Breakfast with Santa

Santa Claus is coming to town 🎅

Join us for Breakfast with Santa in The Grand Ballroom on Saturday, December 11th!

Seatings at 8:30 am or 11:30 am

Adults (10 Years & Older) | $35
2 – 9 Year Olds | $25
Under 2 | Free

Email for reservations.

For more information

Christmas Movies and Santa at the Drive-In Theatre

This is our final weekend of the season! Thank you for a wonderful season and we hope you can make it out one last time. Please share with any of your friends or family who may not know we are closing for the winter.

And this weekend you can come on out for movies and visits from Santa Claus!

Our shows for Friday and Saturday, December 3rd and 4th are
The Polar Express with A Christmas Story
Disney’s Encanto with Marvel’s Eternals

Purchase Tickets at:

Walking in a Winter Wonderland

November 26-January 2

You’ll be delighted by this light show that lets you see fantastic displays and music along the paved path at Clearbrook Park. Take your time enjoying the sights and sounds of the season along the magical stroll through a winter wonderland. Clearbrook Park’s annual light show is a tradition sure to create lasting memories!

Closed Christmas Eve, Christmas Day, and New Year’s Eve.

Regular Admission
Ages 3+: $6.50
Ages 0-2: FREE

Sessions: 5:30-6:45 pm, 7-8:15 pm, and 8:30-9:45 pm

Purchase tickets online at

PARKING : Please enter at the Clearbrook Pool parking lot entrance via Brucetown Road.
130 Poolside Drive, Clear Brook, Virginia 22624

Swim Under the Stars

Enjoy the Jim Barnett Park outdoor pool at night! This pool party will include night swimming, music and fun activities.

Fee: Daily admission or included with membership.

Cornhole Tournament with Live Music and Kids Activities

The AIMS and Water St. Financial Cornhole Tournament to benefit FROG/Froggy’s Closet will be held at Richard’s Fruit Market, 6410 Middle Road. Admission is free but donations accepted.

This event will assist the non-profit in Winchester that helps children in need.

The main event is a double elimination cornhole tournament with prizes for first, second, and third places. Twenty teams (spots still available at $50 per team) will compete. Teams must be present to register at 11 a.m., and competition begins at noon.

Prizes include the following: first place, custom-made professional cornhole boards; second place, $100 gift certificate to Piccadilly Public House and Restaurant, and third place, $75 gift certificate to Village Square.

Live music by Rob Talton will be held from 11:30 a.m. to 2 p.m. and by Bryan Stutzman from 2:30 to 5 p.m.

Food and non-alcoholic beverages will be sold, plus various types of sliders, fried green tomatoes, chips, desserts, and more. Beer and wine will be for sale by the glass for onsite consumption. Other events include face painting for the kids from noon to 2:30 p.m., kiddy cornhole and prizes, animals, playground, and 50/50 raffle.

Richard’s Fruit Market will be open for sales of fruits, veggies, meat, ciders, jams, sauces, salsas, shakes, sweets, gifts and flowers, wine tastings.

In addition, there will be a FROG information booth for people wishing to learn more about the non-profit and volunteer. Tickets will be sold for the Abnormal Formal “Under the Sea” on September 11 to benefit the non-profit.

Let Freedom Swing!

Get your dancing shoes on–it’s an all-American block party! We’re celebrating Independence Day with some local stars of our own (stripes optional) through this FREE event at the Taylor Pavilion!

Come down in the afternoon to take in hometown favorites RTG with their signature brand of jazz-funk jams from 3:00 – 4:30, then stroll the mall until our headliners take the stage and you can take the dance floor!

