Roslyn Vacations from $448

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Your Roslyn Vacation

With a Roslyn vacation package, say goodbye to endless planning and hello to stress-free adventure. Every detail of your journey has been taken care of before you depart, so you can spend more time discovering this interesting city. Not sure what to do or see first during your trip to Roslyn? Check out leading attractions such as International Vinegar Museum. Stop dreaming and start adventuring. Check out the range of options on Expedia today and put your Roslyn vacation plans into motion!

The Latest Roslyn vacation packages

Price found within the past 48 hours. Click for updated prices.
Lantern Motel

Lantern Motel

2 out of 5
Price was $475, price is now $448 per person
$448
per person
Nov 6 - Nov 10
found 8 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Watertown (ATY)
8.8/10 Excellent! (35 reviews)
Nice people…room spacious.

Reviewed on Sep 27, 2025

Grandstay Hotel and Suites Milbank

Grandstay Hotel and Suites Milbank

2.5 out of 5
Price was $678, price is now $601 per person
$601
per person
Nov 6 - Nov 10
found 8 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Watertown (ATY)
9.6/10 Exceptional! (252 reviews)
Only a one night stay but restful sleep in a clean room, friendly check in guy at the front desk. Thank you for the pleasant stay in Milbank

Reviewed on Sep 19, 2025

Holiday Inn Express & Suites Watertown by IHG

Holiday Inn Express & Suites Watertown by IHG

2.5 out of 5
Price was $665, price is now $601 per person
$601
per person
Nov 6 - Nov 10
found 8 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Watertown (ATY)
9.6/10 Exceptional! (202 reviews)
Clean, quiet, great shower, breakfast.

Reviewed on Sep 20, 2025

Dakota Sioux Casino & Hotel

Dakota Sioux Casino & Hotel

2.5 out of 5
Price was $533, price is now $491 per person
$491
per person
Nov 6 - Nov 10
found 8 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Watertown (ATY)
7.6/10 Good! (18 reviews)
They need to get the reservation. Straightened out between Expedia and the casino. Because I have received the wrong room both times that I reserved it on here and had to get it corrected.

Reviewed on Sep 15, 2025

Super 8 by Wyndham Watertown

Super 8 by Wyndham Watertown

2 out of 5
Price was $541, price is now $500 per person
$500
per person
Nov 6 - Nov 10
found 8 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Watertown (ATY)
6.6/10 (704 reviews)
Friendly and Nice guy.. If you need peace this is your place to stay.. Good bed too.. Soft and comfortable.. Thank You..

Reviewed on Sep 1, 2025

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Discover the most popular places to visit in Roslyn

International Vinegar Museum

You can spend time browsing the exhibits at International Vinegar Museum during your travels in Roslyn. Amble around the area's parks or experience its museums.

International Vinegar Museum

Roslyn Hotel Deals

Great area for hunting and fishing, dog kennel on property

Great area for hunting and fishing, dog kennel on property

Roslyn
9.4/10 Exceptional! (20 reviews)
"Great location for hunting or fishing trip. Basic farmhouse with lots of indoor and outdoor space. Highly recommended for your hunting or fishing base camp."

Reviewed on Jun 8, 2025

Get rates
Great area for hunting and fishing, dog kennel on property
Comfortable house with room for the gang! Perfect for hunting/fishing getaways

Comfortable house with room for the gang! Perfect for hunting/fishing getaways

Roslyn
$201 nightly
The price is $216 total per night from Oct 1 to Oct 2
$216 total
Oct 1 - Oct 2
Total with taxes and fees
"Our group of four stayed three nights, and everything went really smoothly. There is enough room to move around without feeling on top of each other. Kevin was very hospitable and was quick to reply with questions and updated information. We will certainly return for future fishing trips. Well done, ..."

Reviewed on Sep 2, 2025

Comfortable house with room for the gang! Perfect for hunting/fishing getaways
Super 8 by Wyndham Sisseton

Super 8 by Wyndham Sisseton

2 out of 5
2104 SD Hwy 10, Sisseton, SD
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $110 total per night from Oct 5 to Oct 6
$110 total
Oct 5 - Oct 6
Total with taxes and fees
6.6/10 (162 reviews)
"Beds were comfortable. Room was spacious and quiet. No grab bars in bathtub area."

Reviewed on Aug 2, 2025

Super 8 by Wyndham Sisseton
See all 51 properties in Roslyn
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.

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Frequently asked questions

How much does a Roslyn vacation package cost?
Offering excellent value package deals from $448 on Expedia, you'll be pleasantly surprised at how much a vacation to Roslyn costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Roslyn?
You can typically find reduced prices and greater availability in November, December and January. Explore our cheap Roslyn vacation packages and you could land some great off-season discounts.
How many days is enough for Roslyn?
With a well-organized travel plan, you can easily tick off the most popular Roslyn sights in a few days. But if you'd like to discover hidden gems or go on day tours, consider booking your Roslyn vacation for longer.
How to find the best Roslyn package deals?
Start your search for a Roslyn package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Roslyn package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Roslyn escape underway.
Is it cheaper to book a Roslyn vacation as a package?
You can enjoy significant savings on your next Roslyn getaway by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Roslyn?
If you're planning a spur-of-the-moment Roslyn adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Roslyn vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Roslyn vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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.