Ashland Tree Lighting
Dec
7
4:00 PM16:00

Ashland Tree Lighting

After the Holiday stroll is a Ashland’s Annual Tree Lighting!

Tree Lighting

Saturday, December 7th, 4:00 p.m. - 5:00 p.m.

At Main Street near The Big Tree

Activities

Carolers – David Garden Band 4pm-5pm

Hot Cocoa served by Connect Church

Cookies served by the Ashland Lions

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Holiday Stroll
Dec
7
12:00 PM12:00

Holiday Stroll

Holiday Stroll

Downtown Ashland | Saturday Dec. 7th | 12-4 p.m.

Take a delightful stroll through downtown to shop and enjoy holiday festivities! As you wander, you'll discover a plethora of local boutiques and pop-up shops, creating the perfect opportunity to check off your holiday shopping list. But there's more than just shopping! Check out the activities at The Corner Spot! Roast marshmallows at the fire pit, buy a wreath from the Boy Scouts, grab some cookies from the Girl Scouts, write letters to Santa with Mrs. Claus, tell Santa what you want for Christmas, and enjoy hot chocolate, cider, and noodles from Doragon Eatery!

2024 Vendors

Blush Bouquets (20 Front Street)

  • Meggle Knits

  • Author Oxana Longinova

The Bagel Table (21 Main Street)

  • To The Moon and Back with Pearls

  • Simply Sea Glass

  • Jeen’s Designs

  • Crazed Mom Candle Co.

  • Coco Rose Soaps

  • Decolores Houseware

  • Joys of my Journey

Town Hall (101 Main Street)

  • Sari Katha

  • Author Leah Hirschorn

  • Designs by Elissa Biletch

  • Resin and Wood by Randy Weiner

  • LakeHouse Designs

  • E’s Beads

  • Rekha’s Art

  • MAD Cozy Creations

  • Grizzly Ventures

  • Knotty Caps

  • Platinum Physical Therapy

  • B & Beauty

  • SJC Wraps

  • Wyo’s Woofery

Crossroads Physical Therapy (128 Main Street)

  • CrafyMark

  • e.l.l.a. Skincare and Cosmetic Studio

  • Sue St Jean Studios

SubZero Nitrogen Ice Cream (91Main Street)

  • Wood for Good/Linclusion

  • Lucy’s Crochet Creations

  • Colorful Creations

Nick’s Pizza (91 Main Street)

  • Prisha Jamshedji

  • Siyara Creations

  • Nature Creations - Perler Bead Work

  • CraftyFoxy

The Corner Spot (6 Cherry Street)

  • Boy Scouts Wreaths

  • Girl Scout Cookies

Ashland Reiki & Wellness (54 Front St.)

Needham Bank – Giveaways (41 Front St.)

Bill Horsman Photography (44 Front St. 2nd floor)

Ashland Public Library (66 Front St.)

Ashland Family & Implant Dentistry (37 Main St.)

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Pumpkin Smash
Nov
9
10:00 AM10:00

Pumpkin Smash

Bring your unpainted pumpkins post Halloween to a Pumpkin Smash at the Corner Spot. The pumpkins will be smashed and  composted to prevent food waste from going to landfill. The event will also feature other sustainability activities, including carnival games, info booths, and a Donut Truck! 

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Festival of Lights
Oct
20
12:00 PM12:00

Festival of Lights

Diwali, Festival of Lights symbolizes the spiritual “victory of light over darkness, good over evil and knowledge over ignorance”. Join us on Sunday October 20th 12pm-5pm. Sponsored by The Town of Ashland and Ashland Indians. 12pm-2pm Rangoli Contest. 3pm-5pm Garba Dance for all.

Food: Mashal’s Kitchen, Natick

Vendors: Maruhi, Ethnic Jewelry, Art by Kushboo Gupta, Happiness Gift, Zebra Robotics

This event is free and all are welcome!

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FallFest
Oct
19
3:00 PM15:00

FallFest

Celebrate Fall at the #bestspotintown!

FallFest is a signature event to wrap up the season at the #bestspotintown. All are welcome to enjoy the fall festivities!! Games, food, beverages and music! Enjoy the beauty of Autumn in New England. Join us this year on Saturday, October 19th from 3 - 6 pm for FallFest!

Come for great food from Joey Ds Wingz n' Thingz, Dulce D Leche, Refreshin' Concessions, Fresh Lemonade, Wine Empire with Beer and Wine!

You also don’t want to miss the entertainment and fun with Hit The Bus Band performing, Imagine That Face Painting, and more!

