Top Things to Do in New England in June 2025
Fill your June weekends… with Yankee Magazine! Don’t miss these 2025 events and happenings in New England in June, plus this month’s best travel deals.
By Kim Knox Beckius|May 27 2025|
June's annual Newport Flower Show is a feast for the senses.
Credit: Newport MansionsDo you remember the elation of the last day of school? New England in June lobs up plenty of opportunities to feel the same child-like sense of exuberance, whether you’re enjoying simple pleasures like picking your own strawberries (we’ve got a vintage-look tee in our store that’s perfect for berry-farm outings) or heading to a Minor League Baseball game.
As I look at my calendar for June, I’m astounded by the choices I’ll need to make. How are there so many enticing events happening simultaneously? I’m going to drop a few that are tugging at me below to help you sort your own June weekends, and perhaps we’ll bump into each other as I’m traveling throughout New England this month. Yankee’s annual Travel Guide to New England is bursting with even more of our editors’ picks for the best ways to spend your well-deserved summer leisure time, including June’s precious weekends.
Credit: Courtesy of Puddingstone Music
New in New England in June 2025
Puddingstone Music Festival | Newport, RI
The inaugural Puddingstone Music Festival has been announced for June 24-28, and tickets will sell fast for a line-up of classical performances set in three of Newport’s most iconic historic buildings: the Redwood Library, Colony House, and Rough Point mansion. Free open rehearsals will expand access to the festival’s 10 world-class musicians, who will play a repertoire spanning four centuries over the course of five days.
Credit: Dave Pinter/Flickr
Weekend of May 31-June 1, 2025
Greenwich Concours d’Elegance | Greenwich, CT
In Connecticut, an event with massive appeal for auto enthusiasts is on tap May 30-June 1, as the Greenwich Concours d’Elegance brings some of the world’s most celebrated cars together in one place.
Atlantis Rising | Charlestown, RI
Rhode Island’s fun-for-all Atlantis Rising event has moved from fall to spring, and it’s moseyed east, too, to Ninigret Park. The focus from Friday, May 30, through Sunday, June 1, is on the 10 artists competing for prizes with their massive and incredibly detailed sand sculptures.
But there’s plenty more to entice you, including live music, food, character photo ops, and artisans selling their wares, plus the park’s two resident trolls, created last year by internationally renowned artist Thomas Dambo. This year’s theme is Enchanted Garden, and you’re encouraged to cosplay as a fairy, elf, or king or queen of the forest. Get your tickets at the gate, along with a magic bean that you’ll use to vote for your favorite sand sculpture.
Wiscasset Wormfest | Wiscasset, ME
Some day, you will tell your grandchildren and great-grandchildren you were there for the second annual Wiscasset Wormfest on Saturday, May 31. The picturesque Midcoast Maine town is leaning into its distinction as the world’s worm-harvesting capital. Is this festival quirky? Ayuh! Should you enter the Mud Pie Eating Contest? Of course. It’s only fitting that a cover band called Something Stupid wraps up this wacky celebration.
Ultimate Provence Rosé Clambake | Chatham, MA
Want to do something a bit more elevated? National Rosé Day isn’t until June 14, but Chatham Bars Inn on Cape Cod gets a jump on rosé season at a New England Clambake on Friday evening, May 30. It’s the perfect opportunity to toast the arrival of summer.
Weekend of June 7-8, 2025
Pride of Woodstock | Woodstock, VT
June is Pride Month, and the quintessential New England town of Woodstock, Vermont, is welcoming everyone to its second annual “Small Town, Big Love” Pride of Woodstock celebration, June 6-8, featuring a “Made with Pride” Arts and Crafts Fair on the Woodstock Village Green, a High Heel Race, Drag Brunch at the Woodstock Inn & Resort, a tea dance, a Funny with Pride comedy showcase, and many other festivities.
National Trails Day
If you love hiking, the American Hiking Society’s annual National Trails Day on June 7 features opportunities to spend time with fellow outdoor enthusiasts throughout the New England states.
Weekend of June 14-15, 2025 (Father’s Day Weekend)
Maine Whoopie Pie Festival | Dover-Foxcroft, ME
Bound for Maine this weekend? The sweetest day of the year in Maine is June 14, when the Maine Whoopie Pie Festival consumes the town of Dover-Foxcroft.
