Stilwell Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Stilwell

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
The price is 2.514.594 ₫ per night from 13 Aug to 14 Aug
2.514.594 ₫
2.891.783 ₫ total
13 Aug - 14 Aug
includes taxes & fees
7.6/10 Good! (110 reviews)
"What we did not appreciate, was not being accommodated for showing up two hours early after driving 650 miles straight. Room fully paid for and ready when we arrived. But we had to sit in our vehicle in parking lot because they wanted to charge us $30.00 to check in early."

Reviewed on 20 Jul 2025

Regency Inn And Suites
Cherokee Casino & Hotel Roland

Cherokee Casino & Hotel Roland

3.5 out of 5
109 Cherokee Boulevard, Roland, OK
The price is 2.646.508 ₫ per night from 1 Sept to 2 Sept
2.646.508 ₫
2.805.298 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"I had a comfortable overnight stay and also won several hundred dollars on the slots. I was disappointed there were no finer dining options."

Reviewed on 9 Aug 2025

Cherokee Casino & Hotel Roland
Courtyard Marriott Fort Smith Downtown

Courtyard Marriott Fort Smith Downtown

3 out of 5
900 Rogers Ave, Fort Smith, AR
Fully refundableReserve now, pay when you stay
The price is 2.317.936 ₫ per night from 17 Aug to 18 Aug
2.317.936 ₫
2.654.037 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Nice visit.
"I was a little surprised that there was no complimentary breakfast. It was okay, we brought muffins in our travel bag. But the cheapest, least accommodating motels out there provide a complimentary breakfast. I would think that a class outfit like Courtyard would out-do themselves in that area."

Reviewed on 7 Aug 2025

Courtyard Marriott Fort Smith Downtown
See all 309 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.

Frequently asked questions

How much does a Stilwell holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday 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 looking to score a cheap Stilwell holiday package, consider travelling in January, March and December. You're likely to find lower rates on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Stilwell?
With a well-organised schedule, you can easily visit the main Stilwell attractions in a handful of days. But if you prefer to explore off the beaten track or go on day trips, consider booking your Stilwell holiday for longer.
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 holiday package well in advance.
Is it cheaper to book a Stilwell holiday as a package?
You can enjoy significant savings on your Stilwell break by booking a personalised holiday 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 holiday package to Stilwell?
If you've got your Stilwell holiday 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.
How to plan a trip to Stilwell?

  1. Choose your travel dates: The things you want to do in Stilwell and your favourite season will help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to flights and activities. Your accommodation will likely be the largest expense during your trip to Stilwell.
  3. Decide how long to go for: Now that you know more about Stilwell, you can figure out the perfect length of your break. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Stilwell holiday package that brings all your bookings together.