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Dragonfly Street Faire
Oct
5
1:00 PM13:00

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

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Open Mic Night
Sep
19
5:30 PM17:30

Open Mic Night

Calling all musicians, spoken word artists, & comics to have a turn at the mic. This event has become a fan favorite and has a nice following!

Danny Silverman does a fantastic job keeping the music coming! All are welcome to join in the fun. There is no cost to participate, just write your name on the sign up sheet, bring your instrument and have fun!

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Girl Scout Fest
Sep
15
1:00 PM13:00

Girl Scout Fest

Girl Scout Fest

Sunday, 9/15, 1 pm to 4:30 pm

Bridging Ceremony 4:30 to 5:00 pm

Join us on Sunday, September 15th, from 1:00 pm to 4:30 pm for a fun-filled afternoon at Girl Scout Fest!

All welcome! Free activities for all ages! Snacks, crafts, and tag sale items available for purchase.

Come celebrate with us and enjoy a day of community and fun.

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Back to School Movie Night with the Ashland Business Association
Sep
6
5:30 PM17:30

Back to School Movie Night with the Ashland Business Association

Celebrate the end of summer with MOVIE NIGHT! The film begins at dusk, but don’t miss out on the fun beforehand! Before the movie, enjoy activities, music and food!

Vendors include Sentie's Kitchen, Refreshin' Concessions, Fresh Lemonade, Wine Empire, and Imagine that Face Painting! Music by Danny Silverman too!

More Details coming soon!

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Open Mic Night
Sep
5
5:30 PM17:30

Open Mic Night

Calling all musicians, spoken word artists, & comics to have a turn at the mic. This event has become a fan favorite and has a nice following!

Danny Silverman does a fantastic job keeping the music coming! All are welcome to join in the fun. There is no cost to participate, just write your name on the sign up sheet, bring your instrument and have fun!

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Pups on the Spot
Aug
23
5:00 PM17:00

Pups on the Spot

Last year’s first ever Pup’s on The Spot was such a huge success we had to bring it back! Come with your pup to The Corner Spot Friday, August 23rd for a fun evening of shopping, music, food, wine, and beer!

You and your pup will surely have a blast with all the vendors: Invisible Fence, MAD Cozy Creations, Barkley's Biscuits, Canine and Cats Collection, LM Beads, and Paws New Rescue.

There will also be a variety of refreshments that will be available from Doragon Eatery, Okashi Café, and Refreshin' Concessions. Fresh lemonade will be available for all ages, and adult beverages will be made available by Decanted Wine!

The event begins at 5:00 PM and will end at 7:30 PM.

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Open Mic Night
Aug
22
5:30 PM17:30

Open Mic Night

Calling all musicians, spoken word artists, & comics to have a turn at the mic. This event has become a fan favorite and has a nice following!

Danny Silverman does a fantastic job keeping the music coming! All are welcome to join in the fun. There is no cost to participate, just write your name on the sign up sheet, bring your instrument and have fun!

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Open Mic Night
Aug
8
5:30 PM17:30

Open Mic Night

Calling all musicians, spoken word artists, & comics to have a turn at the mic. This event has become a fan favorite and has a nice following!

Danny Silverman does a fantastic job keeping the music coming! All are welcome to join in the fun. There is no cost to participate, just write your name on the sign up sheet, bring your instrument and have fun!

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Children's Business Fair
Aug
3
11:00 AM11:00

Children's Business Fair

Join us at the Children's Business Fair on August 3rd (rain date August 4th) from 11 AM to 4 PM at The Corner Spot, 6 Cherry Street, Ashland, MA 01721. This event offers young entrepreneurs, ages 6-14, a fantastic opportunity to showcase their business ventures.

The event is open to the public with no entry fee. Come and support these young minds as they market, sell, count money, and experience the thrill of accomplishment. Enjoy raffle prizes and much more!

For sponsorship opportunities, email: childrensbusinessfairashland@gmail.com.

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Open Mic Night
Jul
25
5:30 PM17:30

Open Mic Night

Calling all musicians, spoken word artists, & comics to have a turn at the mic. This event has become a fan favorite and has a nice following!

Danny Silverman does a fantastic job keeping the music coming! All are welcome to join in the fun. There is no cost to participate, just write your name on the sign up sheet, bring your instrument and have fun!

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Open Mic Night
Jul
11
5:30 PM17:30

Open Mic Night

Calling all musicians, spoken word artists, & comics to have a turn at the mic. This event has become a fan favorite and has a nice following!

Danny Silverman does a fantastic job keeping the music coming! All are welcome to join in the fun. There is no cost to participate, just write your name on the sign up sheet, bring your instrument and have fun!

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Teddy Bear Emergency!
Jul
8
10:00 AM10:00

Teddy Bear Emergency!

Teddy Bear Emergency!

