Skip to main content



Chatham Boutiques

Browsing and boutique-ing is an irresistible part of any Chatham getaway, with so many distinctive treasures just waiting to be discovered. Explore our local antique shops, shop for toys and trinkets for the kids, pick up home decor pieces and much more.


Demos Antiques

One of Chatham’s hidden gems. Enjoy perusing this little shop filled with everything from teacups to fine jewelry!
447 Main Street

Kahn Fine Antiques

One of the finest collections of nautical antiques and maritime paintings in the country.
582 Main Street

Monomoy Salvage

The perfect spot for unique, fun, and decorative pieces.
1134 Main Street

Maps of Antiquity

Authentic antique maps and reproductions
1409 Main Street 



Black Dog Chatham General Store

Fun and classic apparel for the whole family, they’re right at the beginning of Main Street so make sure grab souvenir before you leave!
628 Main Street

Sundance Clothing

A diverse collection of clothing and accessories for women of all ages and styles!
497 Main Street

Mahi Gold

Famous for their signature print dresses!
465 Main Street

Chatham Clothing Bar

Great spot to stop and grab all your Chatham gear for the whole family!
534 Main Street

Fisherman’s Daughter

Perfect place to grab clothes with beautiful and beachy prints, as well as accessories and gifts!
521 Main Street

If the Shoe Fits

One of a kind clothing, accessories and shoes mindfully chosen for women seeking confidence and comfort!
442 Main Street

J. McLaughlin

Clothing chain stocking classic fashions for men & women, plus accessories such as belts & bags
632 Main Street

Gifts and Home

Mayflower Shop

The Mayflower has an eye for sourcing distinctive ‘treasures’ of exceptional quality for their store that are well ahead of market trends.
475 Main Street

Yankee Ingenuity

Looking for that unique gift? Look no further than Yankee Ingenuity, a shop that celebrates local artists and creativity!
525 Main Street

Tale of the Cod

Offering a wide selection of gifts, furniture, and home décor, including pieces from local artisans
450 Main Street

The Artful Hand Gallery

Purveyors of artful objects for the home, body, and soul.
459 Main Street B

Gustare Oils and Vinegars

A gourmet grocery store that features premium olive oils, balsamic vinegars and homemade jams!
461 Main Street

Forest Beach Design

On display is an ever changing collection of hand-made jewelry, most of which is made by the talented resident goldsmiths.
436 Main Street #1


Ducks in the Window

It wouldn’t be a visit to Chatham without a stop at the Duck Store! With over 800 different kinds of rubber ducks, you can find that perfect gift for anyone!
507 Main Street

Chatham Children’s Shop

Great spot to shop for children’s clothes and toys
515 Main Street

Where the Sidewalk Ends

Local bookstore that not only features best sellers but local writers and a large children’s collection!
432 Main Street

"The Wayside Inn is our little piece of heaven when we need to have a little bit of downtime. It is heaven on earth. The food is delicious and the staff extraordinary. They have become like a family to us. We would recommend The Wayside Inn to anyone looking for a special place to stay on Cape Cod. You will not be disappointed."

Patricia Abroderick, May 2022, Trip Advisor

Book Now

"When I hear continental breakfast I don’t think of the outstanding breakfast they offer! Top notch breakfast, exquisite dinner, and the location is perfect! Excellent friendly housekeeping and quiet comfortable rooms! Couldn’t have been happier!"

Expedia Reviewer

Book Now

"The charm of the facility and the friendliness of the staff was amazing and we would definitely recommend this place and stay here again."

Expedia Review

Book Now