Downtown Milford Business Association

Hearts For Milford
2026-01-01 08:00 - 2026-01-16 17:00 (America/New_York) | CT
Join us for our “Hearts For Milford”

Do you need a unique gift for Valentine’s Day?

The downtown Milford Business Association has you covered with our “Hearts for Milford”.

Purchase your hearts online by Jan 21st.

$35.00 for General Public
$50.00 for Businesses

Tickets HERE

Hearts will be on display February 1-17th in Downtown Milford
If you want to collect your heart after the event, you can pick up from Bond&Co Boutique, 22 Broad Street#14 Harborwalk in Downtown Milford, during business hours after February 18th.

Take your special someone for a stroll downtown to search for your heart and then…
Grab a drink or dinner at one of our restaurants

Take a picture next to your heart & tag #downtownmilfordct so we can spread the L-O-V-E!

Shop for your Valentine by purchasing a gift card at your favorite shop and let THEM pick out their own gift.

Head over to the @mac and see a play or comedy show

Sip and Shop
2025-12-18 17:00 - 20:00 | CT
Need a last-minute gift that turns into a relaxing shopping escape while you sip a drink or two near Milford, CT? Our Downtown Milford Holiday Sip & Shop transforms holiday shopping into a relaxed, cheerful celebration! Enjoy a drink or two as you explore curated boutiques, discover unique gifts, and soak in the festive charm of Downtown Milford, CT. It’s the perfect way to finish your holiday shopping while feeling pampered, cared for, and fully immersed in the holiday spirit.
Stroll from shop to shop under twinkling lights and beautifully decorated storefronts, finding thoughtful gifts for everyone on your list — all in one unforgettable evening.
Event Details:

When: Thursday, December 17
Time: 5:00 PM – 8:00 PM
Where: Downtown Milford Businesses

Participating Shops

Stay up to date on event updates and things to do in Milford by following our social media pages:Facebook: @DowntownMilfordBusinessAssociationInstagram: @downtownmilfordconnecticut

24th Annual Downtown Lamplight Stroll
2025-12-05 17:00 - 21:00 | CT
Have you ever wondered what a classic New England holiday feels like?
Step into Downtown Milford, CT, where the Lamplight Stroll transforms Downtown Milford into a holiday wonderland filled with twinkling lights, festive music, free horse-drawn carriage rides, Santa, carolers, and charm. This beloved Connecticut holiday tradition has been delighting thousands of families and visitors for over 23 years.
Event Details:

Date: Friday, December 4, 2026
Time: 5:00pm – 9:00pm
Location: Downtown Milford, CT – Milford Green & participating Downtown Milford businesses
Admission: Free and open to all ages

The Experience:

✨ 24th Annual, A Milford Tradition: Milford Green sparkles with Christmas magic, storefronts glow with festive décor, and the streets come alive.
✨ Holiday Magic & Community Spirit: Experience the holiday spirit with family, friends, and community as you create lasting memories in a festive New England setting.
✨ Visit from Santa & his Elves: Bring the whole family to meet Santa and his merry elves for a magical holiday moment filled with smiles, warm hugs, and fun festive photo opportunities.
✨ Horse-Drawn Carriage Rides: Glide through downtown Milford on a classic carriage ride, immersing yourself in a nostalgic New England holiday atmosphere.
✨ Carols: Enjoy the sounds of the season as students from Milford’s public schools and other non-profit organizations roam downtown, filling the streets with joyful holiday songs.
✨ Holiday Shopping & Treats: Explore participating downtown business storefronts and over 60 local vendors on Milford Green offering handmade gifts, curated seasonal items, and festive treats — while enjoying a sweet treat or warm beverage as you shop for the holidays!
✨ Stroll Passport Adventure: Stroll through downtown Milford and Milford Green, collecting stamps from shops and vendors. Complete 20+ stamps for a chance to win holiday prizes while discovering hidden gems and supporting local Connecticut businesses. (Note: Lamplight Stroll Printable Passport will be available soon for printing at home or will be able at the DMBA tent on the Milford Green. Once you’ve completed your passport, add your contact information to enter for exciting holiday prizes!)
✨ Pictures with the Grinch: And for a twist in your holiday adventure… the Grinch himself will be sneaking around! Join us for Grinch-themed photos where his silly antics, dramatic poses, and mischievous charm turn every snapshot into a story your family will laugh about long after the holidays. Plus, you can take home printed photos courtesy of Cruz Roofing and Siding

