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Dragonfly Street Faire

The Dragonfly Street Faire is coming to town! This event promises shopping from 26 vendors, music, dance, entertainment, food and beverage all right in lovely Downtown Ashland on October 5th from 1pm-6pm. Mark your calendar for this first time event! Check out what will be popping up along Main Street and be sure you don’t miss a minute!

Music & Performances

Ocean House | 2 Myrtle St.

  • 1:00-2:00pm: Trifecta | A Harmonious Trio

  • 2:00-3:00pm: AnneMarie's Dance Center | Dance

  • 3:00-4:00pm: Ricky Brennan | Solo Artist

  • 4:00-5:00pm: Rhythm Bollywood | Bollywood Dance

  • 5:00-6:00pm: Take-Two | Duet

The Corner Spot | 6 Cherry St.

  • 1:00-2:00pm: Mass Capoeira | Martial Arts & Dance

  • 2:00-3:00pm: Spectrum of Sound | 2 Solo Artists

  • 3:00-4:00pm: Stacey Peasley | Children’s Singer

  • 4:00-5:00pm: The Bob Martin Jazz Trio | Jazz Band

  • 5:00-6:00pm: Backstage Dance Center | Line Dance

Clover Road Brewing | 151 Main St.

  • 1:00-2:00pm: The Cardinal Gets Jacked | Favorite Rock

  • 2:30-3:30pm: The McCrites | Irish Music

  • 4:00-6:00pm: Mikey Hutchinson | 60's Solo Artist


Food and Beverage Vendors

The Corner Spot, 6 Cherry Street

  • Decanted Wine: Beer, Wine, Cocktails

  • Doragon Eatery: Baked Potato Bar

  • Beyond Waffle: Waffles

  • Joey D's Wingz: Wings & Mac-N-Cheese

    Clover Road, 151 Main Street

  • Dulce D Leche: Gyros & So much more!

  • Beer & Wine from Clover Road

Ocean House/Historical Society

  • Refreshin' Concessions: Ice Cream

  • Sentie’s Kitchen: Afro-Caribbean BBQ

  • Red Lentil: International Vegan Cuisine


Activities and Street Vendors

Main Street Vendors and Activity Booths

  • Nova's Flowers: Paper Flowers & More

  • The Enchanted Magnolia

  • Hopkinton Center for the Arts

  • Ashland Business Association

  • Happily Home Made Crafts

  • Joys of my Journey: Handmade Jewelry

  • Belle and Noelle: Jewelry

  • Beth Hurley Watercolors

  • Leadership MetroWest

  • Decolores Houseware

  • Siyara Creations

  • Teascapes

  • SKM Collection: Permanent Jewelry

  • To the Moon & Back with Pearls

  • Sweet Crafts Co.

  • Lucy’s Crochet Creations

  • Crazed Mom Candle Co.

  • Cozy Castle Designs

  • Colorful Creations: Custom Jewelry

  • Mouse River Crafts

  • Kristal's Kreations

  • Philangelus Press

  • Simply Sea Glass

  • Vanik Creations

  • Rekha’s Art

  • Alaia Halo: Skincare

  • LM Beads

  • Scentsy: Home Fragrance

  • Nature Creations

  • Pottery A New

  • Ashland Sustainability

  • MetroWest YMCA

  • Envision Ashland

  • Energize Ashland

Street Performers

  • Magician

  • Balloon Twister

  • Balloon Balancer & Juggler

The Corner Spot

  • Imagine That Face Painting

Don’t forget to pop into Downtown establishments like …

  • Erica's Ristorante - Open at 4pm

  • Nick's Pizza

  • Clover Road Brewing

  • Blush Bouquets

  • The Bagel Table- they will be open for goodies with a booth outside!

  • Stone's Public House

  • Ashland Reiki & Wellness

  • Sub Zero Nitrogen Ice Cream

Earlier Event: September 19
Open Mic Night
Later Event: October 19
FallFest