Date and Time: Monday, July 8th  10:00 am

Location: The Corner Spot

Does your special stuffed animal have an injury?! Come to the Corner Spot on July 8th to get it treated by a team of professionals! The Ashland Fire Department will be there with one of their awesome ambulances and staff to make your teddy bear feel better. Kids will meet our local EMT and fire professionals, check out the ambulance, and learn about emergency services. Registration is requested.


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Open Mic Night
Jun
27
5:30 PM17:30

Open Mic Night

Calling all musicians, spoken word artists, & comics to have a turn at the mic. This event has become a fan favorite and has a nice following!

Danny Silverman does a fantastic job keeping the music coming! All are welcome to join in the fun. There is no cost to participate, just write your name on the sign up sheet, bring your instrument and have fun!

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Ashland Moms Tot Spot
Jun
27
10:00 AM10:00

Ashland Moms Tot Spot

Join the Mom’s Club for their popular Tot Spot event every Thursday June-August. Each week brings a new activity. Check in for updates to see what you can look forward to.

UpperKuts Boxing Club is excited to offer a kid-sized version of our renowned boxing class, dubbed "Junior Boppers." This class will be held outdoors and will feature a variety of non-contact boxing fitness exercises tailored to young children aged 4-9. We will provide all necessary equipment, including punching bags for the kids to engage with. The session will be led by two of our skilled instructors to ensure each child receives personalized attention and gains the most from their workout.

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African Exchange Project Charity Cornhole Tournament
Jun
22
10:00 AM10:00

African Exchange Project Charity Cornhole Tournament

The event will be held at the Corner Spot in Ashland on Saturday June 22nd. Enjoy the wonderful outdoor space with food and Exhibit A beer. Both are included in your registration fee. The tournament will be held at The Corner Spot.

First place prize is $400 and the second place prize is $100.

Check-in starts at 10 am and bags fly at 11 am.

Teams of 2 people cost $75 to register and non-participating spectators who want to enjoy refreshments can register for $25 per person.

Food and beverages are only available for registered guests and not available for purchase at the event. Each team is guaranteed 2 rounds of play

Click the following link to register: https://africaexchangeproject.org/cornhole/

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Decanted Wine: Summer Solstice
Jun
20
6:00 PM18:00

Decanted Wine: Summer Solstice

Due to the heat emergency, we’re moving our event this Thursday to the beautiful Le Petite Studio in Bolton!

New Address:

592 Sugar Rd.

Bolton, MA 01740

If this venue doesn’t work for you, we’ll issue a refund. Can’t wait to see you all this Thursday!

Still wanna come? There are still tickets available! Check out the details below!

Join us and our friends from Maidenhair Floral, Kith & Kin and Mullahy’s Cheese for a magical evening of fun at our Midsummer Night's Dream Cocktail Party!

Sip on a delicious adult beverage, make your own adorable take home potted succulent, and enjoy delectable hors d'oeuvres and cheeses fit for the faeries.

Be sure to dress in your most fanciful attire - whether that’s a summer dress or floor length fairy wings and a cape – we encourage it all!

As the sun sets on the longest day of the year, we will toast to the joys of the coming summer!

Tickets include:

• 1 Signature Cocktail followed by your choice of a white wine, red wine or beer flight. Plus, a take home reusable booze bag.

• Delicious Cheese Goodie Bag provided by Mullahy’s Cheese Shop.

• Passed apps provided by Kith and Kin

• Plant your own succulent bar. Pick plant and a pot and add rocks or sand by Maiden Hair Floral

Grab a friend, get your best summer celebration garb on and come join the fun! There will be music, a temporary tattoo station, flower crowns and more!

Tickets are limited!

Purchase Tickets Here

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Ashland Moms Tot Spot
Jun
20
10:00 AM10:00

Ashland Moms Tot Spot

Join the Mom’s Club for their popular Tot Spot event every Thursday June-August. Each week brings a new activity. Check in for updates to see what you can look forward to.

The Ashland Fire Department is ready to kick off Ashland Mom's Tot Spot summer season! Captain Lyn will bring the firetruck, do a show and tell, read some stories, and pass out some helmets for all the kids!

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Ashland Rainbow: Celebration of Pride
Jun
15
12:00 PM12:00

Ashland Rainbow: Celebration of Pride

Ashland Rainbow: Celebration of Pride

June 15th, 12:00 p.m.-5:00 p.m.

at the Corner Spot

Ashland is United is hosting the 2nd Annual Pride Month celebration in Ashland.

Please mark your calendars and everyone should feel welcome to celebrate our friends and neighbors in the LGTBQ+ community and each other.

We look forward to celebrating with all of you!

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