Search Hotels Near Pioneer Square, Stillwater

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
17 Dec - 18 Dec
Tomorrow
18 Dec - 19 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pioneer Square hotels

Exterior
Hampton Inn & Suites Stillwater

Hampton Inn & Suites Stillwater

Hampton Inn & Suites Stillwater
2.5 star property
0.2 km from Pioneer Square
9.2 out of 10, Wonderful, (785)
"Excellent room, great location and stellar breakfast. "
United States
Jeffrey
The price is ฿2,554
฿2,971 total
includes taxes & fees
26 Dec - 27 Dec
Hampton Inn & Suites Stillwater
Terrace/patio
Home2 Suites by Hilton Stillwater

Home2 Suites by Hilton Stillwater

Home2 Suites by Hilton Stillwater
3.0 star property
0.6 km from Pioneer Square
8.8 out of 10, Excellent, (663)
"Clean rooms, great staff, great breakfast "
United States
Scott E
The price is ฿2,889
฿3,361 total
includes taxes & fees
26 Dec - 27 Dec
Home2 Suites by Hilton Stillwater
Exterior
Best Western Plus Cimarron Hotel & Suites

Best Western Plus Cimarron Hotel & Suites

Best Western Plus Cimarron Hotel & Suites
2.5 star property
1 km from Pioneer Square
8.6 out of 10, Excellent, (1000)
"Good Experience. Clean room, Great Location, Good Food & Atmosphere"
United States
Robert
The price is ฿2,540
฿2,955 total
includes taxes & fees
29 Dec - 30 Dec
Best Western Plus Cimarron Hotel & Suites
Lobby lounge
Fairfield Inn & Suites Stillwater

Fairfield Inn & Suites Stillwater

Fairfield Inn & Suites Stillwater
2.5 star property
0.3 km from Pioneer Square
8.2 out of 10, Very good, (671)
"Staff was very friendly and helpful."
United States
David
The price is ฿2,517
฿2,927 total
includes taxes & fees
26 Dec - 27 Dec
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

Holiday Inn Express & Suites Stillwater - University Area by IHG
2.5 star property
1.4 km from Pioneer Square
8.2 out of 10, Very good, (493)
"Great breakfast and wonderful staff "
United States
John
The price is ฿2,611
฿3,037 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Stillwater - University Area by IHG
Lobby
Wyndham Garden Stillwater

Wyndham Garden Stillwater

Wyndham Garden Stillwater
2.5 star property
0.3 km from Pioneer Square
7.0 out of 10, Good, (1000)
"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
The price is ฿4,688
฿5,452 total
includes taxes & fees
21 Dec - 22 Dec
Wyndham Garden Stillwater
Front of property
Spark by Hilton Stillwater

Spark by Hilton Stillwater

Spark by Hilton Stillwater
2.0 star property
0.5 km from Pioneer Square
9.2 out of 10, Wonderful, (47)
"Will definitely stay there again. "
United States
Cheris
The price is ฿2,296
฿2,670 total
includes taxes & fees
28 Dec - 29 Dec
Spark by Hilton Stillwater
Lobby
Residence Inn by Marriott Stillwater

Residence Inn by Marriott Stillwater

Residence Inn by Marriott Stillwater
3.0 star property
6.2 km from Pioneer Square
9.2 out of 10, Wonderful, (793)
"Front desk staff"
United States
Susan
The price is ฿3,429
฿3,989 total
includes taxes & fees
21 Dec - 22 Dec
Residence Inn by Marriott Stillwater
Exterior
Hampton Inn & Suites Stillwater West

Hampton Inn & Suites Stillwater West

Hampton Inn & Suites Stillwater West
2.5 star property
6.7 km from Pioneer Square
9.0 out of 10, Wonderful, (622)
"Always a great place to stay. Friendly staff, good options for breakfast, clean rooms, comfortable beds. "
United States
Dana
The price is ฿2,683
฿3,121 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Stillwater West
In-room safe, desk, soundproofing, iron/ironing board
SpringHill Suites by Marriott Stillwater

SpringHill Suites by Marriott Stillwater

SpringHill Suites by Marriott Stillwater
2.5 star property
6.1 km from Pioneer Square
8.8 out of 10, Excellent, (394)
"Staff was great"
United States
Kevin
The price is ฿2,643
฿3,074 total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Stillwater
Exterior
Holiday Inn Stillwater - University West by IHG

Holiday Inn Stillwater - University West by IHG

Holiday Inn Stillwater - University West by IHG
3.0 star property
6.7 km from Pioneer Square
8.6 out of 10, Excellent, (351)
"Clean room, comfortable bed, nice staff, amazing food and great atmosphere at the bar."
United States
Lisa
The price is ฿2,297
฿2,671 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Stillwater - University West by IHG
Free daily continental breakfast
Americas Best Value Inn Stillwater

Americas Best Value Inn Stillwater

Americas Best Value Inn Stillwater
2.5 star property
7.2 km from Pioneer Square
5.4 out of 10, (708)
"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
The price is ฿1,573
฿1,830 total
includes taxes & fees
19 Dec - 20 Dec
Americas Best Value Inn 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.
View all properties

Top Pioneer Square Hotel Reviews

Spark by Hilton Stillwater

Spark by Hilton Stillwater

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

Hotels near other Pioneer Square attractions

American Plaza

You can browse for the perfect souvenirs at American Plaza during your visit 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. Travellers like this family-friendly area for its sporting events and shopping. If you're looking for a convenient place to stay, take a look at the 36 hotels and other accommodation options you'll find within a mile.
Where is the best place 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 traveller data, and this hotel offers free breakfast and free parking. Other good choices close by 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 36 hotels and other accommodation options 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! Most hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best options available near Pioneer Square.
What can I see and do near Pioneer Square?
Spend some time exploring the 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.