The End of Summer Social
Chatham

End of Summer Social Chatham

THE END OF SUMMER SOCIAL — CHATHAM

BEYOND THE EXPECTED

Come experience Chatham in a whole new way. Celebrate the final days of Summer 2026 as you set out with your signature Summer Tote and Event Passport for an afternoon filled with local flavors, coastal charm, hidden gems and special surprises.

Your ticket includes two Surfside drink tickets, redeemable at your choice of three classic Chatham venues, along with exclusive discounts, tastings and one-of-a-kind activations created especially for our guests. Explore beloved boutiques, restaurants and gathering places, with something memorable awaiting you at every stop.

Then, come together for a festive wrap celebration at Cuvée Chatham, where you’ll enjoy a complimentary glass of Chandon bubbles and light bites.

It’s an incredible afternoon of sipping, shopping, connecting and discovery—all included with one affordable ticket. Even better, a portion of ticket proceeds will benefit Monomoy Community Services, helping support Chatham families in need.

Come with friends—or make some new ones—and experience the very best of Chatham, one unforgettable stop at a time.

Saturday, September 12, 2026 | 3-6PM

MCS

As you social, you’ll help support Chatham families in need. A portion of ticket sales will benefit Monomoy Community Services’ Capital Campaign, helping create a permanent home for the Chatham Children’s Fund while keeping essential childcare, emergency assistance, food, clothing and family support accessible to more than 350 local residents each year.

The Summer Stroll - Chatham

Explore Our Social Stops

Before you begin exploring Main Street, kick off The Social at TK’s Sports Bar—your soon-to-be favorite Chatham neighborhood spot! Check in between 3-4PM, pick up your Summer Social Tote and Passport, and receive two drink tickets redeemable for a Surfside or Super Lyte at your choice of three legendary Chatham venues. While you’re there, enjoy TK’s signature pizza, classic bar favorites, the biggest platter of nachos we’ve ever seen, wall-to-wall sports and laid-back Cape Cod vibes before setting out for an unforgettable afternoon in Chatham.

Make The Chatham Squire your go-to stop during the End of Summer Social! Sip your ice-cold Surfside or Super Lyte between 5-6PM, enjoy Cape Cod favorites, and soak up the lively atmosphere of this beloved Main Street landmark. Stop in, raise a glass, and celebrate summer at the Squire!

Wrap up your End of Summer Social at Cuvée Bistro at the Chatham Inn for the official after-party! Celebrate with fellow Social attendees during Chandon on the Lawn, where you’ll enjoy a glass of Chandon paired with a light bite in a beautiful Cape Cod setting. Don’t forget to drop off your completed event Passport for a chance to win prizes!

Red Nun Chatham is a casual, welcoming eatery where comfort-food favorites meet culinary creativity. Its cozy atmosphere, friendly staff, and crowd-pleasing menu make it the perfect stop anytime of day. Guests are welcome to come sip a Surfside or Super Lyte between 4-5PM, and savor the final days of summer while exploring one of Cape Cod’s most charming communities.

What started as a simple idea from founder Brendan O’Neill has grown into one of Cape Cod’s favorite lifestyle brands. Built by Brendan and Kristina, Cape Shark celebrates coastal living with locally inspired apparel, accessories, and plenty of Cape Cod pride. Stop by Cape Shark during The End Summer Social – Chatham to shop their signature styles, enjoy special treats just for you, and discover a homegrown brand inspired by life by the sea.

Created by Cape Cod native Candace, Beach Bum Surf Co. celebrates surf, style, and the laid-back coastal lifestyle we all love. Their signature apparel captures the spirit of endless summer — designed with creativity and Cape Cod love. Stop in to Beach Bum Surf Co. for signature styles, special surprises, and a true taste of Cape Cod surf culture.

Stop into Sea Bags for coastal style with a story. Handmade in the USA from repurposed sails, these iconic bags blend salty summer charm with everyday function. Summer Social attendees enjoy a special in-store experience during the event.

Discover timeless style with a modern twist at The Purple Poppy, a cherished Cape Cod boutique offering contemporary women’s fashion. End of Summer Social guests will enjoy complimentary refreshments and 10% off their purchases.

