Olean is a picturesque city in Cattaraugus County, New York. It sits in the heart of the state’s Southern Tier region. The city has a population of approximately 13,937. It is known as the area’s financial and business hub.
This small city enjoys a picturesque location near the Allegheny River, surrounded by gently rolling hills and lush forested areas. Its geography offers a blend of hilly uplands divided by river valleys, making it a scenic spot in New York.
Olean’s history is unique. The area initially attracted settlers because of its location along the Allegheny River, serving as an important route during the expansion westward in the early 1800s.
Its connection to the oil industry gave Olean the nickname “Little Chicago” due to its involvement in oil transport and ties to prohibition-era bootlegging. Today, traces of its industrial past remain, though Olean now embraces a quieter pace with a strong community atmosphere.
Key landmarks in Olean include the Olean Public Library and the St. Mary of the Angels Basilica. Its historic architecture and charming neighborhoods showcase a legacy of growth and community resilience, making it a distinctive place in upstate New York.
Wondering what to do in Olean? Here are the best things to do in Olean, NY.
Things To Do in Olean, NY
1. Walk the Allegheny River Valley Trail
Allegheny River Valley Trail
The Allegheny River Valley Trail is a scenic pathway perfect for walking, jogging, or biking. Stretching over five miles, this trail loops around Olean and neighboring Allegany, offering peaceful views of the Allegheny River and surrounding landscapes. The trail is well-maintained, with a smooth, paved surface that makes it accessible to all, whether you’re an avid runner or simply out for a relaxing walk.
Along the route, you’ll encounter benches and rest spots where you can pause to enjoy the view. The trail winds through a mix of open spaces, tree-lined paths, and riverfront sections, giving you a taste of the area’s natural beauty. In spring and summer, wildflowers dot the landscape, while fall brings a vibrant display of changing leaves.
The Allegheny River Valley Trail is popular among locals and visitors alike for its serene atmosphere and convenient access points. It’s a great way to get outdoors, enjoy some fresh air, and experience the natural charm of the region.
Address: Trail access at 200 E State St, Olean, NY 14760
2. Explore Rock City Park
Rock City Park is a geological wonder in Olean, drawing visitors with its massive rock formations and scenic hiking trails. Known for its “City of Rocks,” this park features huge boulders that create narrow passageways and natural caverns. Some rocks even reach up to 80 feet in height, making it a spectacular sight for all ages.
As you explore, you’ll find trails that guide you through unique rock formations, allowing for immersive views of the surroundings. The trails are well-marked, making it accessible for everyone, from casual hikers to more adventurous visitors. Be sure to stop at the lookout point, where you can enjoy panoramic views of the Enchanted Mountains, especially breathtaking in the fall when the foliage is in full color.
In addition to hiking, Rock City Park has a gift shop where you can find souvenirs and gemstones. Whether you’re a nature enthusiast or just curious, Rock City Park provides an engaging outdoor experience with its unique landscape.
Address: 505 NY-16, Olean, NY 14760
3. Tour the Cutco/KA-BAR Visitors Center
The Cutco/KA-BAR Visitors Center is a unique attraction for those interested in learning about high-quality American-made knives. Cutco, a well-known knife company, and KA-BAR, famed for its military knives, both have roots in Olean. The center offers a glimpse into the craftsmanship behind these iconic products and provides an in-depth history of each brand.
At the center, visitors can watch videos showcasing the knife-making process, from forging to sharpening. Display cases exhibit a wide range of products, including the original KA-BAR fighting knives used in World War II. For Cutco enthusiasts, the center also showcases classic knife collections, as well as newer designs, highlighting the company’s commitment to quality and innovation.
You can also purchase knives directly from the center, and visitors are often treated to product demonstrations that reveal the precision and durability of each item. The center is a must-visit for anyone interested in American manufacturing and iconic, high-quality knives.
Address: 1040 E State St, Olean, NY 14760
4. Discover the Olean Public Library
The Olean Public Library is more than just a place for books; it’s a vibrant community hub. Known for its extensive collection, the library holds thousands of books, digital resources, and audiobooks, appealing to readers of all ages.
Inside, cozy reading nooks invite you to dive into a good book or browse through the latest magazines and newspapers. The library also has a welcoming children’s area with colorful decorations and interactive activities, making it a perfect spot for families.
Frequent visitors rave about the library’s events. It hosts a variety of programs like book clubs, art exhibits, and workshops that cater to different interests. The library also offers computer stations and free Wi-Fi, making it a convenient workspace for students and professionals.