Lamplight Stroll is sponsored by Metro Star Apartments.
Come experience one of the top things to do during the holidays in Connecticut, where community, tradition, and seasonal magic come together to create a true holiday wonderland.
Add to your Calendar: 24th Annual Lamplight Stroll, December 4th, Downtown Milford, CT

Early Access Alert:
Be among the first to grab your Lamplight Stroll Passport on November 27th, 5:30–8:30 pm during the Milford City Tree Lighting on the Milford Green. Visit the DMBA tent for your exclusive early access, start your festive stroll adventure and get a chance to win prizes!

Stay up to date on event updates and things to do in Milford by following our social media pages:Facebook: @DowntownMilfordBusinessAssociationInstagram: @downtownmilfordconnecticut

2026 Small Business Saturday
2025-11-29 10:00 - 15:00 | CT
Looking for the perfect holiday gifts and festive experiences in Connecticut?
The Downtown Milford Business Association invites you to the Holiday Pop-Up – Small Business Saturday Edition in Downtown Milford, CT.Discover gifts for moms, dads, kids, pets, girlfriends, boyfriends, friends, best friends, and everyone special on your list—all in Downtown Milford, where holiday cheer, local treasures, and curated gifts await. So if you’ve been searching:

“Where can I find holiday gifts near me in Connecticut?”
“Best holiday markets and local gift ideas in CT”
“Things to do in Connecticut for the holidays”
“Unique Christmas gifts for kids or friends in Connecticut”

…then this is the holiday shopping and festive experience to add to your Connecticut holiday bucket list!

Event Details:

Date: Saturday, November 28th
Time: 10:00 AM – 3:00 PM
Location: Milford Green, Taylor Memorial Library & participating Downtown Milford businesses

Why Attend:

🎁 Exclusive Giveaway: The first 250 shoppers who complete their Small Biz Saturday punch card receive a Shop Local Milford tote.
💝 Perfect Holiday Gifts: Discover gifts for everyone—from stocking stuffers to one-of-a-kind presents that fill your home with joy.
🧵 Support Local Businesses & Community: Celebrate small businesses and all they do for our communities. Explore handcrafted, locally made items and curated holiday selections ready for you.
🌟 Experience the Holiday Season: Stroll through Milford Green and Taylor Memorial Library, explore 60+ indoor and outdoor vendors, and visit our beautiful Downtown and explore all the incredible small businesses that make up the DMBA, all while enjoying festive decorations, seasonal displays, and the warm New England holiday charm—making this a must-visit holiday experience in Connecticut.

Shop Small – Shop Local – Shop Downtown Milford!

Below is the list of our participating DMBA Businesses:
Add to your Calendar: Small Business Saturday Pop Up – Saturday, November 2t8h, 10-3pm, Downtown Milford, CT
Stay up to date on event updates and things to do in Milford by following our social media pages:Facebook: @DowntownMilfordBusinessAssociationInstagram: @downtownmilfordconnecticut

Vendor sign ups:
Sign-up link:https://forms.gle/84Hmknrx7modWJzx6
Payment link: https://downtown-milford-business-association.myshopify.com/products/small-business-saturday-vendor-fees

2026 Hall-O-Weekend Fall Festival
2025-10-24 18:30 - 2025-10-25 15:00 | Downtown Milford, Milford, CT, 06460
Looking for a not-so-scary Halloween event for free in the New Haven County?
Join us October 23–24th in Downtown Milford for the 17th Annual Hall-O-Weekend, presented by the Downtown Milford Business Association. Families, kids, and visitors can enjoy a not-so-scary Halloween celebration filled with trick-or-treating, costume parades, outdoor movie nights, hay mazes, and festive activities throughout downtown Milford.
See the detailed schedule below for October 23-24th and enjoy all the Halloween fun in Downtown Milford.
Friday, October 23rd

Time: 6:30 PM
Location: Gazebo on the Milford Green, Downtown Milford, CT
Movie: Hocus Pocus 2
Screen Presented by Big Screens
What to bring: Bring your chairs, blankets, and snacks. Enjoy a relaxed, festive, and Halloween experience in Milford, CT
Exclusive offer: A Halloween baking goods box is available for pre-order for outdoor movie night through Scratch Baking .

