Camden Winterfest
2026-01-24 10:00 - 17:00 (America/New_York) | Camden, Maine, Camden, Maine
Annual one-day winter festival in Camden Harbor featuring ice carving and a polar plunge.

Moosehead Lake Ice Fishing Derby
2026-02-07 06:00 - 2026-02-08 16:00 | Moosehead Lake, Maine, Moosehead Lake, Maine

Great Backyard Bird Count
2026-02-13 08:00 - 2026-02-16 17:00

Maine Pond Hockey Classic
2026-02-14 08:00 - 2026-02-15 18:00

US National Toboggan Championships
2026-02-14 10:00 - 17:00 | Camden, Maine, Camden, Maine
Teams race in crazy costumes down Camden Snow Bowl toboggan run for the fastest time.

Longfellow Days
2026-02-14 10:00 - 17:00 | Brunswick, Maine, Brunswick, Maine
Literary festival celebrating Henry Wadsworth Longfellow at Bowdoin College in Brunswick.

Rangeley Lakes Snowmobile Snodeo
2026-02-21 09:00 - 2026-02-22 18:00 | Rangeley, Maine, Rangeley, Maine

Bath Winterfest
2026-02-21 10:00 - 17:00 | Bath, Maine, Bath, Maine
Winter celebration in Bath with traditional activities and a lantern parade.

Flavors of Freeport
2026-02-21 10:00 - 17:00 | Freeport, Maine, Freeport, Maine
Freeport culinary celebration with elite local restaurants and a Frosty Frolic outdoor oyster bar.

Maine State Snowshoe Championships
2026-02-28 09:00 - 15:00

Can-Am Crown International Sled Dog Race
2026-03-06 08:00 - 2026-03-08 18:00

Maine Fishermen's Forum
2026-03-06 08:00 - 2026-03-08 17:00

Maine Maple Sunday
2026-03-22 09:00 - 16:00

Sunday River Spring Fest
2026-04-04 10:00 - 17:00 | Bethel, Maine, Bethel, Maine
Jimmy Buffet-themed spring ski festival at Sunday River with margarita mix-offs and pond skimming.

Portland Sea Dogs Home Opener
2026-04-10 18:00 - 21:00 | Portland, Maine, Portland, Maine

Sugarloaf Reggae Fest
2026-04-11 10:00 - 17:00 | Carrabassett Valley, Maine, Carrabassett Valley, Maine
The Sugarloaf Reggae Fest is a three-day summer music festival held on the slopes of Sugarloaf ski resort in Carrabassett Valley, Maine. The festival blends a family-friendly mountain atmosphere with live reggae performances from regional and national acts, drawing over 10,000 attendees each summer.
What to Expect at Sugarloaf Reggae Fest
The festival features more than 8 live bands across three days, performing on outdoor stages set against the backdrop of Sugarloaf Mountain. Beyond the music, attendees enjoy mountain views, food and craft vendors, art installations, and Sugarloaf’s extensive resort amenities — pool, restaurants, and walking trails accessible during the festival.
When and Where
The Sugarloaf Reggae Fest takes place each summer at Sugarloaf Mountain Resort in Carrabassett Valley, Maine — a scenic drive from Portland (2 hours), Boston (4 hours), or Augusta (90 minutes). Tickets are sold as multi-day passes; camping options are available on-site, with additional lodging at the resort and surrounding Carrabassett Valley properties.
Lodging for the Festival
Sugarloaf Resort offers slope-side lodging — hotel rooms, condos, and rental homes — with most properties walking distance from the festival grounds. Booking ahead is essential as accommodations fill up months in advance for the festival weekend. For more lodging options, see our Carrabassett Valley visitor guide.
What to Do in the Area
Carrabassett Valley sits at the heart of Maine’s western mountains and offers extensive outdoor recreation beyond the festival itself. Hiking and mountain biking on the Carrabassett trail system, swimming at nearby lakes, and exploring the surrounding villages of Kingfield, Stratton, and Eustis are all popular festival weekend activities. Rangeley is roughly an hour west and worth a day trip.
Related Maine Events
Sugarloaf hosts events year-round — see our Maine events calendar for upcoming concerts, festivals, and seasonal activities. For broader Western Maine planning, see our guide to Western Maine.

