Winona Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Winona

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 S$99 per night from 26 Aug to 27 Aug
S$99
26 Aug - 27 Aug
includes taxes & fees
6.6/10 (699 reviews)
Winnisquam Inn
"The property is dated but clean. Staff was very friendly and helpful."

Reviewed on 12 Aug, 2025

Winnisquam Lake Inn
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 S$365 per night from 6 Sept to 7 Sept
S$365
6 Sept - 7 Sept
includes taxes & fees
8.2/10 Very Good! (793 reviews)
"Our room was clean, comfortable and had some character with a lake view balcony and gas fireplace. The only thing that was wrong was that the tv did not work correctly. It went in and out. If you were watching a show, you’d get about 2 sentences, and then it would go dark for about 5 seconds, and ..."

Reviewed on 22 Aug, 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 S$158 per night from 7 Sept to 8 Sept
S$158
7 Sept - 8 Sept
includes taxes & fees
7.6/10 Good! (1,016 reviews)
"Very clean, nice staff. Well maintained."

Reviewed on 23 Aug, 2025

Best Western Plus Landmark Inn
See all 1,888 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.

Popular places to visit

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

Frequently asked questions

How much does a Winona holiday 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 holiday 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 holiday 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 holiday 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 holiday as a package?
Expedia holiday 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 personalised Winona holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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 accommodation and airfare: Once you've nailed down your dates and duration, lock in the right Winona holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.