Rollingstone Vacations from $369

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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.
Aspen Select

Aspen Select

3.5 out of 5
Price was $432, price is now $369 per person
$369
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
8.4/10 Very Good! (1,003 reviews)
Great room ,staff some of the best we have meet

Reviewed on Nov 23, 2025

Kahler Grand Hotel

Kahler Grand Hotel

3 out of 5
Downtown Rochester
Price was $459, price is now $397 per person
$397
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
8.2/10 Very Good! (1,746 reviews)
The staff were very helpful. I asked for a room with a view and they accommodated me. Room was very clean and bed very comfortable! Location was a 2 minute walk to Mayo Clinic which made it very easy to get to.

Reviewed on Nov 27, 2025

Kahler Inn and Suites - Mayo Clinic Area

Kahler Inn and Suites - Mayo Clinic Area

3.5 out of 5
Downtown Rochester
Price was $454, price is now $394 per person
$394
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
8/10 Very Good! (1,495 reviews)
I was at Methodist Hospital and great for people that need to visit there. Convenient

Reviewed on Nov 27, 2025

The Berkman

The Berkman

3 out of 5
Folwell
Price was $499, price is now $443 per person
$443
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Rochester (RST)
9.6/10 Exceptional! (363 reviews)
All of the above. Room and staff were great! Never had any issues and will be coming back again and again! Thank you!

Reviewed on Nov 11, 2025

The Wen Inn formerly Andor Wenneson

The Wen Inn formerly Andor Wenneson

2 out of 5
Price was $607, price is now $541 per person
$541
per person
Jan 4 - Jan 7
found 21 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Rochester (RST)
9.8/10 Exceptional! (56 reviews)
Great property and great host. Right on the Root River Trail for biking.

Reviewed on Oct 27, 2025

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Rollingstone Hotel Deals

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
$98 nightly
The price is $109 total per night from Nov 30 to Dec 1
$109 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
Everything about my stay was great. I interacted with two front desk personnel and the breakfast attendant, all very good at their jobs. The room was nice, and the breakfast bar was very large and good. I was there for a convention, and that space was well done as well. I encouraged the event coordinator ...

Reviewed on Nov 24, 2025

Express Suites Riverport Inn & Suites
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

2 out of 5
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $58 total per night from Dec 1 to Dec 2
$58 total
Dec 1 - Dec 2
Total with taxes and fees
7.4/10 Good! (1,005 reviews)
It was great as always

Reviewed on Nov 21, 2025

Super 8 by Wyndham Winona MN
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
$105 nightly
The price is $117 total per night from Dec 7 to Dec 8
$117 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (882 reviews)
Amenities like the Pelzer Pub and the friendly staff. Our bartender, Arianna was EXCELLENT!!!!

Reviewed on Nov 19, 2025

AmericInn by Wyndham Winona
See all 161 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

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Frequently asked questions

How much does a Rollingstone vacation package cost?
You can snap up a vacation package to this destination from $369 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.

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