Rollingstone Vacations from $788
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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.
Alexander Mansion Bed and Breakfast
Historic Downtown Winona
$788
per person
Dec 1 - Dec 6
found 11 hours ago
Roundtrip non-stop flight included
Billings (BIL) to Rochester (RST)
9.8/10 Exceptional! (554 reviews)
This is the most unique property I have ever stayed at using Expedia. It is a beautiful mansion, rather than a hotel, and the proprietor, Richard, is the consummate hospitality professional. This is not the standard hotel experience. The guests are in contact with one another through the shared breakfast and communal spaces on the first floor. There is a large living room, dining room, and multiple sitting spaces. The breakfast is curated daily and it was delivered in courses, unhurried. I felt as though I was in a movie wandering about.
This is not a corporate experience. The mansion is antique, updated, comfortable, and quiet. It’s probably for more seasoned travelers with an appreciation for history and gentility. Its not a place for a quick overnight stay. That would be a waste. Also probably not for children or night owls to respect the peace of the place.
Reviewed on Oct 10, 2026
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Express Suites Riverport Inn & Suites
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
$120 nightly
$134 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
"Close to the hospital. Good food at the bistro. Breakfast was good. View of Target was dismal but definitely a walkable location"
Reviewed on Oct 17, 2026
Super 8 by Wyndham Winona MN
1025 Sugar Loaf Rd Winona MN
Fully refundableReserve now, pay when you stay
$50 nightly
$55 total
Nov 15 - Nov 16
Total with taxes and fees
The Plaza Hotel & Suites Winona
1025 Highway 61 E Winona MN
Fully refundableReserve now, pay when you stay
$145 nightly
$162 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Bed mattress was hard and had an uncomfortable bed pad"
Reviewed on Oct 16, 2026
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 $788 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.
