Events & Specials

Special Five Gables Getaways

Cancellation Policy: We are a small inn, therefore, cancellations and changes made with short notice impact us significantly. We understand that sometimes plans change. If your travel plans change and you need to cancel your reservation, please call us at least 14 days prior to your arrival date to cancel your reservation for a refund of your deposit, less a $40 processing fee.

 If you cancel your reservation less than 14 days prior to your arrival date, you are responsible for the entire cost of your reservation. Your credit card on file will be charged in full, unless we are able to rebook the room for all of the nights you had reserved. If rooms do rebook, you will be refunded the difference, minus a $40 processing cancellation fee. The Cancellation Policy also applies to changes in your arrival/departure date which result in a shorter stay. No refunds are provided for late arrivals or early departures.

For more information and availability on specific rooms please check Accommodations & Booking.

We all need more time to recharge and have some fun. A quick getaway to the Five Gables Inn provides the perfect setting and a day at the Botanical Gardens or night at the Boothbay Harbor Opera House rounds out the perfect escape. Call the inn two weeks in advance to book your special getaway and reserve your 1/2 price tickets to either our historic opera House or acclaimed Botanical Garden.

Getaway includes: one night lodging at the inn, elegant buffet breakfast, afternoon refreshments and homemade treats and two 1/2 priced tickets to either the Coastal Maine Botanical Gardens or a concert at the Boothbay Harbor Opera House.

Events-Local Festivals

Whatever Season, There’s a Reason to Celebrate.
Start spring with the glorious bloom of 50,000 tulips at Coastal Maine Botanical Gardens in May, then float into summer with Windjammer Days & Tall Ships Festival, a long tradition going back half a century and featuring grand sailing vessels featured in an awe-inspiring Parade of Sail. Our peninsula hosts a number of fun filled festivals throughout the summer and fall, and these festivals provide a fun way to explore our rocky coastline and highlight any trip to the mid coast of Maine. A few of our favorites:
June 12th, 2025

The Claw Down

Annual Boothbay Harbor Fest, Five Gables Inn, East Boothbay, Maine
A PERFECTLY MAINE WEEKEND
Join us for The Claw Down & Fishin’ for Fashion—two beloved annual events celebrating our coastal heritage and vibrant fishing industry.
The Claw Down | June 12, 2025
Seafood lovers and foodies alike flock to Boothbay Harbor for an unforgettable night of lobster indulgence. Watch as talented local chefs go head-to-head, crafting exquisite lobster bites for the chance to win the coveted People’s Choice Award and Judges’ Choice Award—with the top Winner earning a spot at Portland’s renowned Harvest on the Harbor in October.

Official Website: The Claw Down

June 22–28, 2025

Boothbay Harbor Windjammer Days

Boothbay Harbor Windjammer Days& Tall Ships Festival, Five Gables Inn, East Boothbay, Maine
This festival marks the kick off to summer in our region and is a time to reconnect with family, friends, and neighbors after the long winter, an opportunity to support local businesses and welcome visitors. It is a time to honor our maritime history and celebrate the vital role it plays in the lives of all who live here. Events include grand sailing vessels featured in an awe-inspiring Parade of Sail, the rollicking Cod Fish Race where teams transport a fish through town in full foul weather gear, a street parade, art shows, waterfront concerts, and a spectacular fireworks display.

Highlights: Street Parade (June 25), Crab Cake Cook-Off (June 23), Gathering of the Fleet, fireworks, and more

Official Website: Boothbay Harbor Windjammer Days.

August 5–16, 2025

Salt Bay Chamberfest

Annual Boothbay Harbor Fest, Five Gables Inn, East Boothbay, Maine
Salt bay Chamberfest

“Superb Salt Bay festival brims with star power”

