Winona Holidays

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    Better together
    Save up to S$134 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

Top hotels in Winona

Honeysuckle Inn - Mountain View
Honeysuckle Inn - Mountain View
3 out of 5
1207 E Hwy 60, Mountain View, MO
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 30 Jun to 1 Jul
S$153
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (290 reviews)
"The Honeysuckle Inn was a great little spot for my daughter and I to spend Friday night before heading out for our river adventure on Saturday morning! The table with two chairs in the room was perfect for having dinner and it is always a plus when rooms have hard floors and not carpet!"

Reviewed on 3 Jun, 2025

Honeysuckle Inn - Mountain View
Current River Inn
Current River Inn
3 out of 5
602 Main St, Van Buren, MO
Fully refundableReserve now, pay when you stay
The price is S$121 per night from 30 Jul to 31 Jul
S$121
30 Jul - 31 Jul
includes taxes & fees
8/10 Very Good! (140 reviews)
"This place is a treasure! So much attention to detail in the room. Comfortable, safe, quiet with wonderful staff! Highly recommend!"

Reviewed on 10 Jun, 2025

Current River Inn
Echo Bluff State Park
Echo Bluff State Park
2.5 out of 5
34489 Echo Bluff Dr, Eminence, MO
9.4/10 Exceptional! (207 reviews)
"The grounds were amazing. Wonderful bluff view from the 2 bedroom lodge rental. My only complaint was the kitchen amenities. There were no cups, plates cooking supplies or utensils. Not even a toaster. Don’t expect to cook anything."

Reviewed on 26 May, 2025

Get rates
Echo Bluff State Park
See all 139 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 holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Winona costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winona?
January, February and November are great times to search for cheap Winona holiday packages. Opting to travel in less busy periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Winona?
Usually, a handful of days is enough to tick off the major sights during your Winona holiday. But if you want to have time to unwind or take day tours, think about extending your itinerary.
How to find the best Winona package deals?
Begin your search for a Winona package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Winona package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Winona adventure 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 hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customised Winona holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Winona?
If you've got your Winona holiday dates finalized, book early to grab some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Winona?

  1. Choose your dates: The things you'd like to do in Winona and your favourite season can help you decide when to go.
  2. Budget wisely: On top of the cost of your hotel, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Winona.
  3. Work out your trip length: Think about how long you'd like to spend exploring Winona. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Winona holiday package.

* 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.