Rollingstone Vacations from $507

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your Rollingstone Vacation

When a getaway to the city is calling your name, answer it with a Rollingstone vacation package. With all your travel arrangements under control before you leave, all you have to do here is concentrate on making unforgettable memories. Every good trip to Rollingstone has to include some sightseeing. What to check out first? John Latsch State Park and Merrick State Park are major attractions. Whatever your travel plans or budget, organizing your ultimate tailored Rollingstone vacation is easy with Expedia.

The Latest Rollingstone vacation packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites Rochester South Mayo Clinic

Country Inn & Suites Rochester South Mayo Clinic

3 out of 5
Price was $555, price is now $507 per person
$507
per person
Mar 27 - Mar 29
found 15 hours ago
Roundtrip flight included
Detroit (DTW) to Rochester (RST)
8.4/10 Very Good! (1,001 reviews)
The evening shift attendant was extremely helpful. Rooms were nice and clean. Breakfast was delicous , Will stay at the hotel in the future.

Reviewed on Jan 8, 2026

The Berkman

The Berkman

3 out of 5
Folwell
Price was $908, price is now $770 per person
$770
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) to Rochester (RST)
9.6/10 Exceptional! (363 reviews)
It was a bit tricky finding our area we could park in but it worked out.

Reviewed on Jan 1, 2026

Aspen Select

Aspen Select

3.5 out of 5
Kutzky Park
Price was $777, price is now $695 per person
$695
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) to Rochester (RST)
8.4/10 Very Good! (1,003 reviews)
Old but clean, breakfast could have been better, location was great

Reviewed on Jan 8, 2026

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

Homewood Suites by Hilton Rochester Mayo Clinic Area / Saint Marys

3 out of 5
Kutzky Park
Price was $830, price is now $760 per person
$760
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) to Rochester (RST)
9.2/10 Wonderful! (469 reviews)
Dry clean, never building, decent breakfast Staff was friendly but not considerate of a handicapped person (myself) as far as offering a hand with getting things to and from my room. Cleaning staff were very considerate and helpful. 5 stars for them for sure. Room was missing some basic items like a building map, local restaurants advertising even a he restaurant right in the building didn’t have a menu in the room. Overall stay was good.

Reviewed on Jan 9, 2026

Aspen Suites

Aspen Suites

3 out of 5
Price was $831, price is now $762 per person
$762
per person
Mar 31 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) to Rochester (RST)
9/10 Wonderful! (677 reviews)
The staff was very friendly, room was very clean

Reviewed on Jan 10, 2026

Don't see what you're looking for?
See all available trips from Columbus to Rollingstone
View all trips

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 MN
10/10 Exceptional! (26 reviews)
The space was perfect for visiting family — well appointed, clean, anticipated needs. Felt like an extension of home & also like a good hotel. Will be first on our list when needing additional space next time.

Reviewed on Dec 27, 2025

Get rates
Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $134 total per night from Jan 12 to Jan 13
$134 total
Jan 12 - Jan 13
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
The room was very clean and the staff very friendly and quick to respond! Very pleased with our stay!

Reviewed on Jan 3, 2026

Express Suites Riverport Inn & Suites
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
$101 nightly
The price is $113 total per night from Jan 18 to Jan 19
$113 total
Jan 18 - Jan 19
Total with taxes and fees
9/10 Wonderful! (899 reviews)
Nice staff, clean room and pool was clean.

Reviewed on Jan 6, 2026

AmericInn by Wyndham Winona
See all 158 properties in Rollingstone
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.

Find the Best Rollingstone Vacation Packages

Rollingstone Essential Information

Language
English
Currency
U.S dollars
Population
660
Top Sights
Whitewater State Park, Minnesota Marine Art Museum and Winona County Historical Society

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Rollingstone vacation package cost?
You can snap up a vacation package to this destination from $507 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?
January, February and June are great times to search for cheap Rollingstone vacation packages. Choosing to travel in quieter months means you can usually find lower prices on flights and accommodations.
How many days is enough for Rollingstone?
The ideal duration for your Rollingstone vacation depends on what you'd like to see. Typically, a few days to a week will give you time to go to all the major attractions and explore some hidden spots along the way.
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.
Does Expedia offer Book Now, Pay Later Rollingstone vacation packages?
Your Rollingstone getaway is meant to be an escape from your daily routine, not a source of money worries. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.