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My Maine
Home
About
Camping
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Itineraries + Guides
Maine State Parks
Skiing
Camping + Hiking Essentials
Join our e-mail list!
Collaborations/Contact
Home
About
Camping
Gift Guides
Hikes + Trails
Itineraries + Guides
Maine State Parks
Skiing
Camping + Hiking Essentials
Join our e-mail list!
Collaborations/Contact
Nov
14
to Jan 2

Gardens Aglow

  • Sat, Nov 14, 2026 12:00 PM Sat, Jan 2, 2027 12:00 PM
  • Boothbay, Maine (map)
  • Google Calendar ICS

Experience the best light show in Maine— featuring trolls, flora, fauna, lighthouses, and much more! This walkable, family-friendly experience is sure to be remembered for years to come.

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Nov
21

L.L Bean Tree Lighting Ceremony

  • Saturday, November 21, 2026
  • 12:00 PM 11:59 PM
  • Freeport, Maine (map)
  • Google Calendar ICS
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Nov
21
to Dec 24

L.L Bean Northern Lights Celebration

  • Sat, Nov 21, 2026 12:00 PM Thu, Dec 24, 2026 12:00 PM
  • Freeport, Maine (map)
  • Google Calendar ICS

Free events and activities for the whole family—letters to Santa, light shows, festive photo ops, cocoa, tree lightings, pictures with Santa, and more!

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Nov
27
to Nov 29

Oxford Hills Chamber of Commerce Festival of Trees

  • Fri, Nov 27, 2026 12:00 PM Sun, Nov 29, 2026 12:00 PM
  • Norway, Maine (map)
  • Google Calendar ICS

Local businesses decorate and donate Christmas trees to the festival—which takes places at the Armory on Elm Street in Norway.

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Nov
28

Oxford Hills Chamber of Commerce Christmas Prelude

  • Saturday, November 28, 2026
  • 11:00 AM 1:00 PM
  • Norway, Maine (map)
  • Google Calendar ICS

A two-hour long parade with plenty of floats, trucks, music, and fun for the whole family. The parade begins on Main Street and ends at Moore Park. This year’s theme is 250 years of America.

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Nov
28

Belfast Holiday Tree Lighting

  • Saturday, November 28, 2026
  • 4:30 PM 6:30 PM
  • My Maine LLC (map)
  • Google Calendar ICS

The perfect small-town holiday tree lighting—complete with cookies, Mr. and Mrs. Claus, and a magical countdown in beautiful downtown Belfast.

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Nov
28

Waterville Parade of Lights

  • Saturday, November 28, 2026
  • 6:00 PM 11:59 PM
  • My Maine LLC (map)
  • Google Calendar ICS

Thousands of families from the central Maine region look forward to Santa and Mrs. Claus’ annual arrival and seeing over 35 floats created by community members and organizations file down Main Street, from Union to Spring Street.

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Nov
28

Monument Square Tree Lighting

  • Saturday, November 28, 2026
  • 6:30 PM 9:00 PM
  • Portland, Maine United States (map)
  • Google Calendar ICS
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Dec
3
to Dec 13

Kennebunk Christmas Prelude

  • Thu, Dec 3, 2026 12:00 PM Sun, Dec 13, 2026 12:00 PM
  • Kennebunk, Maine (map)
  • Google Calendar ICS
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Dec
4
to Dec 6

Camden's Christmas by the Sea

  • Fri, Dec 4, 2026 12:00 PM Sun, Dec 6, 2026 12:00 PM
  • Camden, Maine (map)
  • Google Calendar ICS

This beloved festival spans Camden, Rockport, and Lincolnville with Santa arriving by boat, parades, craft markets, and coastal charm.

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Dec
4
to Dec 6

Bridgton Festival of Lights

  • Fri, Dec 4, 2026 12:00 PM Sun, Dec 6, 2026 12:00 PM
  • Bridgton, Maine (map)
  • Google Calendar ICS

Bridgton Recreation is expanding their holiday celebration from one day to a full weekend of holiday events taking place in downtown Bridgton.

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Dec
4
to Dec 13

Freeport Sparkle Celebration Parade of Lights

  • Fri, Dec 4, 2026 12:00 PM Sun, Dec 13, 2026 12:00 PM
  • Freeport, Maine (map)
  • Google Calendar ICS

Home to L.L. Bean’s Northern Lights, Freeport transforms into a glowing winter town complete with parades, a festival of trees, and family-friendly events.

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Dec
4

Bar Harbor Village Holidays

  • Friday, December 4, 2026
  • 4:30 PM 11:59 PM
  • Bar Harbor, Maine (map)
  • Google Calendar ICS

Bar Harbor brings out its winter charm with a tree lighting, carriage rides, and late-night shopping.

