Stillwater Vacations from $385

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Your Stillwater Vacation

When you choose a Stillwater vacation package, you can really enjoy your escape to the fullest. Discover the sights and sounds of this fascinating city knowing that all your travel needs have been taken care of in advance. Fill your schedule with tours of Oklahoma State University, Boone Pickens Stadium and Gallagher-Iba Arena, some of the attractions you shouldn't miss during your trip to Stillwater. No matter your travel plans or the size of your budget, putting together a tailored Stillwater vacation is a piece of cake with Expedia.

The Latest Stillwater vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Tulsa - Warren Place

DoubleTree by Hilton Tulsa - Warren Place

4 out of 5
South Tulsa
Price was $530, price is now $385 per person
$385
per person
Jan 15 - Jan 19
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Tulsa (TUL)
8.2/10 Very Good! (601 reviews)
I was very happy you upon check-in to receive a delicious cookie, which was very nice after a long the staff was super friendly and informative and kind

Reviewed on Oct 18, 2025

Harwelden Mansion

Harwelden Mansion

3.5 out of 5
Maple Ridge
Price was $1,714, price is now $816 per person
$816
per person
Jan 15 - Jan 19
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Tulsa (TUL)
10/10 Exceptional! (28 reviews)
The Sycamore Suite was very comfortable and inviting. Lots of room. The patio was nice as well. Beautiful grounds.

Reviewed on Jul 7, 2025

Duets Bed & Breakfast

Duets Bed & Breakfast

3.5 out of 5
Pearl District
Save 100% on your flight
Price was $1,021, price is now $622 per person
$622
per person
Jan 15 - Jan 19
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Tulsa (TUL)
10/10 Exceptional! (9 reviews)
I love this place. This was my first time there and the staff could not have been more accommodating. Very cool property. Secluded as well. The singing from the restaurant downstairs was a little annoying but they stopped right when they closed.

Reviewed on Oct 3, 2025

Tulsa Club Hotel, Curio Collection by Hilton

Tulsa Club Hotel, Curio Collection by Hilton

4 out of 5
Downtown Tulsa
Save 100% on your flight
Price was $626, price is now $414 per person
$414
per person
Jan 15 - Jan 19
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Tulsa (TUL)
9/10 Wonderful! (502 reviews)
Nice property with incredible staff.

Reviewed on Oct 13, 2025

Hotel Glenpool

Hotel Glenpool

2.5 out of 5
Save 100% on your flight
Price was $1,335, price is now $969 per person
$969
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
New York (JFK) to Tulsa (TUL)
9/10 Wonderful! (1,004 reviews)
No issues. We slept well in the comfortable beds.

Reviewed on Oct 22, 2025

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Discover the most popular places to visit in Stillwater

Oklahoma State University

5/5(235 reviews)

Explore the campus of Oklahoma State University, during your travels in Stillwater. Visit the shops or attend a sporting event in this family-friendly area.

Oklahoma State University

Boone Pickens Stadium

4.5/5(138 reviews)

Catch an event at Boone Pickens Stadium during your trip to Stillwater. In the area, you can attend a football game or basketball game.

Boone Pickens Stadium

Karsten Creek Golf Club

4.5/5(11 reviews)

Enjoy a round of golf in Stillwater at Karsten Creek Golf Club. Attend a sporting event while you're in the area, or simply enjoy its coffeehouses.

Karsten Creek Golf Club

Stillwater Hotel Deals

Best Western Plus Cimarron Hotel & Suites

Best Western Plus Cimarron Hotel & Suites

2.5 out of 5
315 N Husband Street, Stillwater, OK
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Nov 20 to Nov 21
$108 total
Nov 20 - Nov 21
Total with taxes and fees
8.6/10 Excellent! (1,013 reviews)
Boone Pickens stadium is very close. The location is great for all OSU fans.

Reviewed on Oct 16, 2025

Best Western Plus Cimarron Hotel & Suites
Holiday Inn Stillwater - University West by IHG

Holiday Inn Stillwater - University West by IHG

3 out of 5
715 S Country Club Rd, Stillwater, OK
Fully refundable
$69 nightly
The price is $80 total per night from Oct 26 to Oct 27
$80 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (333 reviews)
THE CUSTOMER SERVICE WAS GREAT GOOD BREAKFAST

Reviewed on Oct 17, 2025

Holiday Inn Stillwater - University West by IHG
Spark by Hilton Stillwater

Spark by Hilton Stillwater

2 out of 5
423 E Hall Of Fame Avenue, Stillwater, OK
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $94 total per night from Oct 29 to Oct 30
$94 total
Oct 29 - Oct 30
Total with taxes and fees
9/10 Wonderful! (22 reviews)
Clean with very comfortable beds

Reviewed on Oct 16, 2025

Spark by Hilton Stillwater
See all 232 properties in Stillwater
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 Stillwater Vacation Packages

Stillwater Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stillwater Regional Airport (SWO)
Population
49,000
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
National Wrestling Hall of Fame, Oklahoma State University and Boone Pickens Stadium

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Frequently asked questions

How much does a Stillwater vacation package cost?
You can grab a vacation package to this top destination from $385 on Expedia. However, how much your vacation to Stillwater costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Stillwater?
February, November and December are the best times to look for cheap Stillwater vacation packages. Traveling in quieter periods means you can typically find lower prices on flights and accommodations.
How many days is enough for Stillwater?
With a well-planned schedule, you can easily visit the main Stillwater attractions in a handful of days. But if you want to venture off the beaten track or go on day trips, consider booking your Stillwater vacation for longer.
Is it worth booking a vacation package to Stillwater?
Popular for its festivals, walking trails and nature, a Stillwater vacation offers something for everyone. Be sure to visit top sights like Boone Pickens Stadium and National Wrestling Hall of Fame, and consider renting some wheels for day trips to discover even more.
How to find the best Stillwater package deals?
Start your search for a Stillwater package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Stillwater package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Stillwater adventure off to a flying start.
Is it cheaper to book a Stillwater vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component individually. And you'll still get the freedom to create a tailored Stillwater vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Stillwater?
If you've got your Stillwater travel dates locked in, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Stillwater?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite season and the activities available will also help you decide when to escape to Stillwater.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to set aside for your trip to Stillwater. Then, choose a property that works with your budget, whether that's an affordable option or a deluxe retreat.
  3. Explore Stillwater with our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Stillwater. You can also save your must-visit places, collaborate with your group and arrange all your plans in one place.
  4. Decide how many days away: Start by listing all the sights and activities you'd like to experience in Stillwater. Then, estimate how long you'll need at each, along with any travel time.
  5. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Stillwater vacation package for you.
  6. Add on excursions and experiences: Have a look at our travel guide to find some incredible things to do in Stillwater. Book tickets or make reservations as soon as you can to save time and skip the hassle of trying to find activities once you arrive.

Does Expedia offer Book Now, Pay Later Stillwater vacation packages?
Secure your ideal getaway to Stillwater with our Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up travel deals before they disappear.

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.