Note: Some Kennebunkport 2021 events have been postponed or cancelled due to Covid
Polar Plunge January 2, 11am – Kennebunk Beach’s Polar Plunge is a chilly annual chilly tradition, at Gooch’s Beach to ring in 2021. New Year’s day ocean dippers donate to charity to take the polar plunge, so it’s called “Freezin for a Reason”.
February is for Lovers and Paint the Town Red Specials in Kennebunkport – New England’s most romantic town is festively decorated with red hearts and bright lights – New England’s most romantic town, with private Igloos and Love Shacks for drinks and dining, cocktail classes, cooking demos, and romantic wine dinners at Kennebunks’ best restaurants.
Escape for a weekend away from home, enjoying good food, quiet times and the warmth of a romantic fire. Kennebunk-Kennebunkport offers the perfect winter destination, fine lodgings offer you unique romantic getaway packages. Cozy and intimate restaurants, quaint shops and unique galleries all set in a picturesque stunningly romantic village setting. Look for Red plate specials and red tag sales at local shops and cafes!
February – Winterfest in Kennebunk – Winter carnival activities, All Day Skating at the Waterhouse Center Ice Rink, Horse & Wagon Rides, Fire Juggling, Figure Skating Performances, Music, Chef Tasting Contest, and the Annual Cabin Fever Book Sale at the Library! Canceled for 2021, Ice Rink closed for winter 2021
March Maine Restaurant Week March 1 -12 – Maine Restaurant Week events highlight the food and drink professionals who set Maine’s restaurant scene apart. Top chefs and bartenders compete for the “Best of Maine” title at MRW with Signature Cocktail, dishes and desserts.
Maine Maple Sunday is always the fourth Sunday in March – The Maine Maple Producers Association welcomes you to join Maine’s Maple Syrup Producers, statewide, as they celebrate Maine Maple Sunday. Most sugar houses offer free maple syrup samples and demonstrations on how pure Maine maple syrup is made. Many farms offer games, activities, treats, sugar bush tours, music, and so much more.
Annual May Day Festival – Kennebunk – Cancelled for 2021…
This celebration of Spring on the First Saturday in May is an annual popular, family-oriented event with a fun parade and activities. Local artists/crafters, community organizations, and antiques enthusiasts.
Mother’s Day Brunch call for reservations or take out at Nonantum Resort, and at Stripers Waterfront at the Breakwater Inn
Memorial Day Parades
Monday 9:30am Kennebunkport
Monday 2pm Kennebunk Main Street
See Kennebunkport and Kennebunk Parades – Memorial Day Parade Photos
June Kennebunkport Festival Canceled for 2021
This early summer fine food, art and wine festival celebrates the spectacular creativity and hospitality of Kennebunkport with all proceeds benefiting local charities. The Festival features Southern Maine’s artists and art galleries, chefs and distillers, with private dinners, parties, gallery openings, and live music throughout town for the week.
Kennebunkport Festival Art of Dining Dinners
Cancelled for 2021
Intimate dinners in private homes prepared by Maine’s most-respected chefs featuring special wine pairings and local art featured. Limited seating at each dinner, advanced reservation and ticket purchase required for Kennebunkport Festival
June 8 – Barbara Bush’s Birthday – First Lady Barbara Pierce, also known locally as Ganny, was born in 1925, passed April 17 2018. She is missed. Visit White Columns First Family Legacy Exhibit for memories.
June 12 – President George Herbert Walker Bush’s Birthday, known locally as #41 was born 1924, passed November 30, 2018. Kennebunkport was his “Anchor to Windward”.
June 9– Tour de Cure – Wells Reserve at Laudholm
A fund-raising bicycle ride to benefit the American Diabetes Association. Choose from one of five routes, 5K, 25K, 50K, 100K, or 100 Mile. Routes follow Maine’s scenic coastline, featuring rocky coves, sandy beaches and breath-taking vacation homes, all in the bicycle-friendly communities of Southern Maine. Start/Finish Wells Reserve, Wells, ME. Contact: Emily Silevinac. Phone: (888) 342-2383 x3720
June 16-20- Launch – A Maritime Festival Event
The Kennebunks kick off summer with its annual LAUNCH! LAUNCH highlights seafaring facets through various anchor events and activities; a Sirons & Sailors 5k, an authentic Lobster Bake with red and white checked table cloths at the Pilot House, overlooking the Kennebunk River; and the highlight – River Lights Boat Parade where local boats are decked out in their finest nauty decorations. Launch concludes with a Blessing of the Fleet at Cape Porpoise on Sunday morning.
June 14 – George HW Bush Celebrity Golf Classic
A day of golf and fundraising including an evening gala at Hidden Pond or The Colony Hotel. Celebrities and sports stars, Tom Brady, President Bill Clinton, Jim Nance, show up for this annual fundraiser, a tradition now over two decades, Golf Tournament on Tuesday at Cape Arundel Golf Club, River Road Kennebukport.
Art Walk in Kennebunk and Kennebunkport- 2nd Friday Art Walks – June to September, and a special Prelude Art Walk 2nd weekend of December, visit 30 art galleries and studios on Friday evening 5-7 for drinks, bites and beautiful artwork, photography and local Maine sculpture and crafts.
July 4 Fireworks Cancelled for 2021 –
Traditional Fireworks display 9PM at Kennebunk Beach. View Fireworks Images Kennebunk Beach
Aug TBD Nonantum Annual Paddle Battle – a fun river race for canoe, kayak, Sup and Surfers, with a 1.7 mile course on the Kennebunk River, and a party at Nonantum Resort. Read all about Kennebunkport’s Paddle Battle.
August Seashore Trolley Speakeasy – Mad Men and Martinis at the Seashore Trolley Museum
Annual Wells Reserve at Laudholm – Nature Crafts Festival, 10 am – 4 pm – The 30th anniversary of this highly respected exhibition brings 100+ artisans to historic Laudholm Farm to show their craftworks in a lovely seaside setting. Sculpture, jewelry, pottery, prints, clothing, photography, and basketry are among the crafts selected by jury for this prestigious event. Thousands of One-of-a-Kind Gift Items and more than $8,000 in Raffle Prizes. Fee. (207) 646-4521
Punkinfiddle at Wells Reserve at Laudholm – A National Estuaries Day Celebration and fall craft festival.
Oct 31 “Trick or Treat” in the Kennebunks
Merchants throughout Kennebunk and Kennebunkport hand out goodies to the little ghosts, pirates, princesses. Summer Street is spooky, decorated devilishly with haunted mansions.
Halloween Happenings throughout Kennebunkport & Kennebunk
Nov 11 – Veteran’s Day
Nov 26 – Thanksgiving
Dec 2-12, 2021 40th Annual Christmas Prelude Celebration
A magical season filled with events, entertainment, shopping, craft fairs, and Santa in a lobster boat!
Dec 10 &11 2021 12th Annual Fire + Ice at Nonantum Resort, 2nd Weekend of Kennebunkport Christmas Prelude