See what it looks like: Hocus Pocus Movie Night Box
Preorder at: https://scratchbakingct.com/

Saturday, October 24th:

Step Into Halloween: Downtown transforms into a Halloween playground full of costumes, spooky-but-not-scary adventures, parades, hay maze, music, crafts, and treats for all ages.
Magic Around Every Corner: Streets and shops buzzing with laughter, decorations, interactive experiences, and opportunities to explore Downtown Milford Businesses.
Make Memories: Kids, families, and neighbors experience traditions, photo-worthy moments, and Halloween excitement they’ll remember all season.

Important note: Pick up your Trick or Treat map on the Green at the Downtown Milford Business Association (DMBA) booth.
Saturday October 24th Highlights:

10am: Not-So-Scary Storytime at the Gazebo with Mermaid Books
11:30am: Spooky kids’ yoga with Just Be Yoga and Wellness at the Gazebo
12pm: Costume Parade led by Brian Smith (a.k.a Captain Kidd!)
10am – 3pm: Hay Maze, pumpkin patch, face-painting, arts & crafts, vendors and activities on the green
12am – 2pm: Trick-or-treat through participating downtown businesses, including:
Downtown Milford Participating Storefronts

See Past Years in Action: Visit our Facebook page for more photos and highlights @DowntownMilfordBusinessAssociation

Looking to be a vendor on October 25? Follow the links below:
Hall-O-Weekend – October 25th, 10-3pm
Vendor sign-up link: https://forms.gle/sDmmM9TNipT944Ex7
Payment link: https://downtown-milford-business-association.myshopify.com/products/hall-o-weekend-vendor-fees

2026 Hall-O-Weekend Family Movie Night
2025-10-24 18:30 - 21:30 | Downtown Milford, Milford, CT, 06460
Start the Hall-O-Weekend events with a Free Outdoor movie Night featuring Hocus Pocus 2 on Friday, October 24th in Downtown Milford! Below you will details about this event:
Friday, October 23rd

Time: 6:30 PM
Location: Gazebo on the Milford Green, Downtown Milford, CT
Movie: Hocus Pocus 2
Screen Presented by Big Screens
What to bring: Bring your chairs, blankets, and snacks. Enjoy a relaxed, festive, and Halloween experience in Milford, CT
Exclusive offer: A Halloween baking goods box is available for pre-order for outdoor movie night through Scratch Baking .

See what it looks like: Hocus Pocus Movie Night Box
Preorder at: https://scratchbakingct.com/

Saturday, October 24th

Step Into Halloween: Downtown transforms into a Halloween playground full of costumes, spooky-but-not-scary adventures, parades, hay maze, music, crafts, and treats for all ages.
Magic Around Every Corner: Streets and shops buzzing with laughter, decorations, interactive experiences, and opportunities to explore Downtown Milford Businesses.
Make Memories: Kids, families, and neighbors experience traditions, photo-worthy moments, and Halloween excitement they’ll remember all season.

Important note: Pick up your Trick or Treat map on the Green at the Downtown Milford Business Association (DMBA) booth.

17th Annual Downtown Wine Trail
2025-10-11 17:00 - 21:00 | Downtown Milford, Milford, CT, 06460
The Downtown Milford Business Association is hosting its 17th Annual Wine Trail, inviting attendees to say farewell to summer with a foodie-friendly stroll downtown. The event will benefit the Junior Major League of Milford.
EVENT DETAILS

When: October 10th
Time: 5pm to 9pm
Location: Downtown Milford

After purchasing tickets in advance, attendees begin the trail at the DMBA booth located in front of The Milford Bank, located at 33 Broad St. Attendees will receive a wine glass and a map of Wine Trail stops. Tickets are $50 and the proceeds are a nonrefundable donation to Junior Major League.
Registration begins at 4:45pm in front of The Milford Bank, 33 Broad Street.
Wine provided by Hartley & Parker Distributors.
WHAT TO EXPECT

Taste & Sip: Attendees delight in an evening of wines and flavors, savoring a journey of taste at every stop, accompanied by tastings from Milford restaurants and eateries. The perfect wine trail near you.
Explore Hidden Treasures: Boutiques and local businesses open their doors, inviting attendees to discover unique products and services.
Connect and celebrate: Share laughs, make memories, and experience the community spirit while supporting small businesses.
Fueling a Purpose: Every ticket supports the Milford Junior Major League Baseball, empowering kids ages 4–18.

