Celebrate autumn in our spectacular oceanside community during our 20th annual OgunquitFest.

Signature events include a classic car show, huge artisan craft fair, children's activities (trick or treating, costume parade, autumn crafts), Halloween-themed events, the Dogtoberfest costume parade, RE/MAX hot air balloon rides, and Rett's Roost Superhero Fun Run & 5K. The weekend culminates with the High Heel Dash, a fun run in heels (at least 2" high), a benefit for the Frannie Peabody Center. Activities and events occur throughout town.

Schedule Of Events:

Friday, October 20, 2023

4pm-8pm: Martini Madness at Pepper's Seafood Co

Kick off the weekend and OgunquitFest with Martini Madness Come enjoy their Autumn & "Pumpkiin Spice & Everything Nice"
inspired drink menu. Broken Shed's Brand Ambassador, Diane Romick, and Pepper's Seafood's Richard Cobb, have come togeth-
en to offer a taste of what Broken Shed Vodka has to offer.

4pm-7pm: Ogunquit's Octoberfest Art Party at the Maine Art Collective Gallery in Perkins Cove

Enjoy refreshments, music, and beautiful artwork at MAC's pop-up gallery at 119 Perkins Cove Road.

5pm-7pm: Downtown Trick or Treating

Be sure to bring the kiddos to downtown Ogunquit for a trick or treating extravaganza. Participating businesses will be handing out
treats for all the little goblins and ghosts.

5pm-8pm: Haunted Theatre at Leavitt Theatre

After a prolonged hiatus, the eeriest event of the season is making a ghostly return. Mark your calendars, for the ghosts of the
Leavitt Theatre are eager to meet you! Adults, $15; Age 14 & younger, $10.

Daily Live Music and Entertainment

Clay Hill Farm-Live Music, Friday-Sunday

Jonathan's-Live Jazz in the Lounge, Friday & Saturday

Crew Ogunquit-Live Music, Friday & Saturday

The Front Porch-Live Music at the Piano Bar, Friday-Sunday

Nikanos-Live Music, Friday-Sunday

MaineStreet -DJ's & dancing, Fri-Sun;

Karaoke w/Joanna, Fri & Sun;

Live Entertainment this week   

8pm: Dueling Drag Divas - MaineStreet

8pm: Todd Barry Half Joking Tour - Vinegar Hill Music Theatre

9pm: Comedy with Jim Florentine - Jonathan's

Saturday, October 21, 2023

9am-5pm: OgunquitFest Artisan Craft Fair at Dorothea Jacobs Grant Common & Ogunquit Fire Station

Come join us for our annual Artisan Craft Fair, featuring 50+ local crafters. Pick up that one-of-a-kind gift for someone on your holiday list, enjoy local snacks, and relax to the sound of live music throughout the day.     

10am-1pm: Classic Car Show at Main Beach

Join us for our annual Classic Car Show at Main Beach Take a look at more than 100 classic cars that will be on display for your viewing pleasure while enjoying live music from local musicians. Weather permitting.
    
10am-12pm: Halloween festivities in Perkins Cove

Gather at the Oarweed Restaurant for a costume contest and parade, with trick or treating immediately following until 11:30am. Afterwards, cross the Perkins Cove Bridge to enjoy arts & crafts, including Spooktacular rock painting, face painting, and Halloween tattoos. Fun family event! All ages welcome to dress in costumes. Sponsored by Ogunquit Parks & Recreation.

10am-2pm: 5th Annual Greek Market at Nikanos
    
Enjoy tasty samples of traditional Greek dishes, then stick around for live music from Beau Dalleo on their heated patio! Open for brunch on Sunday as well.
    
10am-4pm: Open House at Aland Realty
    
Celebrate autumn with free apple cider and apple cider donuts.at Aland Realty, 177 Shore Road in Ogunquit.
    
10:30am-1:30pm: Haunted Theatre at Leavitt Theatre
    
After a prolonged hiatus, the eeriest event of the season is making a ghostly return. Mark your calendars, for the ghosts of the Leavitt Theatre are eager to meet you! Adults, $15; Age 14 & younger, $10.
    
