Find hotels near Pioneer Square, Stillwater from $58

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Dec 9 - Dec 10
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Our top choices for Pioneer Square hotels

Exterior
Hampton Inn & Suites Stillwater

Hampton Inn & Suites Stillwater

2.5 star property
0.1 mi from Pioneer Square
9.2 out of 10, Wonderful, (783)
"Excellent room, great location and stellar breakfast. "
United States
Jeffrey
$81 nightly
The price is $94
Dec 26 - Dec 27
Total with taxes and fees
Hampton Inn & Suites Stillwater
Front of property
Spark by Hilton Stillwater

Spark by Hilton Stillwater

2.0 star property
0.3 mi from Pioneer Square
9.2 out of 10, Wonderful, (43)
"Will definitely stay there again. "
United States
Cheris
$71 nightly
The price is $83
Dec 16 - Dec 17
Total with taxes and fees
Spark by Hilton Stillwater
Terrace/patio
Home2 Suites by Hilton Stillwater

Home2 Suites by Hilton Stillwater

3.0 star property
0.3 mi from Pioneer Square
8.8 out of 10, Excellent, (659)
"Rooms clean, staff friendly and very helpful! "
United States
Michelle
$90 nightly
The price is $104
Dec 28 - Dec 29
Total with taxes and fees
Home2 Suites by Hilton Stillwater
Exterior
Best Western Plus Cimarron Hotel & Suites

Best Western Plus Cimarron Hotel & Suites

2.5 star property
0.6 mi from Pioneer Square
8.6 out of 10, Excellent, (1006)
"Enjoyed our stay. Friendly staff, clean premises and convenient location. Would definitely stay there again."
United States
Denis
$77 nightly
The price is $89
Dec 28 - Dec 29
Total with taxes and fees
Best Western Plus Cimarron Hotel & Suites
Lobby lounge
Fairfield Inn & Suites Stillwater

Fairfield Inn & Suites Stillwater

2.5 star property
0.2 mi from Pioneer Square
8.2 out of 10, Very Good, (669)
"Staff was very friendly and helpful."
United States
David
$80 nightly
The price is $93
Dec 19 - Dec 20
Total with taxes and fees
Fairfield Inn & Suites Stillwater
Free daily buffet breakfast
Holiday Inn Express & Suites Stillwater - University Area by IHG

Holiday Inn Express & Suites Stillwater - University Area by IHG

2.5 star property
0.8 mi from Pioneer Square
8.2 out of 10, Very Good, (491)
"Great breakfast and wonderful staff "
United States
John
$83 nightly
The price is $97
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday Inn Express & Suites Stillwater - University Area by IHG
Lobby
Wyndham Garden Stillwater

Wyndham Garden Stillwater

2.5 star property
0.2 mi from Pioneer Square
7.0 out of 10, Good, (1001)
"Staff was fantastic but the rooms lacked and could use some touch ups. Shortly after stepping into the restroom within the room, I killed two what appeared to be cockroaches. If certain things were fixed, I would happily stay again. "
United States
Derek
$149 nightly
The price is $173
Dec 10 - Dec 11
Total with taxes and fees
Wyndham Garden Stillwater
Lobby
Residence Inn by Marriott Stillwater

Residence Inn by Marriott Stillwater

3.0 star property
3.9 mi from Pioneer Square
9.2 out of 10, Wonderful, (793)
"Front desk staff"
United States
Susan
$119 nightly
The price is $138
Dec 18 - Dec 19
Total with taxes and fees
Residence Inn by Marriott Stillwater
In-room safe, desk, soundproofing, iron/ironing board
SpringHill Suites by Marriott Stillwater

SpringHill Suites by Marriott Stillwater

2.5 star property
3.8 mi from Pioneer Square
8.8 out of 10, Excellent, (392)
"The trundle mattress had several different stains on it. The coffee in the lobby was barely warm at 6:30am. "
United States
Lisa
$84 nightly
The price is $98
Dec 21 - Dec 22
Total with taxes and fees
SpringHill Suites by Marriott Stillwater
Exterior
Hampton Inn & Suites Stillwater West

Hampton Inn & Suites Stillwater West

2.5 star property
4.2 mi from Pioneer Square
9.0 out of 10, Wonderful, (621)
"Our room was clean & quiet. Staff were friendly & extremely helpful."
United States
Joe
$83 nightly
The price is $97
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Stillwater West
Exterior
Holiday Inn Stillwater - University West by IHG

Holiday Inn Stillwater - University West by IHG

3.0 star property
4.2 mi from Pioneer Square
8.6 out of 10, Excellent, (350)
"Clean room, comfortable bed, nice staff, amazing food and great atmosphere at the bar."
United States
Lisa
$73 nightly
The price is $85
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Stillwater - University West by IHG
Free daily continental breakfast
Americas Best Value Inn Stillwater

Americas Best Value Inn Stillwater

2.5 star property
4.5 mi from Pioneer Square
5.4 out of 10, (707)
"The room needed a paint job, especially the bathroom. There was a burn hole in one of the comforters on the bed in a non-smoking room. This place needs a little TLC. Other than that, the guy at check-in was nice, and breakfast was fine for a quick grab-and-go. The shower worked, had hot water, the bed was comfortable, and the TV worked after you plugged it in."
United States
Carrol Joyce
$50 nightly
The price is $58
Dec 10 - Dec 11
Total with taxes and fees
Americas Best Value Inn Stillwater
Exterior
La Quinta Inn & Suites by Wyndham Stillwater-University Area

La Quinta Inn & Suites by Wyndham Stillwater-University Area

3.0 star property
4.6 mi from Pioneer Square
8.4 out of 10, Very Good, (1002)
"Breakfast was fresh and there was a good variety."
United States
Charlotte D
$82 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Stillwater-University Area
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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Top Pioneer Square Hotel Reviews

Spark by Hilton Stillwater

Spark by Hilton Stillwater

10/10 Excellent
"Nice and clean"
Robert 1-night trip
Posted 2 days ago
Spark by Hilton Stillwater

Hotels near other Pioneer Square attractions

American Plaza

You can do some window-shopping at American Plaza during your trip to Stillwater. Visit the shops or attend a sporting event in this family-friendly area.
See properties

Berry Park

Berry Park is just one of the places to see in Stillwater, so why not enjoy the other things to explore during your travels? Visit the shops or attend a sporting event in this family-friendly area.
See properties

Frequently asked questions

What's the area like around Pioneer Square?
Pioneer Square is located in Stillwater. Travelers like this family-friendly area for its sporting events and shopping. If you're looking for a convenient place to stay, check out the 37 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay close to Pioneer Square?
Adjacent to Pioneer Square, Spark by Hilton Stillwater is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. Other good choices within a short distance include Best Western Plus Cimarron Hotel & Suites and Hampton Inn & Suites Stillwater.
How many hotels should I expect to find near Pioneer Square?
Expedia has 37 hotels and other accommodations within a mile from Pioneer Square.
If I need to cancel the hotel reservation for my stay near Pioneer Square, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the best deals available near Pioneer Square.
Where can I learn more about changing or cancelling my trip in the area near Pioneer Square?
To find more details about picking new dates or cancelling your stay near Pioneer Square, click here.
What can I see and do near Pioneer Square?
Spend some time exploring the natural beauty of Boomer Lake Park, Spring o' Disc Golf, and The Botanic Garden at Oklahoma State University. Attractions like National Wrestling Hall of Fame and McKnight Center for the Performing Arts highlight the local culture. A shopping trip to American Plaza, Frontier Plaza, or Lakeview Pointe, might be the perfect place to find that souvenir you've been looking for.