This season, we celebrate the musical GODDESS, through a festival that is centered on powerful female figures from myth or history and the composers and performers who draw inspiration from their stories. Flutist and MacArthur “Genius” grant recipient Claire Chase will appear at SBC to present works written especially for her, coupled with Schubert’s poetic Death and the Maiden String Quartet. Tenor Nicholas Phan breathes new life and meaning into songs by Baroque women composers, complemented by a dream team of Baroque music specialists including Italian violinist Riccardo Minasi, harpsichordist Paolo Bordignon, and gambist Arnie Tanimoto. The Brentano String Quartet returns with a program of quartets by Fanny Mendelssohn and Beethoven (Opus 130). Finally, I am particularly proud to present this year’s newly commissioned work by composer Dawn Avery, Grandmother Moon (Ahsonthehnéhkha Karáhkwa) for two violins and two cellos. This will be featured in a program with soprano Kate Aldrich singing Respighi, and Dvořák’s tuneful String Sextet performed by artists Cynthia Phelps, principal violist of the New York Philharmonic, and Susie Park and Sean Lee, violinists of the Chamber Music Society of Lincoln Center.

I want to take a moment to thank all of you who make this festival possible from year to year. Our donors, board, and wonderful community all work together to help bring incredible artistry and meaningful arts experiences to the region each year, serving a broad range of concert goers. We look forward to sharing these exciting performances with you in August!

Theme: “Earth Song” – celebrating the festival’s 30th anniversary

Official Website: Salt Bay Chamberfest

October 11–13, 2025

Damariscotta Pumpkinfest & Regatta

Damariscotta Pumpkinfest & Regatta, Five Gables Inn, East Boothbay, Maine
Come to beautiful midcoast Maine for a celebration of all things pumpkin. This festival is a fun-packed week of events including a pumpkin paddle boat relay and pumpkin motor boat regatta, pumpkin polo, and the Maine Pumpkin Growers Organization-sanctioned giant pumpkin weigh-off. There’s also pumpkin catapulting, a pumpkin drop, underwater pumpkin carving, a giant pumpkin parade, 60 giant pumpkins lining Damariscotta’s main street, and a pumpkin derby.
Pumpkinfest was delighted to be named Best Fall Festival in Maine by Travel and Leisure magazine!

Highlights: Giant decorated pumpkins, pumpkin boat races, pumpkin derby, and a festive parade

Official Website: Damariscotta Pumpkinfest.

October 11–12, 2025

Pemaquid Oyster Festival

Pemaquid Oyster Festival Near Boothbay, Maine.

Enjoy all things oysters at this year’s festival held at Mine Oyster Restaurant, located at 16 Wharf Street in downtown Boothbay Harbor

Official Website: Pemaquid Oyster Festival.

October 11–12, 2025

Fall Foliage Festival at Boothbay
Railway Village

Fall Foliage Festival, Five Gables Inn, East Boothbay, Maine
The Museum’s Village Green welcomes dozens of vendors of handmade items and fabulous food along with a wide variety of live entertainment for the Fall Foliage Festival. The sound of the train’s steam whistle resonating throughout the crisp fall air reminds guests that this is not your typical craft show.

The beautiful crafts are center stage on the Village Green surrounded by the historic buildings and structures of the Boothbay Railway Village. Rides on the narrow gauge steam train and the opportunity for guests to explore exhibits detailing Maine’s railroad heritage, interpreting village life, and displaying more than 60 antique automobiles set this event apart. Artisan demonstrations and live music sponsored by the Boothbay Harbor Memorial Library and the Boothbay Sea & Science Center adds to the fun of this family tradition.

Highlights: Artisan crafts, vintage goods, local food, live music, and family-friendly activities

Official Website: Fall Foliage Festival.

November 16 – December 31, 2025 (exact dates to be confirmed)

Gardens Aglow at Coastal Maine Botanical Gardens

Gardens Aglow:
Gardens Aglow:

The magic begins as darkness falls.

Join us to experience the brilliance of New England’s most beautiful light display! This year, the seasonal celebration returns to its roots as a walking event with a new, reimagined design and more than 750,000 LED lights woven through 14 acres of central gardens.

The Gardens Aglow route is approximately 1 mile of beautifully lighted pathways through our central garden areas, and we find that most guests spend between one and two hours at Gardens Aglow. Extend your visit to the region by exploring the Boothbay Region during Boothbay Lights, and seeing the entries in our  Community Lighting Contest, where participants have festively lit up their homes and businesses.

Details: Spectacular light displays, seasonal treats, and festive ambiance

Official Website: Gardens Aglow