Art lovers will appreciate the gallery area, which showcases local artwork throughout the year. The library staff are friendly and always ready to help with recommendations or resources. Whether you’re looking to learn something new, relax, or attend an event, the Olean Public Library is a great destination to spend a few enriching hours.
Address: 134 N 2nd St, Olean, NY 14760
5. Walk through Oak Hill Park
Oak Hill Park is a tranquil green space right in the heart of Olean. With lush lawns, tall trees, and beautifully landscaped pathways, it’s an ideal spot to relax or take a peaceful stroll. The park, established in the early 1900s, has been carefully maintained, preserving its historical charm while adding modern amenities. Walking paths wind through the park, leading you to open areas, shaded spots, and playgrounds where children can play safely.
This park is also home to the Oak Hill Park Historic District, featuring several century-old monuments and structures. You’ll see the World War I and II memorials, honoring local heroes and adding a sense of reverence to the park. Oak Hill Park is also popular for community events, from summer concerts to holiday celebrations, where people gather for fun and socializing.
Benches are placed throughout the park, providing a great place to sit and enjoy the serene surroundings. If you visit during spring or summer, the flower beds burst into color, making the park even more inviting. Oak Hill Park offers a refreshing escape for nature lovers, history buffs, and families alike.
Address: 120 N 4th St, Olean, NY 14760
6. Take a Scenic Drive Along the Allegheny River
A scenic drive along the Allegheny River is one of the most peaceful experiences in Olean. The route takes you along gentle curves of the river, providing stunning views of the water and surrounding forests. In the fall, this drive becomes especially picturesque, with the trees showcasing vibrant shades of orange, yellow, and red. The road follows the river’s path, giving you plenty of spots to pull over and take in the scenery.
Start your drive on Route 417, which leads you along the river’s edge and through small, charming towns. You’ll pass by open fields, rolling hills, and occasional glimpses of local wildlife, making it a photographer’s paradise. The drive also takes you close to some historical sites, so you can stop to explore if something catches your interest.
There are several picnic spots along the route where you can enjoy a riverside meal or a quick snack. Pack a lunch, bring your camera, and enjoy the leisurely pace of this scenic route. Whether it’s a sunny afternoon or a crisp autumn day, the Allegheny River drive offers a peaceful escape and a chance to experience the natural beauty of Olean’s surroundings.
Address: Route 417 along the Allegheny River, Olean, NY
7. Hike at Allegany State Park
Allegany State Park
Allegany State Park is a must-visit for outdoor enthusiasts near Olean. Known as New York’s largest state park, it offers over 65,000 acres of scenic beauty and endless recreational opportunities. The park is filled with diverse hiking trails suitable for all levels. Popular trails like the Bear Caves Trail and the Thunder Rocks Trail offer breathtaking views, natural rock formations, and, if you’re lucky, glimpses of local wildlife.
Each season transforms the park in unique ways. In the spring and summer, lush greenery and wildflowers cover the trails. In the fall, the park is ablaze with vibrant autumn colors, making it perfect for leaf-peeping. Winter brings a serene beauty with snow-covered paths, ideal for snowshoeing and winter hikes.
Pack a picnic, bring plenty of water, and spend the day exploring the park’s rugged terrain, lakes, and forests. Allegany State Park is an escape from the city, giving you a chance to unwind and connect with nature.
Address: 2373 ASP Route 1, Salamanca, NY 14779
8. Visit the Historic Beardsley-Oliver House
The Historic Beardsley-Oliver House offers a glimpse into Olean’s rich history. This Victorian mansion, built in 1892, stands as a testament to the opulent architecture of its time.
With its elegant turrets, ornate woodwork, and stained glass windows, the house is a visual treat for anyone interested in historical architecture. The mansion was initially owned by Charles H. Beardsley, a local businessman who was prominent in the oil industry, adding historical significance to the property.
Today, the house operates as part of the Cattaraugus County Museum and often hosts guided tours. Inside, you’ll find period furnishings, intricate wood details, and exhibits that reflect life in the late 19th century. Knowledgeable guides share stories of the house’s past, including anecdotes about the Beardsley and Oliver families who once called it home.
A visit to the Beardsley-Oliver House is like stepping back in time. History buffs and architecture lovers will find the visit both fascinating and informative, making it a memorable stop in Olean.
Address: 312 N Union St, Olean, NY 14760
9. Attend a Game at Bradner Stadium
Bradner Stadium is the place to experience local sports excitement in Olean. This stadium has a long history in the community and serves as the home field for the Olean Oilers baseball team. Whether it’s a baseball game or a community event, Bradner Stadium is where locals gather to enjoy the action and cheer on their teams.