Participating Businesses:
Participating Restaurants:

3rd Annual Downtown Milford Night Market
2025-09-18 17:00 - 21:00 | Downtown Milford, Milford, CT, 06460
Join us for our 3rd Annual “Night Market” as we close down and light up North Broad Street from High Street to River Street for this amazing event.

Food Trucks, Live Music, Lawn Games, Vendors, Entertainment and More !!

Thursday, September 17th from 5:00-9:00 pm

It will be fun for all ages.

Sponsored by:
Band:

Downtown Milford Night Market – Thursday, September 17th, 4-9pm
Vendor Sign-up Link: https://forms.gle/xf3VpSBfs3PUn2BbA
Payment link: https://downtown-milford-business-association.myshopify.com/products/night-market-vendor-fees

Fair on the Half Shell (Formerly OysterFest Fair)
2025-08-16 05:00 - 12:00 | Fowler Field, 1 Shipyard Lane, Milford, CT, 06460, United States
Milford’s Beloved Tradition Returns: “Fair on the Half Shell” (Formerly known as Oysterfest Fair) – August 15, 2026
The Downtown Milford Business Association (DMBA) is proud to announce the return of one of Connecticut’s most anticipated and beloved summer events. Once known as the Fair on the Green and a major part of the Oyster Festival, the event returns under a bold new name: “Fair on the Half Shell.”

For over 51 years, this iconic fair attracted thousands of attendees annually, serving as a cornerstone of Milford’s summer season and a vibrant expression of local culture.
The event features over 300 local vendors offering handcrafted goods, art, jewelry, apparel, wellness products, home décor, pet accessories, and more! Attendees can enjoy live music, food trucks, children activities, and all-day entertainment in a scenic, walkable location that connects the community and welcomes visitors of all ages.
The DMBA is proud to carry this cherished tradition forward—Fair on the Half Shell is a vibrant celebration of what makes Milford and Connecticut shine: unmatched creativity, powerful community spirit, and the charm of a small coastal town.
Sponsored by
Please Note:
The Milford Oysterfest will now be hosting their event at Fowler Field only.
Oyster Eve will take place on Friday, August 14th
Oyster Fest will take place on Saturday, August 15th
Train

The easiest option, take the train to Milford.
The Metro -North New Haven line stops in downtown Milford: https://www.mta.info/schedules
2 blocks to the Green or 3 blocks to the Festival at Fowler Field.

Parking

South Side of Broad Street along the green will be closed from 7am-5pm
All other streets are open so you may park downtown.
Harborside Middle School, The Milford Senior Center, Wasson Field, Parson’s Government Center, new public parking under 44 River Street, Armory Square/Harborwalk, Lisman Landing and the Downtown lots (Post office, Courthouse, Harborside school) will be available for free parking.

FAQ’s

What time is the Fair ? 9 am – 5 pm
Where is the Fair ? Downtown Milford CT Green
Will there be Food ? Yes, we have a Food Truck Court and Food Vendors on the Green, Lemonade, Kettle corn, Ice cream, Italian Ice, shaved ice, Dirty Soda and More !!
Will there be Music ? Yes
How much are tickets ? NO COST TO ATTEND
Anything for Kids ? The Fair is Family Friendly.

Downtown Milford Outdoor Summer Movie Night Series
2025-07-02 17:30 - 2025-07-30 21:00 | CT
Join the Downtown Milford Business Association and Title Sponsor Milford Junior Major League
at Wasson Field on Wednesday Evenings in July for our Annual Outdoor Summer Movie Night Series.

