The 36th Annual Pleasant Valley Twilight Challenge 5K starts at 5:30 PM on June 7, 2026, in Basking Ridge, New Jersey, making it an ideal evening event for travelers arriving the same day. Held at 3405 Valley Road, the race offers both a 5K and a 1-mile option, accommodating runners and walkers of different abilities and training levels. Entry fees range from free to $35, depending on registration timing and category. This established local event provides a straightforward racing opportunity without the early-morning logistics typical of many road races, allowing you to explore the area, complete a final training run, and still make the evening start.
From the Race Organizer
Join us for the 36th Annual Pleasant Valley Twilight Challenge 5K Race on Sunday, June 7th ! This community favorite features a 5K Race, 1-Mile Health Walk, and the Kid’s Lollipop Loop - something for all ages and fitness levels. In celebration of America’s 250th Anniversary , we’re inviting everyone to wear red, white , and blue as we run, walk, and cheer together! Bring your friends, family, and neighbors for an evening of fitness, fun, and community spirit. Best of all, all proceeds support the Bernards Township Municipal Alliance and Youth Services Commission , helping fund important prevention and youth programs in our community. Run, walk, celebrate...and make every step count! DATE: Sunday, June 7, 2026 LOCATION: The race takes place at beautiful Pleasant Valley Park located at 3405 Valley Road, Basking Ridge, NJ 07920. Race begins in Parking Lot 2. RACE FEES: 5K Race Early Bird Registration by 4/26 - $20 5K Race Pre-Registration until 6/6 - $30 5K Race Same Day Registration - $35 1 Mile Health Walk Registration - Pre-Registration and Same Day - $15 Kid's Lollipop Loop: FREE T-shirts and race bags guaranteed to pre-registered 5K Runners and Health Walkers while supplies last. Shirt sizes are not guaranteed to those registering after May 8th. GENERAL INFORMATION: Packet pick up and Same Day Registration takes place 4:00 - 5:30 pm in Parking Lot 2 . Please park in Lots 3 or 4 on Race Day. T-shirts and race bags available to Same Day 5K Runners while supplies last. 1 MILE HEALTH WALK: Starts at 5:30 pm. Led by the Somerset Hills YMCA . Take an invigorating walk through Pleasant Valley Park and be back in time to cheer on the 5K runners! 5K RACE: Starts at 6:00 PM. Two cross-country loops around the park. Combination of woodchip, grass, and road. Aid stations at midpoint and finish. Chip timing, clocks on the course, race results, and optional text message results provided by Compuscore . Pre-Race Warm Up by Athletifreak . KID'S LOLLIPOP LOOP: Starts at 6:45 PM. Sponsored by Athletifreak. FREE! For kids of all ages - a fun loop over a grassy field. Everyone's a winner! AWARDS: Starts at 7:00 PM or at the conclusion of the 5K Race. All runners must be off the course for the Awards to take place. Co-sponsored by Athletifreak . Prizes will be awarded to Top Overall Male and Female and top three runners in each age group: 14 and under, 15-19 and then in 10 year increments up to 80 and over. No duplicate awards. Enjoy live music by Mama's Stew and light refreshments at the finish. Post-race stretch with the Somerset Hills YMCA . Sponsorship information is available - please email KCartoccio@bernards.org for more information. T-shirt sizes are subject to availability for Pre-Registration and Same Day Registration. Pre-Registrations will be accepted until 6/6/26 by dropping off at the Bernards Township Health Department, via USPS mail or on RunSignUp.com. No refunds or rain dates.
Hotels Near This Race
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36th Annual Pleasant Valley Twilight Challenge 5K 2026 — Basking Ridge, NJ
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Race Travel Insurance
Don't forget travel insurance for June 7.
You've trained for months and booked a trip to Basking Ridge, NJ.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
When is 36th Annual Pleasant Valley Twilight Challenge 5K 2026 — Basking Ridge, NJ?
36th Annual Pleasant Valley Twilight Challenge 5K 2026 — Basking Ridge, NJ takes place on June 7, 2026. The race is held in Basking Ridge, New Jersey.
Where is 36th Annual Pleasant Valley Twilight Challenge 5K 2026 — Basking Ridge, NJ held?
36th Annual Pleasant Valley Twilight Challenge 5K 2026 — Basking Ridge, NJ is held at 3405 Valley Road in Basking Ridge, New Jersey.
Where can I find hotels near 36th Annual Pleasant Valley Twilight Challenge 5K 2026 — Basking Ridge, NJ?
RaceHotelFinder shows hotels sorted by distance from the race venue in Basking Ridge. Use the map or list view on this page to compare options and book race weekend accommodation.