During the summer baseball season, the stadium comes alive with fans, food stands, and the sounds of the game. Watching the Olean Oilers play is a classic American experience, complete with the excitement of the crowd and the thrill of the game. The stadium also hosts high school football games, making it a central hub for sports in the community.
Bradner Stadium is more than just a sports venue; it’s a place where families and friends come together to share in the spirit of competition and community pride. Attending a game here is a great way to experience the local culture and connect with Olean residents.
Address: 370 N Union St, Olean, NY 14760
10. See Art Exhibits at the Regina A. Quick Center for the Arts
The Regina A. Quick Center for the Arts, located on the St. Bonaventure University campus, is a hidden gem for art lovers in Olean. This vibrant arts center houses an impressive array of exhibits that span various styles and periods, including contemporary works, classical paintings, and pieces from around the world.
The Quick Center’s galleries offer a diverse experience, featuring everything from European Renaissance art to African tribal artifacts, ensuring there’s something for everyone to enjoy.
The center frequently updates its exhibits, so each visit can bring new surprises. There’s also a dedicated space for student and faculty art, showcasing the talent from St. Bonaventure.
The staff here are friendly and knowledgeable, ready to provide insights and answer questions, making each visit informative and engaging. Beyond visual arts, the Quick Center also hosts performances and lectures throughout the year.
Address: 3261 W State St, St Bonaventure, NY 14778
11. Enjoy Nature at Gargoyle Park
Gargoyle Park is a peaceful natural retreat on the edge of Olean, perfect for those looking to enjoy the outdoors. This large park offers wide-open green spaces, shaded picnic areas, and scenic trails ideal for leisurely walks or jogs. The park’s main trail loops through wooded sections, providing lovely views of the trees and occasional glimpses of local wildlife, from birds to deer.
Families often gather here for picnics or barbecues, thanks to the park’s convenient shelters and grills. There’s also a playground for kids, making it a great spot for family outings. Gargoyle Park’s relaxed atmosphere and spacious grounds make it popular for community gatherings and small events. In the fall, the trees around the park turn brilliant shades of red and gold, adding extra charm to this serene spot.
Bring a blanket, pack some snacks, and soak in the natural beauty at Gargoyle Park. Whether you’re here for a quick stroll or an afternoon picnic, the park’s inviting landscape will leave you feeling refreshed.
Address: Gargoyle Rd, Olean, NY 14760
12. Discover Local History at Olean Point Museum
Olean Point Museum is a must-visit for history buffs interested in learning about Olean’s unique heritage. Located in a historic building, this museum showcases artifacts, photographs, and documents that tell the story of Olean’s development, especially its role as a transportation hub in the 19th century.
The museum covers everything from the early oil industry to the impact of the railroad, offering visitors a detailed look at how the city has evolved over the years.
The museum’s exhibits highlight significant moments in Olean’s past, including its involvement in the oil boom and its days as a key stop along the Allegheny River. Volunteers and local historians often provide guided tours, sharing fascinating stories that bring the city’s history to life. The museum also has an impressive collection of artifacts from Native American cultures, offering insight into the region’s indigenous heritage.
A visit to the Olean Point Museum is both educational and engaging, making it a perfect stop for anyone curious about the rich history that shaped this charming city.
Address: 140 N Union St, Olean, NY 14760
13. Visit the Basilica of St. Mary of the Angels
Basilica of St. Mary of the Angels
The Basilica of St. Mary of the Angels, originally established in 1852, stands as a proud landmark in Olean, showcasing exquisite Neo-Gothic architecture. The church has transformed over the years, eventually achieving the title of Minor Basilica in 2017, granted by Pope Francis. Its designation celebrates the basilica’s architectural grandeur and historical significance within the community.
Visitors often admire the twin spires, which soar to 150 feet and are built from Pennsylvania white marble, giving the basilica a timeless elegance. Inside, the intricate stained glass windows cast a beautiful light across the marble altars and wooden pews. The church also holds artistic and religious value with painted medallions and angelic images lining the interior walls, creating a serene and welcoming atmosphere.
Thomas Merton, the well-known spiritual writer, spent time at this basilica, further enhancing its significance as a place of quiet reflection and beauty. Whether for its history, architecture, or spiritual ambiance, St. Mary of the Angels offers a meaningful experience for all visitors.
Address: 202 S Union St, Olean, NY 14760
14. Shop at the Olean Farmers’ Market
For a true taste of Olean, a visit to the Olean Farmers’ Market is a must. This bustling market is open on Saturdays from May through October and features fresh, locally-sourced produce, artisanal goods, and handmade crafts. Local farmers bring their seasonal harvests, including everything from juicy tomatoes and crisp apples to fragrant herbs and colorful flowers.