11am: DogtoberFest Costume Parade/Beach Walk
    
Parade begins at the entrance to Main Beach. Costumed dogs will be registered and photographed at the start of the dog walk. Photos will be posted on the Ogunquit Dog Park Facebook Page. Judging is at noon! (Rain date, October 22.)

1pm-3pm: R.W. Alley Book Signing at Village Toy Funatic

Illustrator R.W. Alley will be on hand to introduce and sign his newest Paddington Bear creation, Firefighters to the Rescue, as well as several other books in the Paddington Bear series.

Daily Live Music and Entertainment

Clay Hill Farm-Live Music, Friday-Sunday

Jonathan's-Live Jazz in the Lounge, Friday & Saturday

Crew Ogunquit-Live Music, Friday & Saturday

The Front Porch-Live Music at the Piano Bar, Friday-Sunday

Nikanos-Live Music, Friday-Sunday

Wild Bevy Distillery-Live Music, Saturday

MaineStreet -DJ's & dancing, Fri-Sun;

OGTea Dance, Sat & Sun

Live Entertainment this week

7pm: Suede with Fred Boyle & Alan Bernstein - Jonathan's

7pm: Lady Luck's Halloween Burlesque -    Leavitt Theatre

8pm: Dueling Drag Divas - MaineStreet

7pm: The Kingston Trio - Vinegar Hill Music Theatre

Sunday, October 22, 2023

8am-10am: Re/MAX Hot Air Ballon Rides at Agamenticus Field

Join us at Agamenticus Field for a hot air balloon ride, courtesy of Re/MAX! Weather permitting.

9am-12pm: Rett's Roost Superhero 5K & Fun Run at Main Beach

Come dressed in your favorite superhero costume and participate in the kids' fun run or the 5K race. The fundraiser supports
Rett's Roost, a source of healing and hope for families who have experienced childhood cancer and child loss. Registration begins
at 9am, with the fun run scheduled for a 10am start and the 5K to follow at 10:15am. For more information, visit
rettsroost.org/event/superhero-5k

10am-2pm: OgunquitFest Artisan Craft Fair at Dorothea Jacobs Grant Common & Ogunquit Fire Station

Come join us for our annual Artisan Craft Fair and shop for unique gifts from more than 50 artisan vendors.

10am-2pm: Maine Makers Market at the Cliff House

Cliff House is excited to bring the Fall Maine Makers Market to its Oceanview Terrace Salon and Atlantic Ballroom. 45+ tal-
ented makers from an array of industries will be showcasing and selling their handcrafted products.

10am-4pm: Open House at Aland Realty

Celebrate autumn with free apple cider and apple cider donuts. at Aland Realty, 177 Shore Road in Ogunquit.

11am-2pm: Heels for a Cause at Pepper's Seafood Co

It's a pre-High Heel Dash fundraiser! Broken Shed Vodka will be donating $2 from every vodka drink made with Broken Shed to
the Frannie Peabody Center. Wear your heels and get a $10 gift card!

2pm-5pm: Haunted Theatre at Leavitt Theatre

After a prolonged hiatus, the eeriest event of the season is making a ghostly return. Mark your calendars, for the ghosts of the
Leavitt Theatre are eager to meet you! Adults, $15; Age 14 & younger, $10.

3pm: High Heel Dash at Perkins Cove

Watch the hijinks as brave souls race around Perkins Cove in high heels! Better yet, join in the race! Heels must be at least 2"
high. Prizes awarded for Best Time, Highest Heel and Most Outrageous Costume! Proceeds from registration will go to the F nie Peabody Center (peabodycenter.org). Registration begins at 2:30pm: adults $20, kids younger than 12 (no heels) $10.

Daily Live Music and Entertainment

Clay Hill Farm-Live Music, Friday-Sunday

The Front Porch-Live Music at the Piano Bar, Friday-Sunday

Nikanos-Live Music, Friday-Sunday

Leavitt Theatre-Live Music, Sunday

MaineStreet -DJ's & dancing, Fri-Sun;

Karaoke w/Joanna, Fri & Sun;

OGTea Dance, Sat & Sun

Live Entertainment this week

7pm: The Kingston Trio - Vinegar Hill Music Theatre

Date: October 20-22, 2023

Location: Various Venues in Ogunquit

Click here for more information