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Chatham & Orleans, MA Guide

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About Chatham & Orleans

With beautiful beaches, harbors, and pedestrian-friendly downtowns, Chatham and Orleans, Massachusetts, offer visitors a classic Cape Cod experience. From historic Chatham Light or the natural beauty of the Monomoy National Wildlife Refuge, to eclectic shops in the village centers, Chatham and Orleans provide visitors a chance to enjoy a slower pace on the Cape.

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Stick 'n Rudder Aero Tours

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Stick'n Rudder Sightseeing tours is now offering biplane rides in our 2 passenger classic Waco Bi-Plane. Experience the heart pounding, wind in your…

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The Orleans Chamber of Commerce

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The Orleans Chamber of Commerce is the recognized essential organization that builds, promotes and supports the Orleans business community through…

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  • +1 508-255-1386
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  • 8 Eldredge Park Way, Orleans, MA

The Sparrow Store

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Unique Gifts • Cool Things

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  • +1 508-255-9400
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  • 26 Main Street, Orleans, MA

Hot Chocolate Sparrow

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We are busier than ever hand-dipping chocolates daily for our busy espresso and dessert bar. The Hot Chocolate Sparrow, Cape Cod's most popular…

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  • +1 508-240-2230
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  • 5 Old Colony Way, Orleans, MA

Thompson's Printing

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Welcome to Thompson's Printing, Inc., a state-of-the-art full service commercial printing facility conveniently located on Finlay Road in Orleans…

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  • +1 508-255-0099
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  • 51 Finlay Road, Orleans, MA

Chatham Candy Manor

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Our Chocolate

What is the secret to making chocolates so incredible that people have been coming from all over the country to a small picturesque sea…

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  • +1 508-945-0825
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  • 484 Main Street, Chatham, MA

Chatham Fish & Lobster

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Chatham Fish & Lobster

Stop in and visit Paul and Eileen at Chatham Fish & Lobster where you will find the freshest, highest quality seafood caught…

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  • +1 508-945-1173
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  • 1291 Main Street, Route 28, Chatham, MA

The Queen Anne Inn & Restaurant

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Welcome to the "Queen Anne Inn" one of Cape Cod's most beautiful and original full service inns; owned and operated by the Weinkopf family since 1979…

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Pleasant Bay Village Resort

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Frommer’s New England Said… “Owner Howard Gamsey is a prodigious gardener: Over the past quarter-century, he has transformed what was an ordinary…

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Chatham Seaside Links Golf Course

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Gold Course and Country Club overlooking the Atlantic Ocean in Chatham MA

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Whalewalk Inn & Spa

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Welcome to The Whalewalk Inn & Spa

Get away from the hustle and bustle of your everyday life and come relax at our romantic & secluded bed and…

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Ship's Knees Inn

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A Cape Cod Bed and Breakfast just 1/4 mile from Nauset Beach (the southernmost beach on the Cape Cod National Seashore)! Enjoy the warmth and charm of…

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The Chatham Cheese Company

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he Chatham Cheese Company is a gourmet food shop featuring artisanal cheeses from around the world. In addition to cheese, we also carry a great…

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The Yardarm Restaurant

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Welcome to The YARDARM

Orleans, MA

Serving: Lunch, Dinner, Sunday Brunch

The Yardarm has been an Orleans landmark for residents and 

visitors…

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  • +1 508-255-4840
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  • 45 Route 28, Orleans, MA

Yale New Haven Health - Sky Health

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SkyHealth emergency patient transport helicopter is staffed by highly skilled medical professionals, including a critical care flight nurse and a…

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Wireless Zone

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Verizon Wireless Zone: Ranked highest in Customer Satisfaction by Verizon in 2011, 2012, 2013, 2014 and 2015, we're proud of our knowledgeable &amp…

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  • +1 508-255-5557
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  • 169 Route 6A , Orleans, MA

Chatham Cookware Cafe

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Low-key bakeshop providing coffee & pastries, sandwiches & salads, plus outdoor seating.

