Rollingstone Vacations from $1,070

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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
Kutzky Park
Price was $1,323, price is now $1,070 per person
$1,070
per person
Apr 4 - Apr 11
found 22 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Rochester (RST)
8.4/10 Very Good! (1,003 reviews)
The room was clean the hotel itself is old, there was a large window in our room out to the hallway. Didn’t feel as private as I would like. Nothing hot at breakfast

Reviewed on Jan 28, 2026

The Towers At Kahler Grand Hotel

The Towers At Kahler Grand Hotel

4 out of 5
Downtown Rochester
Price was $2,722, price is now $2,182 per person
$2,182
per person
Apr 4 - Apr 11
found 22 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Rochester (RST)
9.4/10 Exceptional! (92 reviews)
Excellent accommodations, amazing staff

Reviewed on Dec 24, 2025

The Berkman

The Berkman

3 out of 5
Folwell
Price was $1,682, price is now $1,354 per person
$1,354
per person
Apr 4 - Apr 11
found 22 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Rochester (RST)
9.6/10 Exceptional! (363 reviews)
Everything was excellent, second time staying there.

Reviewed on Jan 25, 2026

Hotel Indigo Rochester – Mayo Clinic Area by IHG

Hotel Indigo Rochester – Mayo Clinic Area by IHG

3.5 out of 5
Downtown Rochester
Price was $1,532, price is now $1,265 per person
$1,265
per person
Apr 4 - Apr 11
found 22 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Rochester (RST)
8.8/10 Excellent! (867 reviews)
Nice staff. The room is shaped a bit weird and cramped but it was clean and cozy.

Reviewed on Jan 30, 2026

Aspen Suites

Aspen Suites

3 out of 5
Price was $1,405, price is now $1,204 per person
$1,204
per person
Apr 4 - Apr 11
found 22 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Rochester (RST)
9/10 Wonderful! (677 reviews)
Wonderful all the way around. The staff was friendly, the hotel was clean and well kept, the location was perfect, and the hot tub was just what we wanted after a long day.

Reviewed on Feb 2, 2026

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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)
This place was the BEST! So much better than the pictures too. Well curated, it had everything we needed, and then some. Even little luxuries like custom soap, shower spa spray, nespresso, slippers and robes...we were so impressed. We loved the cozy space, and were able to cook several meals with ...

Reviewed on Jan 24, 2026

Get rates
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
$103 nightly
The price is $115 total per night from Feb 15 to Feb 16
$115 total
Feb 15 - Feb 16
Total with taxes and fees
9/10 Wonderful! (905 reviews)
Staff was very friendly when we arrived. Our room wasn’t quite ready for us to check in early, she told us to enjoy the pool and she would let us know as soon as it was ready. It was still ready earlier than the check in time.

Reviewed on Jan 26, 2026

AmericInn by Wyndham Winona
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
$65 nightly
The price is $73 total per night from Feb 8 to Feb 9
$73 total
Feb 8 - Feb 9
Total with taxes and fees
7.6/10 Good! (1,005 reviews)
Friendly staff, quiet rooms

Reviewed on Jan 27, 2026

Super 8 by Wyndham Winona MN
See all 160 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 $1,070 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.