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Dec
4

Sparkle Celebration Parade of Lights

  • Friday, December 4, 2026
  • 6:00 PM 11:59 PM
  • Freeport, Maine (map)
  • Google Calendar ICS
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Dec
5

Boothbay Boat Parade and Fireworks

  • Saturday, December 5, 2026
  • 12:00 PM 7:45 PM
  • Boothbay, Maine (map)
  • Google Calendar ICS

Experience the annual lighted boat parade— watch light-covered boats cruise through the harbor. The fireworks will be set off over the harbor and begin shortly after the parade ends.

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Dec
5

Ellsworth Downtown Christmas Parade and Tree Lighting

  • Saturday, December 5, 2026
  • 4:00 PM 11:59 PM
  • Ellsworth, Maine (map)
  • Google Calendar ICS

One of Maine’s largest parades, drawing families from across the region. This year’s theme is Gingerbread dreams and candy cane wishes. The parade will take place at 4:00p.m., followed by the tree lighting ceremony shortly after.

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Dec
5

Presque Isle Holiday Light Parade

  • Saturday, December 5, 2026
  • 4:30 PM 11:59 PM
  • Presque Isle, Maine (map)
  • Google Calendar ICS

Bring the whole family to the annual holiday light parade on Main Street in Presque Isle. Line up starts at 4:30p.m. and the parade will begin promptly at 6:00p.m.

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Oct
23
to Oct 25

Ogunquit Fest

  • Fri, Oct 23, 2026 4:00 PM Sun, Oct 25, 2026 5:00 PM
  • Ogunquit, Maine (map)
  • Google Calendar ICS

OgunquitFest is a beloved fall celebration held every October. The festival features a classic car show, a huge artisan craft fair, children’s games, and a wildly popular costume parade alongside pumpkin and scarecrow displays. Visitors also enjoy seasonal treats, live entertainment, and coastal foliage views, making it a perfect way to experience Maine’s fall spirit by the ocean.

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Oct
17

Harvest Fest

  • Saturday, October 17, 2026
  • 9:00 AM 4:00 PM
  • York, Maine (map)
  • Google Calendar ICS

A free family-friendly festival that features live music, various local craft and food vendors, and activities for all ages.

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Oct
15
to Oct 17

Harvest on the Harbor

  • Thu, Oct 15, 2026 4:00 PM Sat, Oct 17, 2026 5:00 PM
  • Portland, Maine (map)
  • Google Calendar ICS

Portland’s one and only food and drink festival—Harvest on the Harbor brings together and showcases local restaurants, craft breweries, distillers, cheesemakers, aquaculturists, and hospitality experts from across Maine.

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Oct
11

Damariscotta Pumpkin Boat Regatta

  • Sunday, October 11, 2026
  • 12:00 PM 4:00 PM
  • Damariscotta, Maine (map)
  • Google Calendar ICS

One of Maine’s most unique events—the pumpkin boat regatta provides all ages with endless laughs and entertainment. Watch as “pumpkin captains” try and steer their giant gourd down the Damariscotta River in a series of races that are sure to leave you wanting more. The regatta can be viewed harbor-side, or via a “live feed” into The Lincoln Theater, where spectators are able to watch the event, seated in the warmth and comfort of the historic theater.

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Oct
10

Swine & Stein Brewfest

  • Saturday, October 10, 2026
  • 12:00 PM 5:00 PM
  • Gardiner, Maine (map)
  • Google Calendar ICS

Gardiner’s Swine & Stein Brewfest features samples from some of Maine’s best breweries, wineries and distilleries in an open air beer garden along historic downtown Water Street. Visitors can enjoy hours of great live music, local food trucks, and fun events—such as the highly competitive Beard and Mustache Competition.

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Oct
4
to Oct 11

Fryeburg Fair

  • Sun, Oct 4, 2026 9:00 AM Sun, Oct 11, 2026 10:00 PM
  • Fryeburg, Maine (map)
  • Google Calendar ICS

Maine’s largest agricultural fair is an annual event that families look forward to all year long. Offering a non-stop rotation of demonstrations, food vendors, entertainment, and activities for all ages—there is something for everyone to enjoy at the Fryeburg Fair.

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Oct
2
to Oct 4

Freeport Fall Festival

  • Fri, Oct 2, 2026 4:00 PM Sun, Oct 4, 2026 5:00 PM
  • Freeport, Maine (map)
  • Google Calendar ICS

Each year on the first weekend in October, Visit Freeport brings together over 225 of the best New England artists, makers and local food producers for a free, three-day festival in downtown Freeport that features live music, activities for kids, and more!