The Silver Tones Swing Band is made up of professional musicians from the Northern Virginia area, and the band has performed all over the DC Metropolitan Area at countless galas and special celebrations. This high-energy swing orchestra performs the exciting music of the 1940s era in addition to the swinging hits of the 1950s, 60s, and beyond. Vocalists Wendy Marie, Gene Bates, and Larke Pain bring to life the music of Frank Sinatra, the Andrews Sisters, Ella Fitzgerald, Peggy Lee, Dean Martin, Aretha Franklin, The Temptations, The Beatles, Elvis, Etta James, Bobby Darin, Natalie Cole, and other big band greats. This 13-piece swing orchestra, led by trumpeter Dave Shuma and vocalist Wendy Marie, is sure to get your toes tapping in a hurry.

Join us on the dance-floor or from your seats to celebrate our country’s birthday and future with the great American music of our past.
Winchester Brew Works and Valerie Hill Vineyard & Winery will be serving up local beers and wines with a percentage of sales going to Literacy Volunteers Winchester Area , so you can raise a glass to America and support a great cause in your own backyard.

This event is completely free to the public and made possible by Old Town Winchester and Winchester Parks & Recreation.

Summer Music Theatre: Grease

With its raucous and rambunctious humor, Grease satirically captures the age-old desire for high schoolers to be provocative and rebellious. Featuring memorable hits such as “Summer Nights,” “Greased Lightnin’” and “We Go Together,” it remains one of Broadway’s longest running shows. With this production, SSMT takes a fresh look under the hood of this old favorite, revealing how it has stood the test of time. This show has a suggested rating of PG-13 (depictions of smoking, foul language, and sexual situations; pyrotechnical effects and smoke) and may not be suitable for audiences under the age of 13.

Performances will run Thursday, July 1 through Sunday, August 1, and seating will be limited to allow space between family/friend groups. For more details about how SSMT will be keeping our staff and patrons safe, visit our COVID-19 Safety page. Due to licensing restrictions, this production will have live performances ONLY, there are no digital viewing options.

Ticket Sales

Tickets are now on sale and can be purchased online at
or by calling the Box Office (540-665-4569) during normal business hours, Tuesday-Saturday, 12PM to 5PM

The Little Mermaid

Italia Performing Arts is pleased to present its Summer Show 2021: our own adaptation for dance of the Hans Christian Andersen fairy tale “The Little Mermaid”. This year, our dancers in every style will be featured in this one two act production.

We are very pleased to have secured this beautiful and historic theatre for our show. It is also large enough that, together with the Governor’s loosened restrictions, we should now have plenty of tickets to sell – using alternate rows and with spacing between family groups. We will still need to ask everyone to follow any continuing restrictions on face coverings, social distancing etc.

This year we are presenting three performances, which will be slightly different:
– Friday June 25th, 6:00 pm: featuring Winchester Modern & Jazz and Tap dancers
– Saturday June 26th, 1:00 pm: featuring Edinburg Ballet and Acro dancers
– Saturday June 26th, 5:00 pm: featuring Winchester Ballet and Acro dancers

The main cast and some of the older dancers will appear in all three performances, and some others in two of them. Parents have been informed when their students will dance.

To buy tickets, go to or call 435-222-2849.
Premium seats: $30 ($25 under 16)
Regular seats: $20 ($15 under 16)
Any tickets still available on the day of the show will still be sold only through TutuTix. No tickets will be sold at the door.

Family Day Fishing Rodeo

Bring the family (ages 4+) to Wilkins Lake in Jim Barnett Park for the annual Family Day Fishing Rodeo. There will be a special stocking of the lake prior to the event and prizes for several divisions.

Fee: $5 per person. Register by 1 pm on 6/18/21 or day of at the lake.

Call 540-662-4946. Let’s go fishing!

Winchester Royals Baseball Opening Night

Come join us for the start of what promises to be an exciting season as your Royals begin another regular-season journey for the playoffs!
Don’t forget to bring your family and friends! #areyouloyal
Free admission in memory of Todd Thompson.
Tribute at 6:30 pm
First pitch at 7:00 pm
It’s been a long year and we can’t wait to see you all again!