Let’s Get Social

TKs Sports Bar

Before you begin exploring Main Street, kick off The Stroll at TK’s Sports Bar—your soon-to-be favorite Chatham neighborhood spot! Check in between 3-4PM, pick up your Summer Stroll Tote and Passport, and receive two drink tickets redeemable for a Surfside or Super Lyte at your choice of three legendary Chatham venues. While you’re there, enjoy TK’s signature pizza, classic bar favorites, the biggest platter of nachos we’ve ever seen, wall-to-wall sports and laid-back Cape Cod vibes before setting out for an unforgettable afternoon in Chatham.

SouthernTide

Cape Cod Born. Chatham Loved.

What started as a simple idea from founder Brendan O’Neill has grown into one of Cape Cod’s favorite lifestyle brands. Built by Brendan and Kristina, Cape Shark celebrates coastal living with locally inspired apparel, accessories, and plenty of Cape Cod pride.

Stop by Cape Shark during The Summer Stroll – Chatham to shop their signature styles, enjoy special treats just for Strollers, and discover a homegrown brand inspired by life by the sea.

The Chatham Squire

Make The Chatham Squire your go-to stop during the End of Summer Stroll! Sip your ice-cold Surfside or Super Lyte between 5-6PM, enjoy Cape Cod favorites, and soak up the lively atmosphere of this beloved Main Street landmark. Stop in, raise a glass, and celebrate summer at the Squire!

Sundance Clothing

A Cape Cod favorite since the early 1990s, Sundance Clothing is all about fabulous fashion, fun accessories, and gifts you’ll love! Stroll into the Chatham boutique during the End of Summer Stroll to create something special at the charm bar, sparkle with permanent jewelry, and enjoy fun giveaways!

Beach Bum Surf Co

Cape Cod Inspired. Surf Style Approved.

Created by Cape Cod native Candace, Beach Bum Surf Co. celebrates surf, style, and the laid-back coastal lifestyle we all love. Their signature apparel captures the spirit of endless summer — designed with creativity and Cape Cod love. Stroll into Beach Bum Surf Co. for signature styles, special surprises, and a true taste of Cape Cod surf culture.

Cuvée Bistro

Wrap up your End of Summer Stroll at Cuvée Bistro at the Chatham Inn for the official after-party! Celebrate with fellow Strollers during Chandon on the Lawn, where you’ll enjoy a glass of Chandon paired with a light bite in a beautiful Cape Cod setting. Don’t forget to drop off your completed Stroll Passport for a chance to win prizes!

The Artful Hand

Step inside one of Chatham’s inspiring destinations for imaginative gifts, designer jewelry and works by local artists. The Artful Hand will welcome guests for a festive afternoon of shopping, special treats and a visit from Dune Jewelry creator Holly Daniels Christensen.  Explore Dune Jewelry and discover the story behind Holly’s celebrated designs alongside The Artful Hand’s ever-evolving collection of beautifully crafted pieces. Guests can also enjoy complimentary French macarons, receive a special gift with any Dune Jewelry purchase and enter a raffle for the chance to win a $200 gift card to The Artful Hand.

Sea Bags Maine

Stop into Sea Bags for coastal style with a story. Handmade in the USA from repurposed sails, these iconic bags blend salty summer charm with everyday function. Summer Strollers enjoy a special in-store experience during the event.

Red Nun

Red Nun Chatham is a casual, welcoming eatery where comfort-food favorites meet culinary creativity. Its cozy atmosphere, friendly staff, and crowd-pleasing menu make it the perfect stop anytime of day. Strollers are welcome to come sip a Surfside or Super Lyte between 4-5PM, and savor the final days of summer while strolling through one of Cape Cod’s most charming communities.

The Black Dog

Make a stop at The Black Dog and experience a true Chatham classic. Passport holders will receive one complimentary gift, plus guests can enjoy refreshing Ginger Beer Mocktail sips and snap a photo with the iconic Black Dog mascot.  Guests who sign up for Red Collar Rewards can also enter a special raffle, with the winner announced at 6 PM. Shop, sip and enjoy a little extra Black Dog fun along the way.

Purple Poppy

Discover timeless style with a modern twist at The Purple Poppy, a cherished Cape Cod boutique offering contemporary women’s fashion. Strollers will enjoy complimentary refreshments and 10% off their purchases.