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Sep
27
to Oct 3

Cumberland Fair

  • Sun, Sep 27, 2026 9:00 AM Sat, Oct 3, 2026 10:00 PM
  • Cumberland, Maine (map)
  • Google Calendar ICS

Celebrating its 154th season, the Cumberland Fair is an autumn tradition that blends agricultural heritage with family-friendly fun. Fair goers can enjoy livestock shows, including cattle, sheep, and poultry competitions, alongside exhibits of pumpkins, produce, and crafts that celebrate the region’s farming roots. With its mix of hands-on activities, delicious local foods, and vibrant events, the Cumberland Fair offers a quintessential Maine fall experience for the whole family.

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Sep
25
to Sep 27

Common Ground Country Fair

  • Fri, Sep 25, 2026 9:00 AM Sun, Sep 27, 2026 10:00 PM
  • Unity, Maine (map)
  • Google Calendar ICS

The Common Ground Country Fair is a unique celebration of sustainable living and local agriculture, offering a rich array of artisan craft demonstrations, hands-on workshops, live music, and plenty of fresh-baked treats and eats. With its emphasis on sustainability, local craftsmanship, and community engagement—the Common Ground Country Fair offers an enriching and immersive Maine festival experience unlike any other.

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Sep
20
to Sep 26

Farmington Fair

  • Sun, Sep 20, 2026 4:00 PM Sat, Sep 26, 2026 5:00 PM
  • Farmington, Maine (map)
  • Google Calendar ICS

The Farmington Fair is a classic celebration of the state’s agricultural traditions, offering a lively mix of events, food, and activities for all ages. Visitors can explore livestock exhibitions, including dairy cows, goats, and poultry, alongside displays of pumpkins, produce, and crafts that highlight local farming and artisan skills. With its combination of agricultural showcases, tasty local foods, and hands-on activities, the Farmington Fair offers a warm and festive taste of Maine’s fall culture.

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Sep
19
to Oct 11

Sunday River Brew Fest

  • Sat, Sep 19, 2026 4:00 PM Sun, Oct 11, 2026 5:00 PM
  • Sunday River Resort (map)
  • Google Calendar ICS

Four weekends of craft beer tasting, live music, scenic lift rides, contests, competitions, and a craft fair—all taking place amongst a beautiful, foliage-filled backdrop.

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Aug
13
to Aug 22

Skowhegan State Fair

  • Thu, Aug 13, 2026 9:00 AM Sat, Aug 22, 2026 5:00 PM
  • Google Calendar ICS

The Skowhegan State Fair is one of Maine’s oldest and most celebrated agricultural fairs. Known for its livestock competitions, showmanship events, horse pulling, harness racing, and iconic fair food—it’s a quintessential state fair.

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Dec
13

Fort Fairfield Annual Christmas Light Parade

  • Saturday, December 13, 2025
  • 12:30 PM 1:30 PM
  • Fort Fairfield, Maine (map)
  • Google Calendar ICS

The parade usually takes place on Main Street in downtown Fort Fairfield and is followed by cookies and cocoa with Santa at the Community Center.

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Dec
7

Auburn Christmas Parade and Tree Lighting

  • Sunday, December 7, 2025
  • 3:30 PM 4:30 PM
  • Auburn, Maine (map)
  • Google Calendar ICS
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Oct
24
to Oct 26

Oguinquit Fest

  • Fri, Oct 24, 2025 9:00 AM Sun, Oct 26, 2025 9:00 PM
  • Google Calendar ICS
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Oct
18

Harvest Fest

  • Saturday, October 18, 2025
  • 9:00 AM 4:00 PM
  • York, Maine (map)
  • Google Calendar ICS
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Oct
12

Damariscotta Pumpkin Boat Regatta

  • Sunday, October 12, 2025
  • 4:00 PM 5:00 PM
  • Damariscotta, Maine (map)
  • Google Calendar ICS
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Oct
11

Swine & Stein Brewfest

  • Saturday, October 11, 2025
  • 12:00 PM 5:00 PM
  • Gardiner, Maine (map)
  • Google Calendar ICS
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Oct
10
to Oct 12

Sunday River River Fest

  • Fri, Oct 10, 2025 9:00 AM Sun, Oct 12, 2025 9:00 PM
  • 15 South Ridge Road Newry, ME, 04261 United States (map)
  • Google Calendar ICS
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Oct
4
to Oct 5

Sunday River River Fest

  • Sat, Oct 4, 2025 9:00 AM Sun, Oct 5, 2025 9:00 PM
  • 15 South Ridge Road Newry, ME, 04261 United States (map)
  • Google Calendar ICS
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Sep
27
to Sep 28

Sunday River River Fest

  • Sat, Sep 27, 2025 9:00 AM Sun, Sep 28, 2025 9:00 PM
  • 15 South Ridge Road Newry, ME, 04261 United States (map)
  • Google Calendar ICS
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Sep
27
to Oct 5

Fryeburg Fair

  • Sat, Sep 27, 2025 7:00 AM Sun, Oct 5, 2025 10:00 PM
  • 1154 Main Street Fryeburg, ME, 04037 United States (map)
  • Google Calendar ICS

The Fryeburg Fair features the best of farming traditions and agricultural history, competitions, horse pulls, show horses, horse racing, oxen, steer, goats, pigs, poultry, rabbits, sheep, Woodsmen's Field Day, Firemen's Muster, Grand Parade, rides, food & entertainment. Every day at Fryeburg Fair offers a multitude of options for every age and it's all outlined on their website. Be sure to check out their Facebook & Instagram pages.

