Stilwell Vacations from $385

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Your Stilwell Vacation

Skip the stress of planning your next amazing adventure with a Stilwell vacation package. Whether you've come for its food, history, art or something else, there's an inexhaustible array of experiences to be had. During your trip to Stilwell, carve some time in your schedule for sightseeing. A perfect place to begin is Adair Park. Whatever your travel plans or budget, organizing a tailored Stilwell vacation is easy with Expedia.

The Latest Stilwell vacation packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 McAlester, OK

Motel 6 McAlester, OK

2 out of 5
Price was $395, price is now $385 per person
$385
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Fort Smith (FSM)
7.8/10 Good! (621 reviews)
Low cost, room was clean, staff was nice. For the price I paid it was really worth it. I got a good night sleep. My room had a microwave, small refrigerator, TV and everything i needed. Bed was comfortable and pillos too. Best Motel 6 i ever stayed at.

Reviewed on Aug 14, 2025

Americas Best Value Inn Jay

Americas Best Value Inn Jay

2 out of 5
Price was $413, price is now $413 per person
$413
per person
Oct 13 - Oct 18
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Fayetteville (XNA)
7.4/10 Good! (150 reviews)
It needs lots of repairs inside and out. However, it was fairly clean.

Reviewed on Jul 12, 2025

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Discover the most popular places to visit in Stilwell

Adair Park

Explore the great outdoors at Adair Park, a lovely green space in Stilwell. Take in the festivals while you're in the area.

Adair Park

Stilwell Hotel Deals

Regency Inn And Suites

Regency Inn And Suites

2 out of 5
471245 OK-100 Stilwell, OK 74960 United, Stilwell, OK
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $110 total per night from Aug 28 to Aug 29
$110 total
Aug 28 - Aug 29
Total with taxes and fees
7.6/10 Good! (114 reviews)
"Staff were kind and helpful, room was clean and comfortable. Breakfast and coffee were a bit lacking and not so fresh. Otherwise everything was fine."

Reviewed on Aug 18, 2025

Regency Inn And Suites
Wyndham Fort Smith City Center

Wyndham Fort Smith City Center

4 out of 5
700 Rogers Ave, Fort Smith, AR
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $96 total per night from Sep 9 to Sep 10
$96 total
Sep 9 - Sep 10
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Nixe staff and overall great stay"

Reviewed on Aug 21, 2025

Wyndham Fort Smith City Center
Cherokee Casino & Hotel Roland

Cherokee Casino & Hotel Roland

3.5 out of 5
109 Cherokee Boulevard, Roland, OK
$100 nightly
The price is $106 total per night from Sep 2 to Sep 3
$106 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"Buffet at Casino could have been better"

Reviewed on Aug 17, 2025

Cherokee Casino & Hotel Roland
See all 311 properties in Stilwell
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 Stilwell vacation package cost?
Offering excellent value package deals from $385 on Expedia, you'll be surprised at how little a vacation to Stilwell costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Stilwell?
If you're hoping to snag a cheap Stilwell vacation package, consider planning a trip in December, January and February. You'll usually find better rates on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Stilwell?
Usually, a handful of days is enough to tick off the top sights during your Stilwell vacation. However, if you want to have more time to rest or take day tours, think about extending your itinerary.
How to find the best Stilwell package deals?
Use Expedia's filters to help you find some unbeatable Stilwell package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Stilwell package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Stilwell vacation as a package?
You can enjoy significant savings on your Stilwell break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Stilwell?
If you've got your Stilwell vacation dates confirmed, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Stilwell vacation packages?
Set off on your dream escape to Stilwell with help from our Book Now, Pay Later vacations. There's no need to save up or wait until your next payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up cheap deals while they last.

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.