Roland Vacations from $1,218

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Your Roland Vacation

Our vacation packages to Roland let you create your own adventure. Tailor your journey to your style and interests and make the most of your time in this fabulous city. Every trip to Roland should include some sightseeing. Cherokee Casino Roland is a superb place to kick things off. Whoever you're heading away with and whatever you want to spend, your dream Roland vacation is just a few clicks away with Expedia.

The Latest Roland vacation packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Fort Smith City Center

Wyndham Fort Smith City Center

4 out of 5
Price was $1,292, price is now $1,218 per person
$1,218
per person
Jul 2 - Jul 5
found 17 hours ago
Roundtrip flight included
Medford (MFR) to Fort Smith (FSM)
8.2/10 Very Good! (1,001 reviews)
Friendly staff. Cleanliness. And comfort. Would recommend to anyone visiting fort smith. The pricing was decent as well.

Reviewed on May 24, 2026

Beard and Lady Inn

Beard and Lady Inn

3 out of 5
Price was $1,322, price is now $1,229 per person
$1,229
per person
Jul 2 - Jul 5
found 17 hours ago
Roundtrip flight included
Medford (MFR) to Fort Smith (FSM)
9.2/10 Wonderful! (42 reviews)
This is an amazing inn and it is an experience to be had rather than just a place to spend the night. Themed rooms, antique items and furniture and old books, and random interesting items to check out. Historic building.

Reviewed on May 17, 2026

Cherokee Casino & Hotel Roland

Cherokee Casino & Hotel Roland

3.5 out of 5
Price was $1,345, price is now $1,261 per person
$1,261
per person
Jul 2 - Jul 5
found 17 hours ago
Roundtrip flight included
Medford (MFR) to Fort Smith (FSM)
9.2/10 Wonderful! (1,009 reviews)
Everything was great

Reviewed on May 25, 2026

The Beland Mansion

The Beland Mansion

2 out of 5
Price was $1,304, price is now $1,239 per person
$1,239
per person
Jul 2 - Jul 5
found 17 hours ago
Roundtrip flight included
Medford (MFR) to Fort Smith (FSM)
No reviews
La Quinta Inn & Suites by Wyndham Fort Smith

La Quinta Inn & Suites by Wyndham Fort Smith

3 out of 5
Price was $1,292, price is now $1,228 per person
$1,228
per person
Jul 2 - Jul 5
found 17 hours ago
Roundtrip flight included
Medford (MFR) to Fort Smith (FSM)
8.4/10 Very Good! (1,000 reviews)
Sheets had weird stain and elevator certificate expired

Reviewed on May 25, 2026

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Discover the most popular places to visit in Roland

Cherokee Casino Roland

4/5(87 reviews)

Why not try your luck with a visit to Cherokee Casino Roland during your time in Roland? Visit the area's casinos or attend a sporting event.

Cherokee Casino Roland

Roland Hotel Deals

Cherokee Casino & Hotel Roland

Cherokee Casino & Hotel Roland

3.5 out of 5
109 Cherokee Boulevard Roland OK
$85 nightly
The price is $90 total per night from May 31 to Jun 1
$90 total
May 31 - Jun 1
Total with taxes and fees
9.2/10 Wonderful! (1,010 reviews)
"Everything was great"

Reviewed on May 25, 2026

Cherokee Casino & Hotel Roland
Walnut Inn Roland

Walnut Inn Roland

2 out of 5
824 South Paw Paw Road Roland OK
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $82 total per night from Jun 4 to Jun 5
$82 total
Jun 4 - Jun 5
Total with taxes and fees
9.4/10 Exceptional! (232 reviews)
"no one was there to check us into our room. ended up getting moved to a different hotel"

Reviewed on May 17, 2026

Walnut Inn Roland
Interstate Inn

Interstate Inn

2.5 out of 5
303 West Ray Fine Blvd Roland OK
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from May 27 to May 28
$85 total
May 27 - May 28
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"We were on a long road trip and needed a place just to sleep and then get on the road again. This hotel was great for that. Lobby updated and very nice. The staff informative and friendly. Room needs updating having the old hotel smell, older carpeting and popcorn ceilings. But the room was very ..."

Reviewed on May 24, 2026

Interstate Inn
See all 210 properties in Roland
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 Roland Vacation Packages

Roland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Fort Smith Regional Airport (FSM)
Population
3,500
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Cherokee Casino Roland and Spiro Mounds Archaeological Center

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Frequently asked questions

How much does a Roland vacation package cost?
You'll find cheap prices from $1,218 on Expedia for your Roland break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Roland costs.
What are the cheapest months to go to Roland?
January, June and December are great times to search for cheap Roland vacation packages. Traveling in quieter periods means you can generally find lower prices on flights and hotels.
How many days is enough for Roland?
Typically, a handful of days is enough to see the top attractions during your Roland vacation. But if you prefer to have more time to unwind or take day tours, consider extending your trip.
How to find the best Roland package deals?
Landing a cheap Roland package deal is a cinch 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 tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most economical Roland package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Roland 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 Roland trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Roland?
Score amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Roland escape.
Does Expedia offer Book Now, Pay Later Roland vacation packages?
Secure your dream trip to Roland with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up travel deals before they sell out.

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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.