeing during your trip to Winona. Scribner-Fellows State Forest and Waukewan Golf Club are some leading attractions to visit. No matter your travel plans or the size of your budget, organizing a tailored Winona vacation is simple with Expedia.

The Latest Winona Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Hummingbird Center

The Hummingbird Center

2 out of 5
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Lebanon (LEB)
No reviews
Moultonborough Inn

Moultonborough Inn

3 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Manchester (MHT)
9/10 Wonderful! (104 reviews)
We went to a wedding at Castle on the clouds and it was a perfect spot! Really clean rooms

Reviewed on Apr 29, 2024

The Centennial

The Centennial

4 out of 5
Save 100% on your flight
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Manchester (MHT)
8.8/10 Excellent! (767 reviews)
It was pretty and well kept.

Reviewed on May 27, 2024

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel

Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel

3 out of 5
per person
Jul 11 - Jul 14
found 4 hours ago
Roundtrip flight included
Newark (EWR) to Lebanon (LEB)
9/10 Wonderful! (612 reviews)
Beautiful and comfortable accomodations

Reviewed on Jun 6, 2024

Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 out of 5
per person
Jul 12 - Jul 15
found 10 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Manchester (MHT)
9.4/10 Exceptional! (329 reviews)
We truly enjoyed staying in Peterborough, found several great places to visit and dine at! We will definitely be back.

Reviewed on Jun 3, 2024

Winona Essential Information

Language
English
Currency
U.S dollars

Winona Hotel Deals

Mill Falls at the Lake
Mill Falls at the Lake
3 out of 5
312 Daniel Webster Hwy, Meredith, NH
The price is $151 per night from Jun 25 to Jun 26
$151
$204 total
includes taxes & fees
Jun 25 - Jun 26
8.2/10 Very Good! (516 reviews)
"Having stayed here multiple times on the past. They have reduced the number of amenities in the rooms and past the cost of others to the guest as a resort fee. Other than these unexpected issues it's a great location with stunning views."

Reviewed on Jun 2, 2024

Mill Falls at the Lake
Fireside Inn & Suites Gilford
Fireside Inn & Suites Gilford
2.5 out of 5
17 Harris Shore Road, Gilford, NH
Fully refundableReserve now, pay when you stay
The price is $143 per night from Jul 2 to Jul 3
$143
$155 total
includes taxes & fees
Jul 2 - Jul 3
8.6/10 Excellent! (556 reviews)
"Clean easy access to the concert venue"

Reviewed on Jun 2, 2024

Fireside Inn & Suites Gilford
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 $129 per night from Jun 17 to Jun 18
$129
$140 total
includes taxes & fees
Jun 17 - Jun 18
7.4/10 Good! (781 reviews)
"Facility was good, staff friendly. The room was not as well prepared or as clean as I would have expected."

Reviewed on Jun 4, 2024

Best Western Plus Landmark Inn
See all 1,880 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winona vacation package cost?
Get your credit card ready, because a getaway to Winona starts from just $186. When you combine your flights, hotels and more into a vacation package, you’ll pick up the best bargains.
How do I get a cheap travel package to Winona?
Bundle your hotels and flights with Expedia to save big on your next trip. With over 550 air carriers and 1,000,000 properties worldwide, your Winona vacation package can be customized exactly to suit your travel style. With all that extra money, why not add a few fun tours and activities? It’s an easy way to unlock even more bargains. That vacation you’ve always dreamed of in Winona is much closer than you thought!
How far in advance should I book my Winona vacation?
It’s hard to pick the best time for airfares, but we generally suggest the earlier, the better. Most international flights on Expedia become available up to 12 months in advance. If you can’t book early, don’t fret. Low prices appear from time to time just weeks before departure dates.
What does an Expedia Winona travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a couple of activities and tours and watch your savings grow. When it comes to organizing your Winona vacation, you’re the boss!
What should I know before booking a Winona travel package?
You’ll land big savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one place simply makes planning easier. So why waste time or money? Whether you’re organizing a ritzy city getaway or a low-cost family road trip, have a look at our package deals today.
Can I choose my airline with a Winona Expedia vacation package?
With a vacation package, you’re in control. Whether you’re eager to fly to Winona in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Winona vacation package?
It’s difficult to predict what tomorrow might bring, so it’s good to know that you can change or cancel your Winona vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Discover the most popular places to visit in Winona

Image for Scribner-Fellows State Forest

Scribner-Fellows State Forest

Explore the great outdoors at Scribner-Fellows State Forest and enjoy the mountain views during your trip to New Hampton. While you're in the area, stroll along the lakeside.

Scribner-Fellows State Forest

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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.