Explore Our Social Stops

TKs Sports Bar

Before you begin exploring Main Street, kick off The Stroll at TK’s Sports Bar—your soon-to-be favorite Chatham neighborhood spot! Check in between 3-4PM, pick up your Summer Stroll Tote and Passport, and receive two drink tickets redeemable for a Surfside or Super Lyte at your choice of three legendary Chatham venues. While you’re there, enjoy TK’s signature pizza, classic bar favorites, the biggest platter of nachos we’ve ever seen, wall-to-wall sports and laid-back Cape Cod vibes before setting out for an unforgettable afternoon in Chatham.

The Chatham Squire

Make The Chatham Squire your go-to stop during the End of Summer Stroll! Sip your ice-cold Surfside or Super Lyte between 5-6PM, enjoy Cape Cod favorites, and soak up the lively atmosphere of this beloved Main Street landmark. Stop in, raise a glass, and celebrate summer at the Squire!

Red Nun

Red Nun Chatham is a casual, welcoming eatery where comfort-food favorites meet culinary creativity. Its cozy atmosphere, friendly staff, and crowd-pleasing menu make it the perfect stop anytime of day. Strollers are welcome to come sip a Surfside or Super Lyte between 4-5PM, and savor the final days of summer while strolling through one of Cape Cod’s most charming communities.

Cuvée Bistro

Wrap up your End of Summer Stroll at Cuvée Bistro at the Chatham Inn for the official after-party! Celebrate with fellow Strollers during Chandon on the Lawn, where you’ll enjoy a glass of Chandon paired with a light bite in a beautiful Cape Cod setting. Don’t forget to drop off your completed Stroll Passport for a chance to win prizes!

Beach Bum Surf Co

Cape Cod Inspired. Surf Style Approved.

Created by Cape Cod native Candace, Beach Bum Surf Co. celebrates surf, style, and the laid-back coastal lifestyle we all love. Their signature apparel captures the spirit of endless summer — designed with creativity and Cape Cod love. Stroll into Beach Bum Surf Co. for signature styles, special surprises, and a true taste of Cape Cod surf culture.

The Artful Hand

Step inside one of Chatham’s inspiring destinations for imaginative gifts, designer jewelry and works by local artists. The Artful Hand will welcome guests for a festive afternoon of shopping, special treats and a visit from Dune Jewelry creator Holly Daniels Christensen.  Explore Dune Jewelry and discover the story behind Holly’s celebrated designs alongside The Artful Hand’s ever-evolving collection of beautifully crafted pieces. Guests can also enjoy complimentary French macarons, receive a special gift with any Dune Jewelry purchase and enter a raffle for the chance to win a $200 gift card to The Artful Hand.

The Black Dog

Make a stop at The Black Dog and experience a true Chatham classic. Passport holders will receive one complimentary gift, plus guests can enjoy refreshing Ginger Beer Mocktail sips and snap a photo with the iconic Black Dog mascot. Guests who sign up for Red Collar Rewards can also enter a special raffle, with the winner announced at 6 PM. Shop, sip and enjoy a little extra Black Dog fun along the way.

Sundance Clothing

A Cape Cod favorite since the early 1990s, Sundance Clothing is all about fabulous fashion, fun accessories, and gifts you’ll love! Stroll into the Chatham boutique during the End of Summer Stroll to create something special at the charm bar, sparkle with permanent jewelry, and enjoy fun giveaways!

SouthernTide

Cape Cod Born. Chatham Loved.

What started as a simple idea from founder Brendan O’Neill has grown into one of Cape Cod’s favorite lifestyle brands. Built by Brendan and Kristina, Cape Shark celebrates coastal living with locally inspired apparel, accessories, and plenty of Cape Cod pride.

Stop by Cape Shark during The Summer Stroll – Chatham to shop their signature styles, enjoy special treats just for Strollers, and discover a homegrown brand inspired by life by the sea.

Purple Poppy

Discover timeless style with a modern twist at The Purple Poppy, a cherished Cape Cod boutique offering contemporary women’s fashion. Strollers will enjoy complimentary refreshments and 10% off their purchases.

Sea Bags Maine

Stop into Sea Bags for coastal style with a story. Handmade in the USA from repurposed sails, these iconic bags blend salty summer charm with everyday function. Summer Strollers enjoy a special in-store experience during the event.

Our Drink Sponsors

Chandon
Surfside
Super Lyte

Explore our other Fall Socials!

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