Fall ... into the Holidays


The outstanding natural beauty of the Boothbay region may change with the seasons, but the magic of this area is ever present.

From the rocky coastline of Ocean Point in East Boothbay to the Harbor and Southport Island; to the Boothbay Region Land Trust Preserves to Coastal Maine Botanical Gardens, and places like Knickercane Island and Knickercane Park … if it’s gorgeous outdoor scenery you long for - you will find it here.

See the region by water - take one of the boat trips offered here: whale watches, lighthouse cruises, lobster trap hauling, Monhegan Island, Harbor tours ... Or rent a kayak or go paddleboarding

If it’s golf that floats your boat, the Boothbay Harbor Country Club is where you should be bound. The 18-hole course’s clubhouse has been included in the Architectural Digest’s prestigious list of the most beautiful in the U.S. And, in late September the Boothbay Charities Classic is played there. This 29-year old fundraiser for Special Olympics Maine matches locals and visitors with retired sports pros that have included Red Sox pitchers Bill "Spaceman" Lee and Matt Kinney, Pittsburgh Steelers linebacker Robin Cole, and Minnesota offensive lineman David O’Brien. The event includes a lobster bake and sports memorabilia auction. This year’s event is Sept. 22 and 23.

Are you a festival-a-holic? Don’t miss the 8th Annual Boothbay Harbor Fest a 10-day event celebrating the region.  In October it’s time for the Fall Foliage Festival at Boothbay Railway Village and a fall festival at the Wiscasset, Waterville & Farmington Railway in Alna. And, over Damariscotta way Pumpkinfest is another 10-day treat.

The Opera House brings amazing talent to our region - coming up in the fall are Marcia Ball, Magic Beyond Imagination, Skerryvore, Seth Glier, Rhiannon Giddens with Francesco Turrisi,  Antonio Lopez and Friends, Kenari Quartet and others.

Get to know Boothbay Harbor by following the Boothbay Harbor Region Sculpture Trail - the only one of its kind in Maine. Be sure to stop by the Boothbay Harbor Region Chamber of Commerce and pick up a trail map. Stone and metal sculptors from Maine, Massachusetts and as far away as Japan - have created imaginative, thought-provoking pieces of art that adorn our streets. 

Halloween, the Early Bird Sale, Boothbay Lights (includes Gardens Aglow, the Christmas celebration, Harbor Lights Festival) … every season in the Boothbay region brings its own kind of magic. 

Check out the monthly calendars below for events!

For September events, click here

For October events, click here

For NOVEMBER events, click here

For DECEMBER events, click here

The Portland Press Herald included this festival among the 13 can’t-miss summer events in Maine this year!

Selected as one of the best fall events in Maine by Yankee Magazine in 2018

Aug. 30  - Sept. 8

Events include ... A Taste of Local Flavor ~ 5k Trail Run and Half Marathon ~  East Side Vibe: Live music, vendors, food  ~ on the waterfront at Ocean Point Marina, Route 96, East Boothbay ... and the  Fishin’ For Fashion Show:  Local businesses and designers create stunning attire from fishing/lobstering accoutrement!

The 29th annual event schedule for this fundraiser for Special Olympics Maine:

Boothbay Railway Village

568 Wiscasset Rd./Route 27, Boothbay

Friday, Sept. 27 

4 p.m. : Lobster bake - $50 p.p. WITH  Silent Auction ~ 6 p.m. : Live auction begins

These auctions are a great way to add to, or begin, your sports memorabilia collection!

Saturday, Sept. 28

Boothbay Harbor Country Club, Country Club Road, Boothbay

8:00 a.m. - Registration  ~  8:30 a.m. - Shotgun start






Read announcement at  https://www.boothbayregister.com/article/eighth-annual-claw-down-canceled/123552



Family-friendly activities at Alna Center station include pumpkins, hayrides, children’s games, face painting, music and light refreshments.