What: Downtown Milford Summer Movie Night Series
When: Set up starts at 6:30pm, bring your chairs/blankets. Movie starts at 7pm
Where: Wasson Field, 70 W. Main St

Movie Lineup:
July 1 – July 8 – July 15 – July 22 – July 29 –

You can pre-order weekly themed Movie Night boxes from Scratch Bakery, please visit their website to order, ScratchBakingCT.com
Please note: Set up as early as 6:30pm, Movie Starts at 7pm

Movie Screen Provided by: BigScreenLTD.com

24th Annual Pirate's Day
2025-06-08 08:00 - 14:00 | Downtown Milford, Milford, CT, 06460
The DMBA is thrilled to once again host Milford’s favorite swashbuckling tradition: Pirate’s Day!
Sunday, June 7 th, 2025
Dress like a pirate, rock out with Rockin’ Ron the Friendly Pirate, and (of course!) watch Captain Kidd & his mutinous crew invade Milford Harbor!
There is no Pirate Pancake breakfast this year, but Rockin Ron will still be performing for the kids and there will be Food Trucks at both Lisman Landing and the Green.
Watch Captain Kidd & his scurvy crew arriving in Milford Harbor right here at noonish!
Then we head to the Milford Green to search for pirate booty on a kids’ treasure hunt through town and enjoy arts & crafts, unique vendors, and live music throughout the day!
Don’t forget to dress like a pirate if you are so inclined!
Here’s what’s on tap!

Downtown Milford Farmers Market (June 6 - October 10)
2025-06-07 08:30 - 2025-10-11 12:30 | Wasson Field, 108 W Main St, Milford, CT, 06460
Celebrating it’s 19th season, the market offers local produce, prepared foods,
food trucks, arts, crafts, live music, and special events from all of our wonderful vendors.
Saturdays belong at the market, 8:30am – 12:30pm,
June 6th thru October 10th at Wasson Field.
To learn more about the market, please visit:
https://www.downtownmilfordfarmersmarket.com/

Downtown Milford Spring Sidewalk Sale
2025-05-08 08:00 - 17:00 | CT
The Downtown Milford Business Association is hosting our Downtown Milford Spring Sidewalk on Friday, May 15th and Saturday May 16th during regular business hours.

With merchandise moved to the sidewalk, customers can stroll downtown and enjoy browsing through discounts on hand-picked clothing, jewelry and more!

Come on down and enjoy our spring sales!!!

Participating Shops:

CT FOODIE FEST
2025-04-26 10:00 - 2025-04-27 15:00 | Wasson Field, 108 W Main St, Milford, CT, 06460
Join us for CT FOODIE FEST !!
Friday, May 1st
Saturday, May 2nd
A fun-filled event, with Food Trucks, Live Music, Vendors, Kids Activities and More.
Located at Wasson Field, 110 W. Main Street, in Downtown Milford.

Live Music Acts:
Pre- Sale Ticket Link:
CT FOODIE FEST pre-sale tickets
Kids 8 and under are Free
We are Partnering with Instagram Influencer Gina Thomas of @the_happyhourhunter to bring you the Best Food Trucks out there !!
This event is a fundraiser benefiting the Downtown Milford Business Association and The Junior Major League of Milford to kick-off for the 2025 Event Season.
We hope you will join us in supporting this event and enjoying all that Downtown Milford has to offer.
See you there !!

5th Annual Easter Eggstravaganza
2025-04-12 09:00 - 14:00 | Downtown Milford, Milford, CT, 06460
Hop Into Spring Fun!

Join the Downtown Milford Business Association for their annual Easter Eggstravaganza on Saturday, April 12th from 10am – 3pm on the Milford Green!
This fun-filled family event has a new feature this year, Breakfast with the Easter Bunny, a special ticketed event.
Enjoy story-time, face-painting, vendors, music, children’s activities on the green and an Easter Egg Hunt through participating downtown shops:
Does your little one want to have breakfast with the Easter Bunny?
Then join us for our Breakfast with the Easter Bunny!
The breakfast is a ticketed event ($25 per person) and you’ll enjoy Lasse’s pancake breakfast with sausage & beverage. AND the Easter Bunny will have a special treat for your little one at the end of the breakfast.
Seating’s 8:30 am, 9:30 am & 10:30 am.
Tickets can be purchased here: https://downtown-milford-business-association.myshopify.com/collections/all

We hope you’ll join us this year, it’s sure to be eggcellent!