Boyden Lake Half Marathon
2026-04-12 09:00 - 17:00 | Perry, Maine, Perry, Maine
Annual half marathon at Boyden Lake in Perry.

Kenduskeag Stream Canoe Race
2026-04-18 08:00 - 16:00 | Bangor, Maine, Bangor, Maine
New England’s largest whitewater canoe race draws over 500 boats through 16 miles of the Kenduskeag Stream into Bangor. A Maine spring tradition since 1967, held annually on the third Saturday of April.

Portland Chowderfest
2026-04-18 10:00 - 17:00 | Portland, Maine, Portland, Maine
Portland restaurants compete for best chowder with no rules on ingredients.

Kennebunk May Day Festival
2026-05-02 10:00 - 17:00 | Kennebunk, Maine, Kennebunk, Maine
The Kennebunk May Day Festival is a family-friendly springtime celebration in downtown Kennebunk, Maine, marking the unofficial start of the coastal Maine summer season. The festival blends a small-town parade, live music, craft fairs, food vendors, and farmers markets — all centered on Kennebunk’s historic Lower Village and Dock Square area.
What to Expect at the Kennebunk May Day Festival
The festival runs across the first weekend of May each year, with the main day featuring a family-oriented parade through downtown Kennebunk, followed by live music performances, a craft fair with regional Maine artisans, food trucks and vendors, and the annual farmers market. Local restaurants and shops typically run weekend specials. The atmosphere is decidedly hometown — May Day is one of the events that draws Kennebunk residents and seasonal visitors alike before the summer crowds arrive.
When and Where
The Kennebunk May Day Festival takes place in early May, with festival activities centered in downtown Kennebunk and Lower Village. Most events are walkable from Kennebunk’s main intersection and the Mousam River area. Parking is available throughout downtown, with overflow parking at nearby municipal lots.
What to Do in Kennebunk Around May Day
May is shoulder season in Kennebunk and surrounding southern Maine towns, which means smaller crowds and more reasonable lodging rates than in summer. Beyond the festival itself, visitors can explore Kennebunkport just across the river, walk the beaches at Goose Rocks or Gooch’s Beach, or take in the early-spring views from Walker’s Point. Many of Kennebunk’s historic inns and B&Bs are already open for the season.
Lodging Near the Festival
Kennebunk and Kennebunkport offer a range of lodging from historic seaside inns to modern hotels and rental cottages. Booking ahead for May Day weekend is recommended — though it’s less competitive than peak summer, popular inns can fill up. See our Kennebunk visitor guide for lodging recommendations and other things to do.
Related
Looking at southern Maine for your spring or summer trip? Compare nearby towns: Kennebunkport vs Ogunquit covers the differences between two of the most popular destinations on this stretch of coast. For broader Maine event planning, see our Maine events calendar.

Maine Real Ale Festival
2026-05-09 12:00 - 18:00

Annual Birding Festival Acadia
2026-05-22 07:00 - 2026-05-25 18:00 | Bar Harbor, Maine, Bar Harbor, Maine

Downeast Spring Birding Festival
2026-05-23 09:00 - 17:00 | Trescott, Maine, Trescott, Maine
Premier birding festival on the Downeast coast over Memorial Weekend with guided tours and talks.

Peaks Island Brew Fest
2026-05-30 12:00 - 17:00 | Portland, Maine, Portland, Maine

Castine Kayak Adventures Summer Series
2026-06-01 08:00 - 2026-08-31 17:00 | Castine, Maine, Castine, Maine

Puffin & Seabird Festival
2026-06-05 08:00 - 2026-06-07 17:00

Donut Festival Rockport
2026-06-05 10:00 - 17:00 | Rockport, Maine, Rockport, Maine
Rockport celebrates Captain Hanson Gregory invention of the ring donut on National Donut Day.

Kendall Farms Rhubarb Festival
2026-06-06 09:00 - 17:00 | Perry, Maine, Perry, Maine
Annual celebration of the season rhubarb harvest with food, fun, and farm activities.

Maine Fiber Frolic
2026-06-06 09:00 - 2026-06-07 17:00
A celebration of fiber arts held each June in Windsor, featuring sheep shearing demonstrations, alpaca shows, spinning and weaving, and vendors selling wool, yarn, and fiber art supplies.

Old Port Festival Portland
2026-06-07 10:00 - 18:00 | Portland, Maine, Portland, Maine
