Maureen and Charles's Rustic Wedding in the Berkshires

They say timing is everything, and when Maureen Weiner met Charles Cohen the week before they began their freshman year at the University of Wisconsin, Madison, theirs couldn't have been better. "It was like we'd known each other for years," says Charles, who works in risk management. "The start of college is a great time to be crazy in love!" Which was the case for a year and a half, until girl wanted boy but boy wanted independence. The pair split, and, says Maureen, now an interior designer, "we never crossed paths again."

That is, until eight years later, when both had moved back to their shared hometown of New York City. They bumped into each other at a rooftop bar, and before long, "it was like college all over again," says Maureen. Except that now, Charles was ready. Two years after their chance encounter, on a trip back to Madison, he proposed in front of the Wisconsin State Capitol. "That building will stand the test of time," says Charles of the locale. "We can return in 20 years to the place where we started our life together."

A year and a day later, on June 8, 2013, the couple headed to Maureen's family's vacation home in North Egremont, in the Berkshire Hills of Massachusetts, to make it official.

The couple worked with Sloane Design/Press New York to create their letterpressed invites with tear-off R.S.V.P. cards.

The couple exchanged vows in front of the family estate's meditation studio, which was covered in ferns for the occasion. 

The groom, in custom Alan Flusser, and his bride, in a beaded lace Pnina Tornai gown, paused for a photo op before their ceremony.

Hairstylist Kate Hanley gave Maureen a cascading fishtail braid.

"We wanted something simple and modern that we could live with for years to come," says Maureen of their handwritten ketubah, made by Stephanie Caplan.

Upon arrival, guests were offered blackberry iced teas garnished with pansies and blackberries.

Attendants wore floral crowns and flowy Alice + Olivia frocks, with the MOH (the bride's sister) in Catherine Deane.

Twine-tied clusters of ranunculus, brodiaea, scabiosa pods, and wild grasses graced the gents' lapels. 

The bride's father, in custom Alan Flusser, and mother, in custom Lee Anderson, escorted her down the aisle, as a Cajun wedding march was played on violin and fiddle by family members.

Surrounded by soaring trees, the same rabbi who had performed Maureen's baby-naming and bat mitzvah ceremonies pronounced them man and wife in front of 220 loved ones.

Maureen's twin nephews, outfitted in J.Crew, shared ring-bearer duties. 

Moss-lined brass bowls holding scabiosa pods, clematis, speedwell, and ranunculus set a soft scene.

The groom posed with his parents.

Guests found their seats via paper hearts (calligraphed by Deborah Nadel) planted in beds of moss, ferns, and other greenery.

Predinner, guests nibbled on breads, nuts, and cheeses, two of which held special meaning: Pleasant Ridge Reserve, from Wisconsin, where the couple met, and Berkshire Blue, from nearby Great Barrington in Massachusetts, where the rehearsal dinner was held.

During the poolside cocktail hour, celebrants sipped the duo's signature drink—a gin, lemon, bitters, and egg white concoction called, cheekily, The Filthy Weiner—and noshed on passed hors d'oeuvres like salt-and-pepper lamb lollipops and watermelon-feta bites. 

The guests strolled downhill to a forest clearing where a tent was constructed around a tree. "We wanted everyone to feel like they were walking into a magical world," says Maureen, who went barefoot for the laid-back reception. Peonies and wild grasses dressed up the tables, while baguettes for sharing fostered a communal atmosphere. 

After a meal of heirloom vegetables, tagliatelle ragù, and branzino, the newlyweds danced to "Come Rain or Come Shine" by Ray Charles. The party burned deep into the night as a friend deejayed and old Bettie Page movies played silently on an outdoor screen. Then the pair joined their more adventurous guests for skinny-dipping in the pool—knowing that the timing was now perfect for a midnight swim.

Event Planning, Design, and Flowers: Matthew Robbins Design 

Catering: Cobblestone Catering 

Photography: Bryce Covey 

Stationery: Sloane Design/Press New York 

Calligraphy: Deborah Nadel 

Music: Élan Artists 

Rentals and Tent: Mahaiwe Tent

Videography: Love Is Strange

Hair: Kate Hanley 

Makeup: Ildiko Juhasz 

Bridesmaids' Jewelry: Robbie Simon 

Groom's Accessories: Alan Flusser pocket square; Peal & Co. for Brooks Brothers shoes; Tiffany & Co. wedding ring

Groomsmens' and Ring Bearers' Bow Ties: Countess Mara

Valet: Abbott's Limousine & Livery Service

Audio and Visual: Tune Street

Ketubah: Stephanie Caplan of theketubah.com