Location: 97 Cross Rd., Alna

     *    Sheepscot Valley Service    *

Steam trains depart the Museum grounds at Sheepscot

Trips are 40- to 50-minute, 5-mile round trip, weather, equipment and crew permitting.

Times: 10:30 a.m. • 10:55 a.m. • Noon • 12:25 p.m. • 1:30 p.m. • 1:55 p.m. • 3 p.m.

The largest group of arts & crafts folk on the peninsula happens for the Fall Foliage Festival held Columbus Day weekend at Boothbay Railway Village.

Find pottery, paintings, sculpture, baskets, raw honey, all natural health and beauty products, cold weather polar fleece and knitted hats, scarves and mittens, jewelry, hand-painted saws (really) ...

Food: hot dogs, burgers, chowder, soft drinks, ice cream, fudge  ...

Steam train rides ... feed the Railway’s goats, step back in time through the Village exhibits!

Nominal fee for the Festival; regular prices for the train ride.


The Boothbay Harbor Region Chamber of Commerce is thrilled to announce the initiation a sculpture walk/trail for the Boothbay Harbor Region.

This program is closely modeled after the successful Greater Meredith New Hampshire Sculpture Walk which both Maine artists, Andreas von Huene and Bill Royall have been juried into the past two years.

As the momentum of the Sculpture Trail evolves, the Trail will take visitors to the far reaches of locations such as Ocean Point, Barter’s Island, Southport, showcasing the beauty our region has to offer.

Sculptures  remain on site up to two years. This will keep the Trail fresh and encourage people to keep coming year-after-year to see new work.

Trail maps are available at the Boothbay Harbor Region Chamber of Commerce, 192 Townsend Ave., Boothbay Harbor.  ~ info taken from the Chamber website ~

The doors of the Opera House at Boothbay Harbor creak open at 5:30 p.m.

Potluck dinner at 6 ... Scary readings at 6:45 ...

Come in costume!

** This event is NOT suitable for families with young children **

86 Townsend Ave., Boothbay Harbor

Coastal Maine Botanical Gardens

132 Botanical Gardens Drive, Boothbay

Nov. 14 through Dec. 31

Thursday-Sunday, 4-9 p.m. THEN  open daily Dec.19-31.

Closed Thanksgiving and Christmas Eve

Boothbay Railway Village

586 Wiscasset Rd./Route 27, Boothbay

Special holiday weekends for children of all ages ... let the magic in!  Train conductors call “All Aboard” and everyone, young and old, boards the train to the North Pole. Settle into a comfortable seat in the steam-heated passenger car to enjoy the winter wonderland of forest frosted with white snow; weather permitting.

Saturdays & Sundays only - reservations recommended - Nov. 30 and Dec. 1, 7 & 8, 14 & 15, 21 & 22

Train every hour: 10 a.m., 11 a.m., Noon, 1, 2, 3 and 4 p.m.

Visit website for details and ticket prices.




The 34th ANNUAL Christmas celebration!

Saturday, Dec. 7

9 a.m. to 4 p.m. - Craft Show at the Boothbay Harbor Fire Station, Howard Street

1 p.m. - Santa & Mrs.Claus Arrives by Boat at the Boothbay Harbor Town Landing   

1:15-3:30 p.m. - Visits & photos with Santa at the Boothbay Harbor Memorial Library, 4 Oak St.  

1:30-4 p.m. - Horse drawn wagon rides: start location: Boothbay Harbor Opera House, 86 Townsend Ave.   

2-3 p.m. - Story Time at Sherman’s Bookstore, Commercial St.

4 p.m.  - Caroling with the Boothbay Region Community Band; Lighting of the town Christmas tree on the Boothbay Memorial Library lawn 

4:30 p.m. - Live Nativity at Our Lady Queen of Peace Catholic Church, Atlantic Avenue

4:30-6 p.m. Lighted Boat Parade Viewing Party at Mine Oyster, Pier 1 : $35 p.p. food,  2 drinks and a warm spot at Mine Oyster

5 p.m. - Lighted Boat Parade & Light the Shore in the inner harbor: Whale Park, Commercial Street; Fishermen’s Memorial (Atlantic Avenue) ... in a boat on the water!

