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Through the generosity of the community businesses and organizations listed below, the City of Olean Youth Bureau & Recreation Department is offering free admission for public ice skating the following dates and times. There is a $3.00 skate rental fee.

Special appearance by Santa on December 24th from 12-2pm. Free admission, just a $3 rental fee. Sponsored by the Olean Rotary Club.

See the full schedule of days, times and sponsors.

Portville Central School’s Arts, Crafts, & Antiques Show returns as a one day, indoor event. It will be held at the Portville High School and will feature art, crafts, antiques and food on Saturday, November 2nd from 10:00am-5:00pm.

Proceeds collected directly benefit the students of Portville Central School in the form of achievement awards and student scholarships.

The Jingle Bell Jubilee is a holiday event featuring many activities and events: the holiday market, carolers, dance groups, wreath creation class, Shop Raffle Drawing, Sips of the Season, make and take craft, horse and wagon rides; an inflated snow globe for picture opps, cocoa and cookie crawl, decorate the tree contest, cookie decorating, and even a Rudolph run! Hours for the event are 4:30-8pm.

Join Portville for a fun and exciting Christmas Celebration!

There will be a Christmas Parade and Park Lighting Celebration. The parade will start at the Portville School and make its way down to Pioneer Park where Santa will light the park.

Food trucks, live music, and visits with Santa will be available!

Portville Central School’s Arts, Crafts, & Antiques Show returns as a one day, indoor event. It will be held at the Portville High School and will feature art, crafts, antiques and food on Saturday, November 1st from 10:00am-5:00pm.

Proceeds collected directly benefit the students of Portville Central School in the form of achievement awards and student scholarships.

Join in for a two day craft show to get into the Christmas Spirit! There will be over 25 different vendors to shop from, where you can find a little bit of everything. It is always a great time to attend a craft and vendor show!

Vendors include: CC's Korner, Scentsy, If Unique is What You Seek, Mary Kay, Glitter Gals, The Mad Batter, LLC, B.E. Creative, Colorstreet, 31, Goat Milk Soaps, Inception 3D, Janet's Wreaths, Strange Magick, Katie's Pretty Things, Seren Hippity, Crochet Items, Tupperware, Bomb Party, Herbal Expressions, Sipology, Allison's Craft Corner & More.

Ed.Simone performs a unique, one-man show of 'A Christmas Carol'

In this solo performance, Simone, an actor and voice artist, brings all the familiar Dickens characters vividly to life: Jacob Marley, the Cratchits, the Ghosts of Christmases Past, Present and Future, Old Fezziwig and, of course, Scrooge himself.  In a little over an hour, Simone embodies all these characters and tells the beloved story through the eyes of a Londoner who knew them all.

The performance is presented in association with the Tri County Arts Council.

Join us for the 13th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds on October 18th and 19th, 2025.

What is WILMA Woolly Bear Weekend?

It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.

Join us for the 12th annual W.I.L.M.A. (We Invite Local Manufacturers & Artisans) event, happening at the Cattaraugus County Fairgrounds on October 19th and 20th, 2024.

What is WILMA Woolly Bear Weekend?

It's not your average craft show! All vendors at this event are local business owners, manufacturers, artisans, or crafters from Cattaraugus County.

This is the second night of Christmas In Allegany at the Allegany Santa House. This is a free event to come visit Santa in his beautifully decorated Santa House with Elf Shack behind selling basket raffle tickets to help support this yearly tradition.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Good Times of Olean will be hosting a Fall Vendor Show Extravaganza on Saturday, November 2nd from 12pm-5pm at Good Times of Olean located at 800 E State St, Olean. 

Admission is free! Come indulge your senses with delicious food & drinks, and great LIVE music while you explore different vendors selling hand made crafts, collectables, and more! Spread the word, rally your friends, and come make some great memories at Good Times of Olean! 

Join Swan Street Florist at Ellicottville Brewing Co, 28 Monroe St. Ellicottville on Thursday, December 19th, for a festive Christmas Centerpiece Workshop! Embrace the holiday spirit by creating your very own beautiful centerpiece to decorate your table this season. The skilled instructors from Swan Street Florist will be there to guide you through the process, providing all the materials needed to make a stunning arrangement.

Take a trip back in time with a Victorian Christmas at the Fannie Bartlett House in Olean, the Friday after Thanksgiving. Watch the Santa Claus Lane Parade before or after touring this beautifully restored mansion built in 1881 with 15 rooms, including a third-floor ballroom.

The historic house will be adorned with Christmas decorations during its annual open house on Friday from 6-9pm. There will be refreshments and raffle baskets, proceeds to benefit the Bartlett House. 

This is the third night of Christmas In Allegany at the Allegany Santa House. This is a free event to come visit Santa in his beautifully decorated Santa House with Elf Shack behind selling basket raffle tickets to help support this yearly tradition.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Celebrate opening night of the Allegany Santa House with Santa's arrival by the Allegany Fire Department. This is a free event to come see Santa, and enjoy a beautiful decorated Santa House with Elf Shack containing basket raffles to help support this community event.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Additional Dates:

• December 5th
• December 7th
• December 12th
• December 14th

Take a trip back in time with a Victorian Christmas at the Fannie Bartlett House in Olean, the Friday after Thanksgiving. Watch the Santa Claus Lane Parade before or after touring this beautifully restored mansion built in 1881 with 15 rooms, including a third-floor ballroom.

The historic house will be adorned with Christmas decorations during its annual open house on Friday from 6-9pm. There will be refreshments and raffle baskets, proceeds to benefit the Bartlett House. 

This is the fourth night of Christmas In Allegany at the Allegany Santa House. This is a free event to come visit Santa in his beautifully decorated Santa House with Elf Shack behind selling basket raffle tickets to help support this yearly tradition.

It's Christmas In Allegany Santa House season!

Visit with Santa and Mrs. Claus at their house in Allegany.

Celebrate the Holiday Season with a Living Nativity, complete with a camel, all in the Village. The Ellicottville  A Christmas Stroll was created in 1987 by a group of citizens who wanted to organize such an event in the village. After brainstorming over coffee, it was decided that they wanted a live nativity scene with children dressed as angels and shepherds, who walked around the village and met at the gazebo. There, the baby Jesus was presented and caroling presided. The tradition has continued on for the past 36 years.

Spring is here and so is the annual spring craft and vendor show! There will be over 35 different vendors to shop from and a chinese auction available. The Lunch Bus, a local favorite food truck will also be at the event! 

Celebrate the Holiday Season with a Living Nativity, complete with a camel, all in the Village. Ellicottville's A Christmas Stroll was created in 1987 by a group of citizens who wanted to organize such an event in the village. After brainstorming over coffee, it was decided that they wanted a live nativity scene with children dressed as angels and shepherds, who walked around the village and met at the gazebo. There, the baby Jesus was presented and caroling presided. The tradition has continued on for the past 37 years.

Rusty Rooster Farm & Vintage LLC , in Portville is hosting their 5th Annual Harvest Fall Fest on Saturday, October 5th from 10am - 4:00pm. 

The event features FREE outdoor activities like apple cider pressing, fall craft station, doughnuts and funnel cakes, door prizes, a candy count, photo stops, and Live music. 

Inside the shop, there will be in-store specials, honey samples, Ellen's pop up boutique, and a full chocolate shop with grab-and-go specials. 

Come and enjoy the autumn festivities!