Winona Vacations from $343

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The Latest Winona vacation packages

Price found within the past 48 hours. Click for updated prices.
Highlands Resort at Verde Ridge
Taawaki Inn
Bespoke Inn Flagstaff
Amberwood Estate w 5 Showers Spa Mtn Views
Club Wyndham Flagstaff
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Winona Hotel Deals

Little America Flagstaff

Little America Flagstaff

4 out of 5
2515 E Butler Ave, Flagstaff, AZ
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Sep 2 to Sep 3
$97 total
Sep 2 - Sep 3
Total with taxes and fees
9.6/10 Exceptional! (2,796 reviews)
"We really enjoyed our stay at the Little America Flagstaff and would definitely go back!"

Reviewed on Aug 24, 2025

Little America Flagstaff
Hotel Aspen InnSuites Flagstaff/Grand Canyon

Hotel Aspen InnSuites Flagstaff/Grand Canyon

2.5 out of 5
1008 E Route 66, Flagstaff, AZ
Fully refundable
$48 nightly
The price is $54 total per night from Sep 11 to Sep 12
$54 total
Sep 11 - Sep 12
Total with taxes and fees
8/10 Very Good! (3,148 reviews)
"Wish you were able to"

Reviewed on Aug 25, 2025

Hotel Aspen InnSuites Flagstaff/Grand Canyon
GreenTree Inn Flagstaff

GreenTree Inn Flagstaff

2.5 out of 5
2755 S Woodlands Village Blvd, Flagstaff, AZ
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Sep 1 to Sep 2
$104 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,911 reviews)
"Good O/N stay. Clean room, easy check-in/out. Did not use breakfast service."

Reviewed on Aug 25, 2025

GreenTree Inn Flagstaff
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 can pick up a vacation package to this destination from $343 on Expedia. But how much your vacation to Winona costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Winona?
You can usually find lower prices and greater availability in June, October and December. Take a look at our cheap Winona vacation packages and you could score some excellent off-season deals.
How many days is enough for Winona?
The ideal duration of your Winona vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to tick off all the top sights and discover some hidden treasures along the way.
How to find the best Winona package deals?
Start your search for a Winona package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Winona package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winona escape underway.
Is it cheaper to book a Winona vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Winona getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Winona?
If you're planning a spontaneous Winona trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Winona?

  1. Pick your travel dates: What you plan to do in Winona and your favorite season will help you decide when to get away.
  2. Set a budget: Factor in expenses such as food, flights and transportation when calculating how much to put aside for your trip to Winona. Then, select a property that suits your budget, whether that's an affordable option or a high-end retreat.
  3. Organize your Winona getaway with Expedia's trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Winona together.
  4. Decide how many days away: Start by making a list of all the sights and activities you'd like to experience in Winona. Then, estimate how long you'll need at each, along with any travel time.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a customized Winona vacation package.
  6. Book any activities or excursions: Here's the fun part — locking in everything you want to do and see. Explore some of the top things to do in Winona and book your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Winona vacation packages?
Secure your dream trip to Winona with help from our Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've teamed up with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.