Unique Date Ideas in Burlington, Vermont

Nothing says trust-building like putting your life in the hands of another person, so why not try your hand at rock climbing? The Petra Cliffs Climbing Center & Mountaineering School in Burlington caters to newbies sticking close to the ground and veteran cliff climbers ready to ascend the many courses offered. A day pass is $18, perfect for a memorable first date.

Vermont is known for being off-beat, so what better way for you and your date to soak in the eclectic than at an indie rock show? Higher Ground attracts big-name, national acts, emerging stars, debutantes, and DJs—usually all for a decent bargain. With three bars, at least something will go well even if the date ends on a low note.

Lake Champlain stretches its arms to Canada before plunging down for hours into New York, forming the boundary line with Vermont. Exploring it in Burlington is easy, thanks to numerous private sailing companies whose services translate into a memorable date for your and yours. Let’s Go Sailing Vermont lets you take the wheel or sit back and relax with a picnic for two hours, at $50 per person. Whistling Man Schooner similarly offers the chance to experience the wind in your face aboard a historic schooner (rates for sunset cruises are $55 for two hours—booze is fine).

It’s hard to pigeonhole a night at the Flynn Center for the Performing Arts. One day it could be a gallery of Phish concert posters, the next a documentary on extreme skiing, or a performance of the holiday classic, A Christmas Carol (there’s even a comedy based on the early life of Karl Marx). Shows typically cost less than $20, itself worth the admission just to peek inside and see the interior of this glitzy 1930s Art Deco theater.

When a stroll together through Burlington isn’t enough, consider ratcheting things up a notch by biking straight over Lake Champlain. Zoom past stunning vistas along the 14-mile (22.5-kilometer) Island Line Trail, which follows the city’s waterfront via the Greenway bike path before joining the Colchester Causeway, a three-mile-long (4.8 kilometers), narrow railroad bed renovated into a bikers’ causeway that heads out into the lake and connects again to Grand Isle. An in-season ferry shepherds bikers between a 200-foot (60-meter) gap known as “The Cut” near the final leg.

Few things say “impressive” like cooking on a date, and few things say Vermont like local, organic produce. Happily, these forces combine at the farmers’ market (in Wehmhoff Square in the summer and held monthly at the Dudley H. Davis Center at the University of Vermont during the winter) where the state’s impressive agricultural pedigree is on full display. Greenhouses keep most things available year-round, but go the extra mile—this is a date—and cook with in-season products. Don’t skimp on the local meat and poultry, or dairy, for which Vermont is famous.

If your idea of a date involves sitting on an intimate beach watching the last rays of sun dip behind Lake Champlain as you sip cordial and eat figs (feel free to change the combination on any of those details), then Oakledge Park is the right place for you. The park, which overlooks the water, has grassy nooks and sandy stretches to lay out a blanket, or even trees to hoist up a hammock, unwind, and watch the water (or look longingly into each other’s eyes).

It causes a moment’s hesitation: directly ahead, past the chairs, mounted on the softly glowing purple stage is something familiar but impossible. A unicorn? A rhino? Nay! It’s a cow (Vermont’s famous for them) with a single horn. But whether your date at the Vermont Comedy Club becomes the thing of legends or just a passing vision, you can be sure that one thing here isn’t a fantasy—the laughs. The steady flow of local stand-up comics and national acts are real enough.

Did you know – Culture Trip now does bookable, small-group trips? Pick from authentic, immersive Epic Trips, compact and action-packed Mini Trips and sparkling, expansive Sailing Trips.