Winona Vacation Packages

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Your Winona Vacation

From its highlights to its hidden gems, this city is best explored with a Winona vacation package. Check out places to stay in Tenney Mountain, which is good for nature, views and hiking. When it's time to head out and see the sights, be sure to put Scribner-Fellows State Forest and Waukewan Golf Club on the to-do list for your trip to Winona. Whoever you're escaping with and whether your budget is big or small, your dream Winona vacation is just a few clicks away with Expedia.

Top Winona Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Merrimack by IHG

Holiday Inn Express & Suites Merrimack by IHG

2.5 out of 5
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
Hotel is very dated.

Reviewed on Aug. 3, 2025

The Centennial

The Centennial

4 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (967 reviews)
Renovated hotel clean comfortable & convenient parking. Much better than the usual chain hotels. We've been here before & we'll be back!

Reviewed on Aug. 4, 2025

Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

2.5 out of 5
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.4/10 Very Good! (1,000 reviews)
The only thing was that the shower had mildew very visibly growing in it at the bottom. Everything else was fine.

Reviewed on Aug. 4, 2025

Hampton Inn & Suites Manchester-Bedford

Hampton Inn & Suites Manchester-Bedford

2.5 out of 5
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
8.4/10 Very Good! (1,003 reviews)
Perfect overnight stay on my way to northern New Hampshire. Greeted by a friendly desk clerk, room was ready with AC on, had all the little hygiene necessities, beds was perfectly made and very comfortable. Breakfast was good too, all the American types of choices. I had my coffee to go and the price was excellent. Highly recommend to any travelers.

Reviewed on Jul. 21, 2025

Four Points by Sheraton Bedford Manchester Airport

Four Points by Sheraton Bedford Manchester Airport

3 out of 5
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Manchester (MHT)
9.2/10 Wonderful! (55 reviews)
Beautiful, clean rooms. Great customer service, friendly staff. A lot of shopping and dining options close by.

Reviewed on Jul. 29, 2025

Ready to book your vacation to Winona?

 

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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 CA $177 per night from Aug 17 to Aug 18
CA $177
CA $251 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (765 reviews)
Great ambience, average food
"The bed was very comfortable. The food at Lakehouse Grill was OK, although my hamburger was well done and I asked for it rare. The food at town docks was OK, nothing special, but the ambience was wonderful!"

Reviewed on Aug. 4, 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 CA $169 per night from Aug 10 to Aug 11
CA $169
CA $183 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (1,008 reviews)
Nice place
"Very nice place with great employees, great breakfast, and great water view of canal!"

Reviewed on Aug. 3, 2025

Best Western Plus Landmark Inn
Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd, Tilton, NH
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Aug 6 to Aug 7
CA $123
CA $133 total
Aug 6 - Aug 7
includes taxes & fees
6.8/10 (672 reviews)
"Our king size room view of the lake was spacoius and very comfortable bed. Bathroom was clean. After we checked on we made ourselves coffee downstairs amd sat on the front deck with patio tables and chairs. Only stayed one night like alot of people. Very close to Bank of Pavillion."

Reviewed on Aug. 2, 2025

Winnisquam Lake Inn
See all 1,902 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.
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Frequently asked questions

How much does a Winona vacation package cost?
You'll find cheap prices from CA $813 on Expedia for your Winona break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Winona costs.
What are the cheapest months to go to Winona?
If you're looking to snag a cheap Winona vacation package, consider travelling in January, February and March. You'll typically find better prices on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Winona?
With a well-organized schedule, you can easily visit the most popular Winona attractions in a handful of days. But if you'd like to discover hidden gems or go on day tours, think about booking your Winona vacation for longer.
How to find the best Winona package deals?
Bagging a cheap Winona package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Winona package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Winona vacation as a package?
You can enjoy significant savings on your Winona break by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winona?
If you've got your Winona vacation dates locked in, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Winona?

  1. Choose your travel dates: The things you'd like to do in Winona and your favourite season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will probably be the biggest expense during your trip to Winona.
  3. Decide how long to go away for: Now that you're up to speed on Winona, you can figure out the ideal length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, book the ideal 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.