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Sep
21
to Sep 27

Cumberland County Fair

  • Sun, Sep 21, 2025 9:00 AM Sat, Sep 27, 2025 9:00 PM
  • 197 Blanchard Road Cumberland, ME, 04021 United States (map)
  • Google Calendar ICS

The Cumberland Fair is a long-standing autumn tradition showcasing livestock competitions, agricultural exhibits, and demonstrations of Maine’s rural heritage. Visitors can also enjoy carnival rides, games, live entertainment, and an array of classic fair foods, making it a vibrant family-friendly event. Visit their website for more information.

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Sep
20
to Sep 21

Sunday River River Fest

  • Sat, Sep 20, 2025 9:00 AM Sun, Sep 21, 2025 9:00 PM
  • 15 South Ridge Road Newry, ME, 04261 United States (map)
  • Google Calendar ICS
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Sep
19
to Sep 21

Common Ground Fair

  • Fri, Sep 19, 2025 9:00 AM Sun, Sep 21, 2025 6:00 PM
  • 294 Crosby Brook Road Unity, ME, 04988 United States (map)
  • Google Calendar ICS

The Common Ground Fair is the Maine Organic Farmers and Gardeners Association’s (MOFGA) annual celebration of rural living featuring 1000-plus exhibitors and speakers, and emphasizes vibrant communities, sustainable living and local economies, while highlighting organic agriculture. Click here to learn more.

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Sep
14
to Sep 20

Farmington Fair

  • Sun, Sep 14, 2025 8:00 AM Sat, Sep 20, 2025 9:00 PM
  • 292 High Street Farmington, ME, 04938 United States (map)
  • Google Calendar ICS

The Farmington Fair highlights the state’s agricultural roots with livestock shows, produce displays, and traditional craft demonstrations. Visitors can also enjoy carnival rides, games, live entertainment, and a variety of classic fair foods, creating a festive late-summer experience for all ages. Visit their website to learn more.

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Sep
10
to Sep 13

Oxford County Fair

  • Wed, Sep 10, 2025 10:00 AM Sat, Sep 13, 2025 10:00 PM
  • 67 Pottle Road Oxford, ME, 04270 United States (map)
  • Google Calendar ICS

The Oxford County Fair celebrates the region’s agricultural heritage with livestock exhibits, produce displays, and hands-on demonstrations of traditional skills. Fairgoers can also enjoy carnival rides, games, live entertainment, and a wide variety of classic Maine fair foods. Visit their website to learn more.

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Aug
23
to Sep 1

Windsor Fair

  • Sat, Aug 23, 2025 9:00 PM Mon, Sep 1, 2025 10:00 PM
  • 82 Ridge Road Windsor, ME, 04363 United States (map)
  • Google Calendar ICS

The Windsor Fair is one of the state’s largest agricultural fairs, featuring livestock shows, produce displays, craft exhibits, and demonstrations of traditional farming skills. Visitors can also enjoy carnival rides, games, live music, and plenty of classic fair foods, making it a lively end-of-summer tradition for families and fairgoers alike. Visit their website for more information.

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Aug
21
to Aug 24

Acton Fair

  • Thu, Aug 21, 2025 9:00 AM Sun, Aug 24, 2025 10:00 PM
  • 550 Maine 109 Acton, ME, 04001 United States (map)
  • Google Calendar ICS

A classic late-summer agricultural fair featuring livestock shows, produce displays, and demonstrations of traditional farming skills. Visitors also enjoy carnival rides, games, live entertainment, and plenty of Maine’s favorite fair foods, making it a fun-filled tradition for families and fairgoers alike. For more information, visit their website.

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Aug
7
to Aug 16

Skowhegan State Fair

  • Thu, Aug 7, 2025 7:00 AM Sat, Aug 16, 2025 10:00 PM
  • 33 Constitution Avenue Skowhegan, ME, 04976 United States (map)
  • Google Calendar ICS

A classic late-summer agricultural fair featuring livestock shows, produce displays, and demonstrations of traditional farming skills. Visitors also enjoy carnival rides, games, live entertainment, and plenty of Maine’s favorite fair foods, making it a fun-filled tradition for families and fairgoers alike. For more information, visit their website.

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