In addition to produce, you’ll find homemade jams, baked goods, cheeses, and even local honey. The market is a great place to meet the local farmers and artisans, who are always eager to share tips on cooking, gardening, and crafting.
The friendly atmosphere makes it a welcoming place to shop, and there’s a strong community vibe as residents and visitors alike gather to support local businesses.
Address: Lincoln Park, 200 E State St, Olean, NY 14760
15. Experience the Olean Theatre Workshop
The Olean Theatre Workshop is the heart of live theater in Olean, offering an array of performances throughout the year. This community theater features local talent in a variety of shows, from classic plays and musicals to contemporary dramas and children’s theater. Each production is carefully crafted, showcasing the skill and dedication of the actors, directors, and crew who bring these stories to life.
The theater itself is intimate, allowing for a close-up experience that draws the audience into the performance. The Olean Theatre Workshop is known for its friendly atmosphere and commitment to accessible, high-quality theater.
They also offer acting classes and workshops for aspiring performers of all ages, nurturing the arts within the community. Attending a show at the Olean Theatre Workshop is a chance to connect with local culture and enjoy an entertaining performance in a cozy setting.
Address: 702 Washington St, Olean, NY 14760
16. Taste Craft Beer at Four Mile Brewing
Four Mile Brewing is a must-visit for craft beer lovers in Olean. This local brewery, housed in a restored 19th-century building, creates a welcoming atmosphere that combines rustic charm with modern touches. Four Mile Brewing is known for its creative approach to brewing, offering a range of beers that are full of flavor and made with quality ingredients.
The brewery’s selection includes both flagship and seasonal brews, catering to a variety of tastes. Some crowd favorites include the Allegheny IPA, rich with hoppy notes, and the Mango Wheat, which has a refreshing, fruity twist. The tasting room provides a cozy spot to enjoy a pint, and the outdoor patio is perfect for warm-weather visits, offering a relaxed space to enjoy your beer with friends.
Four Mile Brewing also hosts food trucks and live music on weekends, making it a lively spot to unwind. A visit here is a chance to taste the local flavor and meet the friendly folks who call Olean home.
Address: 202 E Greene St, Olean, NY 14760
17. Visit Archbishop Walsh Academy for Its Architecture
Archbishop Walsh Academy is not only an educational institution but also a stunning architectural landmark in Olean. Established in the early 1960s, this private Catholic school features distinctive mid-century architecture that sets it apart. The building’s design embraces clean lines, expansive windows, and elegant arches, creating a modern yet timeless look that draws architecture enthusiasts.
The Academy’s chapel, with its serene ambiance and beautiful stained glass windows, adds to the building’s appeal. The carefully crafted interiors and thoughtful design elements showcase the era’s architectural style, while the surrounding landscaped grounds enhance the overall experience. Whether you’re an architecture buff or simply curious about unique buildings, Archbishop Walsh Academy offers a visual treat.
While the school remains active, visitors are often welcome to tour the exterior and appreciate the building’s style. The Academy stands as a beautiful symbol of community, faith, and architectural beauty in Olean, making it a worthwhile stop.
Address: 208 N 24th St, Olean, NY 14760
18. Stop by Union & State Streets Historic District
Union & State Streets Historic District in Olean is a charming area that captures the spirit of the city’s history and architecture. This district is home to numerous well-preserved buildings that date back to the late 19th and early 20th centuries, showcasing a blend of architectural styles, from Victorian to Classical Revival.
Walking through this district feels like stepping back in time, as each building tells a story of Olean’s past as a bustling industrial and commercial hub.
Some notable highlights in this area include the former Masonic Temple, several historic banks, and beautiful storefronts that reflect the craftsmanship of a bygone era.
The district is also filled with unique shops, cafes, and local businesses, making it a delightful area to explore. You can admire the detailed facades, take photos of the picturesque streets, or stop for a coffee at one of the cozy cafes.
Address: Intersection of Union & State Streets, Olean, NY 14760
19. Take a Day Trip to the Enchanted Mountains
A day trip to the Enchanted Mountains offers an unforgettable adventure just a short drive from Olean. This beautiful region in southwestern New York is known for its rolling hills, dense forests, and stunning scenic views.
It’s a perfect destination for nature lovers who want to experience hiking, biking, or simply soaking up the natural beauty of the area. The Enchanted Mountains are especially breathtaking in the fall, when the foliage turns vibrant shades of orange, red, and yellow.
