Share Your Best Lakeside Trolley Shot

Had a great photo from your tour? Share your favorite Lakeside Trolley moment for a chance to win 2 free trolley tickets plus $25 in local gift cards.

Each month, our team picks one winning guest photo that captures the fun, scenic, social feel of a day with Lakeside Trolley.

Polaroid collage of Lakeside Trolley guest moments, trolley photos, winery views, and Finger Lakes scenery
Polaroid collage of Lakeside Trolley guest moments, trolley photos, winery views, and Finger Lakes scenery

How to Enter

Entering is simple:

  1. Post your favorite photo from your Lakeside Trolley tour on Facebook or Instagram.

  2. Tag Lakeside Trolley.

  3. Use #LakesideTrolleyContest.

That’s it. If we can see your post, your photo can be considered for that month’s contest.

Monthly Prize

2 free trolley tickets +
$25 in local gift cards

Each monthly winner receives:

Tickets are valid for a future public Lakeside Trolley tour and are subject to availability. Prize has no cash value and must be reserved in advance.

Two Lakeside Trolley gift certificates with a $25 winery gift card prize

Photos We Love

Need ideas? These are the kinds of photos we love seeing:

  • Group shots with friends

  • Trolley moments

  • Vineyard views

  • Lake views

  • Toasts and cheers

  • Candid laughs

  • Favorite stops from the day

  • Photos that show the fun, social feel of the tour

Guests boarding Lakeside Trolley
Lakeside Trolley guests enjoying a fun shared Finger Lakes tour
Finger Lakes wine and scenic lake view from a winery stop

The best photos usually feel real, natural, and full of personality.

Monthly Winner Selection

How Winners Are Chosen

Each month, our team selects one winning photo from eligible entries submitted that month.

Entries Close

Entries close at 11:59 PM Eastern Time on the last day of each month.

Winner Selected

We choose the photo that best captures the Lakeside Trolley feel — fun moments, scenery, group energy, trolley moments, favorite stops, and the spirit of the day.

Winner Contacted

Winners are selected by the 5th of the following month and contacted by direct message before being announced publicly.

If a selected winner does not respond within 7 days, Lakeside Trolley may select another winner.

Official Rules

No purchase is required to enter.

To enter, submit a photo from a Lakeside Trolley tour by posting it on Facebook or Instagram, tagging Lakeside Trolley, and using #LakesideTrolleyContest, or by sending the photo to Lakeside Trolley through direct message.

One winner is selected each month from eligible entries received during that calendar month. Winners are selected internally by Lakeside Trolley based on photo quality, guest experience, scenery, personality, and how well the photo captures the Lakeside Trolley experience.

Prize includes 2 free trolley tickets plus $25 in local gift cards. Prize is not redeemable for cash. Tickets are subject to availability and must be reserved in advance.

By entering, you give Lakeside Trolley permission to repost and use your photo in marketing. Lakeside Trolley may decline or remove entries that include unsafe behavior, inappropriate content, disruptive behavior, or anything that does not reflect the guest experience we want to share.

This contest is not sponsored, endorsed, administered by, or associated with Facebook or Instagram.

Ready to Share Your Shot?

Post your favorite photo,
tag Lakeside Trolley, and use #LakesideTrolleyContest

We can’t wait to see your favorite moment from the day!