Winona Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 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

    Packages with flights are ATOL protected

Your Winona Holiday

With one of our holiday packages to Winona, you'll discover endless opportunities for fun and relaxation. There's plenty to experience, including its outdoorsy activities and spectacular views. Love to explore your new surroundings? Montgomery County Performing Arts Centre, Winona Country Club and Middleton Cemetery are just three of the best places to visit during a trip to Winona. A few clicks is all it takes to create the perfect Winona holiday on Expedia.

Winona Essential Information

Language
English
Currency
U.S dollars
Population
4,400
Max Temp Winter
13ºC
Max Temp Summer
32ºC
Top Sights
Montgomery County Performing Arts Centre, Winona Country Club and Middleton Cemetery

Top hotels in Winona

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

2.5 out of 5
413 SE Frontage Road, Winona, MS
Fully refundable
The price is £91 per night from 1 Sept to 2 Sept
£91
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (647 reviews)
"Quiet"

Reviewed on 20 Jul 2025

Holiday Inn Express and Suites Winona North by IHG
Americas Best Value Inn Winona

Americas Best Value Inn Winona

2 out of 5
301 SE Frontage Road, Winona, MS
Fully refundableReserve now, pay when you stay
The price is £69 per night from 10 Aug to 11 Aug
£69
10 Aug - 11 Aug
includes taxes & fees
8/10 Very Good! (416 reviews)
"Staff was friendly and check in was smooth. Rooms are dated but clean. But it was good for the price."

Reviewed on 27 Jul 2025

Americas Best Value Inn Winona
Relax Inn & Suites

Relax Inn & Suites

2 out of 5
328 US-82, Winona, MS
5.6/10 (41 reviews)
"Met all of our needs: clean, quiet, frig, microwave, AC. Bed had unexpectedly luxurious and soft sheets."

Reviewed on 23 Jul 2025

Get rates
Relax Inn & Suites
See all 67 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Winona travel package cost?
Handcraft your Winona travel package from as low as . Choose from any combination of hotels, flights and rental cars to create the escape you've long been dreaming about. Remember to add on some activities and experiences!
If I'm not able to travel, can I cancel my Winona travel package?
Don't worry if you're rethinking your Winona travel package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can sometimes throw you a curveball, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Winona?
Booking a Winona travel package with Expedia is one of the best ways to save. We have more than 550 air carriers and 1,000,000 hotel options around the world. With such an awesome range to choose from, you'll have no trouble creating your dream trip.
Does Expedia offer Book Now, Pay Later Winona holidays?
Expedia has partnered with online lender Klarna to make booking your next getaway a little easier on the wallet. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that suits your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday in multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is easier with this option. Just put down a small deposit on your escape and then get on your way.

Where should I stay in Winona?
With lots to discover in Winona, we suggest you book a hotel near its attractions. Montgomery County Performing Arts Centre, Winona Country Club and Middleton Cemetery are some popular ones to add to your must-see list.
What are the top hotels in Winona?
Get your escape off to a fantastic start by booking a room at Holiday Inn Express and Suites Winona North, an IHG Hotel. It's one of most sought-after hotels in Winona. Another welcoming option is Americas Best Value Inn Winona.
How far in advance should I book my Winona holiday?
It all depends on the air carrier, but you can normally compare international airfares on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky travellers occasionally nab a cheaper seat just weeks before the date of departure.
What does an Expedia Winona travel package include?
Expedia has all you need to organise your Winona trip, but how you structure your package is entirely up to you. Pick from any combination of flights, rental cars and hotels. After some activities to keep you entertained? Once you've made your booking, you can add them on too. No matter your style, there's a deal to match your needs.
What should I know before booking a Winona travel package?
Our prices are always low. However, you'll enjoy even better deals when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Winona Expedia travel package?
Expedia offers access to more than 550 partner airlines worldwide, so you sure can! Just choose the carrier that suits you and create your ideal Winona trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.