Rollingstone Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to AED 148 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

Find the Best Rollingstone Vacation Packages

Rollingstone Hotel Deals

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
Rollingstone
10/10 Exceptional! (13 reviews)
Relaxing Retreat
"Really enjoyed the property! Everything was very clean, had all the essentials and was well maintained!"

Reviewed on 19 February 2025

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
AmericInn by Wyndham Winona
AmericInn by Wyndham Winona
2.5 out of 5
303 Pelzer Street, Winona, MN
Fully refundableReserve now, pay when you stay
The price is AED 459 per night from Apr 6 to Apr 7
AED 459
AED 513 total
includes taxes & fees
6 Apr - 7 Apr
9/10 Wonderful! (770 reviews)
"Great service with a smile! Awesome breakfast!"

Reviewed on 20 March 2025

AmericInn by Wyndham Winona
The Plaza Hotel & Suites Winona
The Plaza Hotel & Suites Winona
3 out of 5
1025 Highway 61 E, Winona, MN
Fully refundableReserve now, pay when you stay
The price is AED 477 per night from Apr 3 to Apr 4
AED 477
AED 533 total
includes taxes & fees
3 Apr - 4 Apr
8.8/10 Excellent! (1,003 reviews)
"lovely"

Reviewed on 23 March 2025

The Plaza Hotel & Suites 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 Rollingstone vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation to Rollingstone costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Rollingstone?
If you’re looking to book a cheap Rollingstone vacation package, consider traveling in January, February and November. You’ll typically find better prices on airfares and hotels during these months — perfect for a budget-friendly break.
How to find the best Rollingstone package deals?
Landing a cheap Rollingstone package deal is easy with Expedia. Once you’ve entered your destination and travel dates under our “Packages” tab, set your maximum budget, add a few filters and see what’s available. You can personalize your search by “Amenities,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most wallet-friendly Rollingstone package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Rollingstone vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can customize your Rollingstone getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Rollingstone?
If you’re planning a spontaneous Rollingstone adventure, browse our last-minute deals that can be booked up to a week before you take off. Don’t want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Rollingstone?

  1. Pick your travel dates: The things you’d like to do in Rollingstone and your preferred season can help you decide when to go.
  2. Set a budget: Consider costs such as flights, transportation and food when working out how much to save for your trip to Rollingstone. Then, pick a property that works with your budget, whether that’s a wallet-friendly stay or a lavish retreat.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you’d like to get to in Rollingstone. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that’s left is to find a Rollingstone vacation package that brings all your bookings together.