Winona Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Winona

Margaritaville Hotel Kansas City

Margaritaville Hotel Kansas City

3.5 out of 5
1491 North 98th Terrace, Kansas City, KS
Fully refundableReserve now, pay when you stay
The price is S$320 per night from 1 Sept to 2 Sept
S$320
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (53 reviews)
"Was the best"

Reviewed on 12 Aug, 2025

Margaritaville Hotel Kansas City
Comfort Suites Speedway - Kansas City

Comfort Suites Speedway - Kansas City

2.5 out of 5
3000 N. 103rd Terrace, Kansas City, KS
Fully refundableReserve now, pay when you stay
The price is S$118 per night from 7 Sept to 8 Sept
S$118
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"We stayed overnight for a concert we were attending. We needed to bring our dog with us. They accommodated us with our pet, put us in a convenient downstairs room that was clean, spacious, smelled great and was well furnished with extra chairs, sofa and coffee table. The complimentary breakfast was ..."

Reviewed on 11 Aug, 2025

Comfort Suites Speedway - Kansas City
Country Inn & Suites by Radisson, Kansas City at Village West, KS

Country Inn & Suites by Radisson, Kansas City at Village West, KS

3 out of 5
1805 N 110th St, Kansas City, KS
Fully refundable
The price is S$113 per night from 2 Sept to 3 Sept
S$113
2 Sept - 3 Sept
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"I wasn't happy with the place being remodled slowly while open. Maybe do it by floors, but keep it separate from the others being reserved."

Reviewed on 12 Aug, 2025

Country Inn & Suites by Radisson, Kansas City at Village West, KS
See all 2,561 properties in Kansas
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 grab a holiday package to this destination on Expedia. But how much your holiday to Winona costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Winona?
If you're looking to score a cheap Winona holiday package, consider visiting in January, February and November. You'll usually find lower rates on flights and accommodation during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Winona?
With a well-organised itinerary, you can easily tick off the main Winona attractions in a handful of days. But if you want to discover hidden spots or go on day tours, think about booking your Winona holiday for longer.
How to find the best Winona package deals?
Bagging a cheap Winona package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Winona package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winona holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Winona holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Winona?
If you have your Winona holiday dates finalized, book early to score some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Winona?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Winona.
  2. Set a budget: Factor in expenses like flights, food and transportation when working out how much to set aside for your trip to Winona. Then, pick a property that works with your budget, whether that's an economical stay or a high-end getaway.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you'd like to experience in Winona. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Winona holiday package that brings all your bookings together.

* 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.