Connecticut Landmarks Juneteenth Festival | New London, CT
Juneteenth falls on Thursday, June 19, in 2025, but one notable community celebration, a Juneteenth Festival hosted by Connecticut Landmarks, the New London NAACP, and the City of New London, takes place on Saturday, June 14.
Free Father’s Day Fun
Celebrating Dad? He’ll be proud of your frugality if you take him to one of these New England attractions where dads are admitted free on Father’s Day:
Charmingfare Farm, Candia, NH (online registration required, must be accompanied by children 12 and under)
Heritage Museums & Gardens, Sandwich, MA
Patten Lumbermen’s Museum, Patten, ME
Roger Williams Park Zoo, Providence, RI
Seashore Trolley Museum, Kennebunkport, ME
Need shopping inspiration? Check out these Perfect New England Gifts for Dad.
Credit: Heartlover1717 / Flickr / CC BY-NC-ND 2.0 DEED
Weekend of June 21-22, 2025
Quechee Balloon Festival | Quechee, VT
The 45th annual Quechee Hot Air Balloon, Craft, and Music Festival in Vermont will lift your spirits even if you don’t book a balloon ride. Starting on Friday, June 20, there’s non-stop entertainment, but you can enjoy quiet moments, too, by registering for sunrise yoga on Saturday or Sunday, just as the balloons begin to rise.
The Newport Flower Show | Newport, RI
With a theme of “A Floral Fair” this year, the Newport Flower Show turns Rosecliff mansion into a fragrant paradise from June 20-22. With eye-popping floral displays both outside and inside the Gilded Age stunner, it’s guaranteed to be one of this summer’s most beautiful weekends.
Travelers Championship | Cromwell, CT
Hopefully, the sun will shine on the Travelers Championship, the largest PGA Tour event to swing through New England each year. I can tell you for certain: It’s much more fun to watch golf in person than it is on TV. Top players committed to this year’s tournament, with events starting June 16 leading up to the finale on June 22, include Rory McIlroy, Scottie Scheffler, and Xander Schauffele.
Frances Perkins National Monument Inaugural Celebration | Newcastle, ME
Join in the celebration as the Frances Perkins Homestead begins its first summer season since it was designated a national monument: one of few in the country devoted to a woman. Perkins, the first woman Cabinet member, served as Secretary of Labor under FDR. She was instrumental in securing benefits for workers that we take for granted today, such as minimum wage.
At this free open house, you can explore trails on the property, take a self-guided tour of exhibits in the Homestead’s historic barn, have your NPS Passport stamped, enjoy light refreshments, and enter drawings for Perkins merch.
Weekend of June 28-29, 2025
Decorated Boat Parade at Windjammer Days | Boothbay Harbor, ME
The week-long Windjammer Days celebration in the Boothbay region, June 22-28, culminates with a decorated boat parade on Saturday, June 28, at 7 p.m. Before you go, read up on all of my tips for finding the Boothbay area’s hidden highlights.
St. Peter’s Fiesta | Gloucester, MA
Gloucester, New England’s enduring fishing village, celebrates the patron saint of fishermen during the annual St. Peter’s Fiesta, June 25-29, featuring traditions that range from the blessing of the fleet to a greasy pole contest that’s a spectator’s delight.
Credit: The Wanderer
June’s Best Travel Deals
Kennebunk, ME
Don’t be a procrastinator! You’ll save 15% on a stay at The Wanderer cottages in Kennebunk, Maine, when you book at least 21 days in advance. And, if you live in one of the six New England states, you can save 10% on more spontaneous getaways now through June 26.
CT Season Pass
The new CT Season Pass from Rebellion Group is not an app, but it lives on your phone—and it will save you money at top attractions statewide this summer including Quassy Amusement Park and Connecticut’s Beardsley Zoo. Here’s the inside scoop: The pass will be free for a limited time, so act fast and enjoy double savings.
Yankee Out & About in June
Join us at the annual Best of New Hampshire celebration, hosted by our sister publication, New Hampshire Magazine, on June 26 at Flag Hill Distillery and Winery in Lee, New Hampshire. Tickets to this sampling extravaganza are on sale now.
What are you looking forward to doing this June in New England? Let us know in the comments below!