Visitors can explore Allegany State Park, which is part of the Enchanted Mountains region, and enjoy activities like picnicking, wildlife watching, and fishing. The area also features several charming small towns where you can stop for a bite to eat or shop for local crafts. For a touch of adventure, you can try zip-lining or check out the trails for some more rugged exploration.
This scenic region provides a peaceful escape and a taste of New York’s natural wonders, making it a worthwhile trip for anyone visiting Olean.
Address: Enchanted Mountains, Cattaraugus County, NY
20. Enjoy Seasonal Festivals, Like the Olean Oilers Baseball Games
Olean’s seasonal festivals bring the community together and offer fun for visitors year-round. One of the highlights is catching an Olean Oilers baseball game in the summer. The Oilers play at Bradner Stadium and are part of the New York Collegiate Baseball League. Watching a game here is a true small-town American experience, complete with passionate fans, concession stands, and plenty of excitement on the field.
Beyond baseball, Olean hosts a variety of festivals throughout the year, from the summer Olean Strawberry Festival, featuring local food vendors and live music, to the fall Festival of Trees, a holiday event that lights up the community with festive decorations. These events celebrate local culture and offer a chance to enjoy music, arts, and seasonal foods with residents and visitors alike.
Attending a game or festival gives you a chance to experience Olean’s friendly community spirit and create lasting memories in this charming town.
Address: Bradner Stadium, 370 N Union St, Olean, NY 14760
21. Visit the Temple B’Nai Israel Synagogue
Temple B’Nai Israel Synagogue
Temple B’Nai Israel is a beautiful historic synagogue in Olean that reflects the town’s rich cultural and religious heritage. Established in 1905, this synagogue has been a cornerstone of Olean’s Jewish community for over a century. Its architecture combines traditional and classical elements, featuring intricate stained-glass windows and a peaceful sanctuary that invites reflection.
Though the congregation is small, the synagogue remains active and welcoming to visitors interested in learning about its history and role in the community. The temple often hosts cultural events, educational programs, and special services during major Jewish holidays, making it a place of both worship and cultural engagement.
Visitors can schedule a tour to explore the sanctuary and learn about the history of the Jewish community in Olean. A visit to Temple B’Nai Israel is a meaningful way to connect with the cultural diversity of the area and appreciate the historical significance of this beautiful landmark.
Address: 127 S Barry St, Olean, NY 14760
22. Relax at Franchot Park
Franchot Park is a peaceful oasis right along the Allegheny River in Olean. Known for its expansive green spaces and family-friendly atmosphere, this park is the perfect spot to unwind. Shaded by large trees and surrounded by natural beauty, Franchot Park is a favorite among locals for picnics, outdoor games, and simple relaxation.
One of the park’s highlights is its well-maintained playground, which kids love. The playground has a variety of equipment, allowing children to play safely while parents relax nearby. For larger gatherings, the park offers picnic pavilions equipped with tables and grills. These spots are ideal for family cookouts or casual gatherings with friends. You’ll also find a basketball court and open fields, perfect for pick-up games and outdoor fun.
Franchot Park’s location by the river makes it a beautiful setting for an afternoon escape. Whether you’re planning a family outing or just looking to enjoy some quiet time outdoors, Franchot Park offers a refreshing retreat.
Address: 1585 W State St, Olean, NY 14760
23. Attend Events at St. Bonaventure University
St. Bonaventure University, located just outside Olean, offers a range of events that invite the community to experience its vibrant campus life. From sports games and theater productions to academic lectures and art exhibits, there’s always something interesting happening here. The university’s basketball games are particularly popular, with the St. Bonaventure Bonnies drawing enthusiastic crowds to the Reilly Center each season.
Beyond sports, the Regina A. Quick Center for the Arts on campus regularly hosts exhibitions, concerts, and guest speakers, providing a cultural experience that enriches the local community. The center’s diverse programming means there’s something for everyone, from classical music performances to contemporary art shows.
Attending an event at St. Bonaventure University is a great way to connect with both the campus and local residents. The university’s welcoming atmosphere makes every visitor feel at home, whether you’re cheering at a game or attending a thought-provoking lecture.
Address: 3261 W State St, St Bonaventure, NY 14778
Final Thoughts
Olean, NY, offers a rich blend of nature, history, and community warmth, perfect for a memorable visit. Many outdoor spots, like parks and trails, offer more activities in warmer months, so plan accordingly.
Olean’s events and attractions, while varied, may have specific schedules or seasonal hours, so checking ahead ensures you make the most of your visit. Above all, Olean’s charm lies in its welcoming vibe, making it a delightful small-town destination worth exploring in every season.