Good Ole Boys Rods & Cruisers
2025-05-16 18:00 - 20:00, 2025-06-20 18:00 - 20:00, 2025-07-18 18:00 - 20:00, 2025-08-15 18:00 - 20:00, 2025-09-19 18:00 - 20:00, 2025-10-17 18:00 - 20:00 (America/Kentucky/Louisville)
Join Us @ 6:00pm for door prizes, music and more.

Food Truck Friday
2025-06-13 11:00 - 22:00, 2025-06-20 11:00 - 22:00 | Downtown Pikeville, Pikeville, Ky, 41501
11:00 am – 10:00pm or sell out

Pikeville Main Streets Dinner in White!
2025-06-14 19:00 - 22:00 | Main Street, Main Street, Pikeville, KY, 41501, United States
Save the Date!

Join us for an enchanting evening at the Pikeville Main Streets Dinner in White!

Date: June 14, 2025
Time: 7:00pm
Location: Main Street, Pikeville, KY

Dress in your finest white attire and enjoy a night of elegance, delicious food, and great company. Stay tuned for more details! Tickets will go on sale April 1st, 2025.

#PikevilleDinnerInWhite #PikevilleKY #pikevillemainstreet #SaveTheDate #ElegantEvening #CommunityEvent

PICKLEBALL
2025-06-27 - 2025-07-19 | Pikeville High School, 120 Championship Dr,, Pikeville, KY, 41501, United States
June 27 – July 19, 2025

Food Truck Friday
2025-08-01 11:00 - 22:00 | Appalachian Wireless Arena, 126 Main Street, Pikeville, Ky, 41501
Who’s hungry? Our Food Truck Friday is back on Friday, August 1st, kicking off the Convertibles at Sunset festivities! From 11 AM to 10 PM, indulge in a delicious array of local flavors right here in Pikeville. Fuel up before you admire the cars and enjoy the music. It’s the perfect start to a perfect evening. Don’t miss out on the culinary delights! #VisitPikeville #FoodTruckFridayPikeville #PikevilleFood #LocalEats #ConvertiblesAtSunset #August1st

Unveiling of Pikeville’s newest DOWNTOWN BEAR
2025-08-05 11:00 - 12:00 | Pikeville City Police Department, 111 Scotty Hamilton Way, Pikeville, KY, 41501, United States
Exciting News, Pikeville!

Join us for the unveiling of Pikeville’s newest DOWNTOWN BEAR!

**Tuesday, August 5th, at 11 AM**!

Location: Pikeville Police Department
Address: 111 Scotty Hamilton Way

See you there!

#pikevillemainstreet
#downtownpikeville
#visitpikeville
#PikevilleBear #BearUnveiling

BLOODSONG
2025-08-08 - 2025-08-31 | Pikeville High School, 120 Championship Dr,, Pikeville, KY, 41501, United States
THE STORY OF THE HATFIELDS AND MCCOYS
Aug. 8 – Aug. 31, 2025

Apply for a Banner to Honor your Hometown Hero
2025-09-22 08:00 - 2025-10-10 17:00 | Pikeville-Pike County Tourism Welcome Center, 685 Hambley Blvd, KY, 41501, United States
Veterans Day Hometown HERO Banners We’re honored to celebrate our local heroes again this year! We will be accepting only the first 75 applicants who submit a completed form along with a photo of their Veteran. Submit early to ensure your hero is featured! Application form is attached — don’t wait!PLEASE NOTE: Once the banners are taken down after Veterans Day, you will need to pick yours up. We won’t be able to deliver them. Sadly, we still have several from the past two years that were never picked up.Let’s come together to recognize the brave men and women who’ve served our country.

Carriage Rides
2025-11-28 16:00 - 20:00, 2025-11-29 16:00 - 20:00, 2025-12-05 16:00 - 20:00, 2025-12-06 16:00 - 20:00, 2025-12-12 16:00 - 20:00 | Downtown Pikeville, Pikeville, Ky, 41501
We are pleased to announce that carriage rides will be offered this Friday and Saturday from 4-8.Guests can enjoy a relaxing, scenic ride for $15 per person.This is a wonderful opportunity for families, couples, and individuals to experience a charming and traditional carriage outing.We look forward to providing you with a memorable and enjoyable experience.Call and book with us at 606-794-9881

Winterfest Opens
2025-11-29 | Pikeville City Park, 101 Cumberland Ct,, Pikeville, KY, 41501
@City Park

