Festivals near Westbrook, ME.

Bourbon & Bitters Cocktail Class

• Nov. 1 - Nov 1, 2025
• The Burleigh - Kennebunkport, ME USA

• Food / Wine / Beer

• $25 - $50

Discover the art of crafting classic cocktails with a special emphasis on bourbon! In this hands-on mixology class, you’ll explore the key differences ....

Trucks at the Track

• Oct. 21 - Oct 21, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

Portland Elks Harvest Craft & Bake Sale

• Oct. 18 - Oct 18, 2025
• Portland Elks Lodge 188 - Portland, ME USA

A day full of local crafters filling the Alden Ballroom; lunch served in the Member's Lounge; Bake Sale with lots of cakes, cookies, and candies. Home ....

Riverside Ink Art

• Oct. 17 - Oct 18, 2025
• 519 Cumberland Ave #2 - Portland, ME USA

• Arts (Arts & Crafts)
• Arts (Tattoo)
• Food / Wine / Beer
• Music
• Outdoor / Recreation

• $25 - $50

The Riverside Ink Art Festival isn’t your typical tattoo event. It’s a wild mix of ink, art, music, and stories shared by people who live ....

Trucks at the Track

• Oct. 7 - Oct 7, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

BrickUniverse Portland, ME LEGO® Fan Expo

• Oct. 4 - Oct 5, 2025
• James A Banks Sr Portland Exposition Building - Portland, ME USA

• Community (Family & Kids)

• $10 - $25

Highlights Marvel at amazing works of art built with LEGO® bricksMeet renowned artists and gain insights into their unique building techniquesUnl ....

41st Annual Apple Harvest Day

• Oct. 4 - Oct 4, 2025
• Downtown Dover - Dover, NH USA

You haven’t experienced fall in New Hampshire if you haven’t been to Dover’s storied Apple Harvest Day. This daylong celebration of all thing autumnal ....

ArtsFest

• Oct. 3 - Oct 3, 2025
• 111 Bedford St - Portland, ME USA

• Arts (Performing Arts)
• Community (Community / Social)
• Community (Family & Kids)
• Music
• Other / General

• FREE!!

Join us for ArtsFest, celebrating the grand opening of the University of Southern Maine's Crewe Center for the Arts from 1-5 pm. Experience live stude ....

Cafely Roast Rally

• Sep. 29 - Sep 29, 2025
• Cafely - Portsmouth, NH USA

• FREE!!

Get ready to raise a mug and celebrate National Coffee Day on September 29, a day that brews up warmth, connection, and a whole lot of flavor across t ....

Start Your Sip Story with Cafely on National Coffee Day

• Sep. 29 - Sep 29, 2025
• Cafely - Kittery, ME USA

• FREE!!

Hey coffee lovers! Have you ever paused to think about what makes a simple cup of coffee so special? With National Coffee Day coming up on September 2 ....

Hello Newman - A Sunday Funday Casablanca Concert Cruise!

• Sep. 28 - Sep 28, 2025
• Casablanca Cruises - Portland, ME USA

• Community (Local / Fair)
• Music

• $25 - $50

That '90s band ! Hello Newman is "That '90s Band" you vaguely remember from your best nights out in Maine. Having played over 1000 shows, more than h ....

Hello Newman - A Sunday Funday Casablanca Concert Cruise!

• Sep. 28 - Sep 28, 2025
• Casablanca Cruises - Portland, ME USA

• Music

• $25 - $50

That '90s band ! Hello Newman is "That '90s Band" you vaguely remember from your best nights out in Maine. Having played over 1000 shows, more than h ....

Open Farm Day- Hackmatack, Berwick, Maine

• Sep. 28 - Sep 28, 2025
• Hackmatack Farm \u0026 Playhouse - Berwick, ME USA

June 22nd (Raindate: June 29th) & September 28th (Raindate: October 5th) Twice a year the land at Hackmatack opens up for two family-friendly festival ....

Trucks at the Track

• Sep. 27 - Sep 27, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

Biddeford Oktoberfest

• Sep. 27 - Sep 27, 2025
• Pearl Street - Biddeford, ME USA

• Food / Wine / Beer

• $25 - $50

Join us for Biddeford's Third Annual Oktoberfest on Saturday, September 27, 2025 from 1-6pm, with VIP early access starting at 12pm! Heart of Biddefor ....

CELEBRATE CORNISH 25

• Sep. 27 - Sep 27, 2025
• Cornish Fairgrounds - Cornish, ME USA

• Food / Wine / Beer

A DAY OF FUN AT CORNISH TROTTING PARK ....

Trucks at the Track

• Sep. 16 - Sep 16, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

Trucks at the Track

• Sep. 2 - Sep 2, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

Ferry Beach Summer Cookout

• Aug. 30 - Aug 30, 2025
• Ferry Beach Retreat \u0026 Conference Center - Saco, ME USA

• $25 - $50

Get ready for the most epic Labor Day celebration of the summer! Join Ferry Beach on Saturday, August 30, 2025, from 4-8pm for our unforgettable Labor ....

Hello Newman - A Sunday Funday Casablanca Concert Cruise!

• Aug. 24 - Aug 24, 2025
• Casablanca Cruises - Portland, ME USA

• Music

• $25 - $50

That '90s band ! Hello Newman is "That '90s Band" you vaguely remember from your best nights out in Maine. Having played over 1000 shows, more than h ....

Hello Newman - A Sunday Funday Casablanca Concert Cruise!

• Aug. 24 - Aug 24, 2025
• Casablanca Cruises - Portland, ME USA

• Music

• $25 - $50

That '90s band ! Hello Newman is "That '90s Band" you vaguely remember from your best nights out in Maine. Having played over 1000 shows, more than h ....

Portland Chamber Music Festival: Grand Finale

• Aug. 23 - Aug 23, 2025
• Stevens Square Community Center - Portland, ME USA

• Music

• $25 - $50

Brimming with creative contrasts and powerful orchestral flourishes, you won’t want to miss this truly grand finale to Portland’s world-class chamber ....

Portland Chamber Music Festival: Beethoven, Brahms, and the Bard

• Aug. 21 - Aug 21, 2025
• Stevens Square Community Center - Portland, ME USA

• $25 - $50

Immerse yourself in a unique experience at the intersection of two beloved art forms, as classical masterpieces and readings from Shakespeare’s Romeo ....

Trucks at the Track

• Aug. 19 - Aug 19, 2025
• 17 Fairgrounds Dr - Cornish, ME USA

• Food / Wine / Beer

8-10 food trucks ....

New England BIPOC Fest

• Aug. 17 - Aug 17, 2025
• Strawbery Banke Museum - Portsmouth, NH USA

The fifth annual New England BIPOC (Black, Indigenous, People of Color) Festival returns to Strawbery Banke Museum on Sunday, August 17, 2025, from 12 ....