6 p.m. - Wrap Up/Awards Party at Mine Oyster, Pier 1

FMI: Contact the Boothbay Harbor Region Chamber of Commerce: 633-2353 and www.boothbayharbor.com

121 Main St., Wiscasset

Dec. 6-8

After touring the house look for the one-horse open sleigh in front of the Nickels-Sortwell House Barn. Step inside for a warm drink and tasty delights.

Admission: $5 for Wiscasset residents and Historic New England members, $10 for all others. For more infomation, visit HistoricNewEngland.org and http://wiscassetholidaymarket

Opera House at Boothbay Harbor

86 Townsend Ave., Boothbay Harbor

Days & times: Dec. 6: Noon to 5 p.m. ~ Dec. 7:  10 am. to 5 p.m. ~ Dec. 8: 10 a.m. to 2 p.m.

Themed Christmas/holiday trees decorated by local businesses and individuals create a magical forest. Trees up for bid in a silent auction.

Holiday gifts and decorations for sale ...

Boothbay Railway Village

586 Wiscasset Rd./Route 27, Boothbay

Event is held on Fridays and Sundays Dec. 6, 8, 13, 15, 20 - 6-7:30 p.m.

Evening includes: refreshments, a 15-minute steam train ride, a short Model T ride (weather permitting) and visits to the Museum exhibits. The evening works like a progressive cocktail party as you follow a guide to the locations where you can explore our exhibits and enjoy pairings of vintage cocktails and tastings.

See the Museum’s Village simply illuminated and dressed in fresh garlands and greens while traveling aboard a steam-heated vintage coach lit with the warm glow of oil lamps and lanterns. Merry makers wander through the lower campus exhibits including Harrington House which will be decked out in 1940s style including a Lionel train operating beneath the home’s tree loaded with Shiny Bright ornaments, tinsel and Noma bubble lights.

For more details and pricing visit the website!


Opera House at Boothbay Harbor

86 Townsend Ave., Boothbay Harbor

Friday, Dec. 13 ~ 5:30-6:30 p.m.

Each year the Opera House in Boothbay Harbor becomes the center of the gingerbread world, at least on the Midcoast, with the Gingerbread Spectacular. Friday night’s Dough Ball party offers great food, drink, and music .... and the chance to preview the amazing gingerbread creations!

The Dough Ball is a fundraiser for the Opera House, call for tickets and information: 633-5159 or visit  https://boothbayoperahouse.com


Wiscasset, Waterville & Farmington (WW&F) Railway

97 Cross Rd., Alna

Dec. 14

Train rides, a horse-drawn sleigh/wagon, and a visit from Santa Claus at Alna Center!

Museum grounds open 10 a.m. to 4 p.m.  ~ Steam and diesel trains 11 a.m. to 4 p.m. ~ Sleigh (or wagon) rides 11 a.m. to 3 p.m.

Due to high demand for this event, tickets are reserved on a first-come, first-serve basis. A limited number of tickets will be available at Sheepscot Station the day of the event. Due to cancellations and “no-shows.”

NOTE: This is a FREE event, but donations are greatly appreciated!

Which gingerbread will be Most Spectacular in 2019?

Saturday, Dec. 14  & Sunday, Dec. 15: 10 am. to 4 pm.

Opera House at Boothbay Harbor

86 Townsend Avenue

Cocoa, coffee, holiday sweets for sale ...

Opera House at Boothbay Harbor

86 Townsend Ave., Boothbay Harbor

Wednesday, Dec. 18

Doors open at 5:30 p.m., dinner:  6-ish, music around 6:45-ish ... Free, donations welcome.

Bring a main, side and/or salad to share, bring serving utensils, plates and eating utensils.

Later, listen to the joyful music presented by Kevin Kiley on piano and a talented group of vocalists.