Shop Small Saturday
2025-11-29 | Downtown Pikeville, Pikeville, Ky, 41501
Shop Small Saturday in Downtown Pikeville! Join us on Saturday, November 29, 2025, from 11:00 AM to 5:00 PM for Shop Small Saturday and show your LOVE for local businesses! Enjoy great deals and support the heart of our downtown. Every purchase makes a big difference! Where: Downtown Pikeville, KY When: Saturday, Nov. 29, 2025 Time: 11:00 AM – 5:00 PM Bonus #1: Stop by The Shoppes @ 225 to pick up your Shop Small Punch Card, good for use that day at any downtown retail store—thanks to the Pikeville Main Street Program!How it works: For every $10 spent you will get a punch. Once you spend $200, return the card to be entered to win a downtown merchandise basket with $200 Downtown Dollars inside! (Basket Value of $400) Bonus #2: Hunt for Golden Tickets hidden inside downtown stores! Find one and exchange it for Downtown Dollars to spend on retail at participating businesses. Bonus #3: Most small businesses will have special offers and discounts just for you that day—don’t miss out!Let’s make this holiday season special by shopping local. Tag and invite your friends!

Ice Skating Rink
2025-11-29 11:00 - 22:00, 2025-11-30 14:00 - 18:00, 2025-12-05 15:00 - 22:00, 2025-12-06 11:00 - 22:00, 2025-12-07 14:00 - 18:00, 2025-12-12 15:00 - 22:00 | Pikeville City Park, 101 Cumberland Ct,, Pikeville, KY, 41501
Get ready to glide into the holidays! The Winterfest Simulated Ice Skating Rink is OPENING SOON at Pikeville City Park!Lace up those skates and make some magical memories with the whole family. Whether you’re a seasoned skater or trying it for the first time, join us for some festive fun! Dates: November 29 – December 31 Location: Pikeville City ParkHours Opening Weekend:Saturday: 11 AM – 10 PMSunday: 2 PM – 6 PM Admission (includes skate rental!):Adults: $10/hrChildren 6 & Under: $6/hrPLUS! Look out for Carriage Rides and the Whitewater Shrine Mini-Train Rides on select dates!Come create your perfect winter moment in Pikeville! We can’t wait to see you there!

Tree Lighting
2025-11-29 18:00 - 19:00 | Pikeville City Park, 101 Cumberland Ct,, Pikeville, KY, 41501
Pikeville’s Tree Lighting Ceremony is the holiday kickoff you don’t want to miss! Best of all, it’s FREE and open to the public. Saturday, Nov. 29 | 6PM Pikeville City Park Hot Chocolate Christmas Music Christmas Photo Displays Balloon Artist & MORE!Bring your family & friends for an unforgettable night of holiday cheer! And don’t forget to snap your holiday pics and tag us! Pikeville City Tourism Pikeville Main Street Program, Inc.

Photos with Santa
2025-12-03 17:00 - 19:00 | Pikeville-Pike County Tourism Welcome Center, 685 Hambley Blvd, KY, 41501, United States
Photos with Santa at the Pikeville-Pike County Tourism Welcome Center!

Bring the family—and your pets—for FREE photos with Pikeville Santa Wednesday, December 3rd, from 5–7 PM! Professional photos will be taken by Larry Epling.

Pikeville-Pike County Tourism Welcome Center
685 Hambley Blvd., Pikeville, KY 41501
3rd Floor (accessible by side elevator)

Parking Options:
• On-street parking
• Baptist Church parking lot
• Hardee’s lot across the street

Stop by, get a great holiday photo, and enjoy the festive atmosphere! Photos will be provided digitally.

Pikeville Christmas Parade
2025-12-06 18:00 - 20:00 | Downtown Pikeville, Pikeville, Ky, 41501
Get ready to spread some serious holiday cheer! The City of Pikeville is looking for festive floats, merry marching bands, local groups, and businesses to be a dazzling part of the 2025 Christmas Parade!

Join us as we light up the night on Saturday, December 6th at 6 PM! This is your chance to showcase your organization to the entire community—and the best part? There is NO registration fee to apply!

When: Saturday, December 6, 2025 at 6:00 PM

Where: Downtown Pikeville, KY

Cost: FREE to apply and participate!

Ready to join the parade? Find the application under the ‘Events’ tab at www.VisitPikeville.com or apply directly here: https://bit.ly/VisitPikeville

Let the mountains move you to make this the best parade yet!
