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Thursday, February 26, 2026

Uppingham Welcomes the New Riding Season with Harley-Davidson® Nights

Uppingham Welcomes the New Riding Season with Harley-Davidson® Nights

As the chill of winter fades and the open road begins to call, Sycamore Harley-Davidson is throwing open its doors to celebrate the official start of the 2026 riding season. 

On Friday, March 20, from 6 pm to 9 pm, the quiet charm of Uppingham will be traded for the rumble of engines and the warmth of a community gathering.

Whether you’re a lifelong rider, a "maybe someday" enthusiast, or just looking for a unique Friday night out, Harley-Davidson® Nights is designed to be a low-pressure, high-energy social event for everyone.

This isn’t just a showroom viewing; it’s a full-throttle social experience. Sycamore has curated an evening that blends the iconic Harley-Davidson lifestyle with a relaxed, party atmosphere:

Live Entertainment: Set the vibe for the weekend with local music.

Fuel for the Body: Enjoy a classic BBQ, refreshing drinks, and sweet treats.

The Thrill of the Win: Every attendee can enter a free raffle for a chance to snag some gear.

Exclusive Offers: Take advantage of in-store deals available only during the event.

The evening serves as the perfect backdrop to get up close and personal with the latest 2026 Harley-Davidson® models

Beyond the bikes, guests can browse:

Genuine MotorClothes®: Check out the newest technical gear and casual apparel.

Parts & Accessories: Get inspiration for personalizing your current ride.

Expert Guidance: The Sycamore team will be available to discuss everything from learning to ride for the first time to upgrading your current setup.

Sycamore Harley-Davidson isn't just a dealership; it’s a staple of the Rutland community. A family-owned business since 1952, they stepped into the Harley-Davidson fold in 2003. Their shelves are lined with "Bar and Shield" awards, a testament to their commitment to service and the local riding community.

"Whether you currently ride a Harley-Davidson®, another brand, or haven’t ridden in years, the event is designed as an open, no-pressure social evening to chat bikes and meet like-minded people."

Event Details & Registration

Date: Friday, March 20, 2026

Time: 6:00 pm – 9:00 pm

Location: Sycamore Harley-Davidson, Uppingham, Rutland

Cost: Free to attend

Space is often limited for these popular social nights. 

You can register your interest and sign up via the official event form: Register Here.

Join the conversation online and share your photos using #hdnightsycamore and #harleynight.