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  • +1 508-945-1250
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  • 524 Main Street, Chatham, MA

Hole in One Breakfast & Lunch/ Fairway Restaurant & Pizza

Hole in One Breakfast & Lunch/ Fairway Restaurant & Pizza mini hero image

 

To walk into the Hole In One donut shops and eateries in North Eastham and Orleans is like coming home. Family, friends, builders, bankers…

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  • +1 508-255-3893
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  • 98 Route 6A, North Eastham, MA

Chatham Hood Bikes

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Chatham Hood Bikes is your place to rent and service bicycles while vacationing on Cape Cod.  We have two new locations in Chatham so come visit us at…

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  • +1 508-469-0210
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  • 400 Main Steet, Chatham, MA

The Cove Motel

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For more than forty years, The Cove has been a landmark on Cape Cod. A waterfront motel, noted for its outstanding comfort and quality; an ideal…

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  • +1 800-343-2233
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  • 13 Route 28, Orleans, MA

Lake Farm Kennels

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Our facility is family owned and operated. We have been in business for over 35 years and, as one of the longest operating Kennels on Cape Cod, we…

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  • +1 508-255-7214
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  • 53 Finlay Road , Orleans, MA

Bird Watcher's General Store

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Bird Watcher's General Store is the original birding store, the first ever. It remains the largest shop dedicated to birding and bird feeding. We…

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  • +1 508-255-6974
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  • 36 Route 6A, Orleans, MA

Canterbury Leather

Canterbury Leather mini hero image

A Huge selection; Sheepskin, Luggage, Jewelry, Jackets, Hats, Handbags, Briefcases, Belts, Ugg, Teva, Sorel, Sebago, Naot, Minnetonka, Mephisto, Keen…

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  • +1 508-255-4542
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  • 640 Main Street , Chatham, MA

Gustare Oils & Vinegars

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Welcome to Gustare Oils and Vinegars, where you will enjoy a unique tasting experience by sampling imported extra virgin olive oils and balsamic…

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  • +1 508-945-4505
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  • 425 Main Street, Chatham, MA

Church Of The Transfiguration

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The Church stands at the center of the Community of Jesus, an ecumenical monastic community in the Benedictine tradition. Worship services include…

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  • +1 508-255-1094
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  • 5 Bay View Drive, Orleans, MA

Rodeway Inn

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The Rodeway Inn is located midway between spectacular Nauset Beach and Skaket Beach. The centrally located Rodeway Inn is the perfect base for your…

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Rock Harbor Grill

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The Rock Harbor Grill is all about great food prepared with fresh, quality ingredients with a passion for flavor and style! Owner Chuck Konner and…

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  • +1 508-255-3350
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  • 18 Old Colony Way, Orleans, MA

A Great Yarn

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A Great Yarn is a charming little nook in beautiful downtown Chatham, Massachusetts. Come snuggle up in one of our cozy window seats and enjoy a cup…

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  • +1 508-945-5605
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  • 894 Main Street, Chatham, MA

Local Colour Resale Boutique

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Welcome to Local Colour Resale Boutique, 
the best kept secret on Cape Cod for women's clothing and 
  accessories! 

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  • +1 508-255-2846
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  • 9 Cove Road, Orleans, MA

Friends Marketplace

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About Friends’ Marketplace Friends’ Marketplace and Garden Center is an award winning independently owned grocery store and full-fledged outdoor…

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  • +1 508-255-0963
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  • 57 Main Street, Orleans, MA

Chatham Village Cafe/Chatham Bakery

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Remember the excitement of going to your local bakery when you were a kid 
and standing in front of the bakery case trying to decide which treat to…

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  • +1 508-945-2525
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  • 69 Crowell Road, Chatham, MA

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Jomama's NY Bagels

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We are committed to offering you fresh, delicious & wholesome food, great coffee and drink, a cool and relaxing atmosphere and a smiling face when you…

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  • +1 508-348-5621
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  • 400 Main Steet, Chatham, MA

Tommy Dixon Collections and the Cook's Nook

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Tom Peters and Ron Baird owned a bed & breakfast in Rehoboth Beach, DE for eight years, wintering on Sanibel, FL to get away from the freezing storms…

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  • +1 508-945-1225
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  • 610 Main Street, Chatham, MA

Lighthouse Beach Yoga

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Begin your day with a loving kindness Kripalu yoga class that integrates breathing/pranayama, asana/postures, relaxation, and meditation; on Cape…

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  • +1 508-945-7643
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  • 37 Main Street, Chatham, MA

St. Christoper's Gift & Consignment Shop

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St. Christopher’s Gift & Consignment Shop is known as a destination for anyone looking for a wide variety of quality merchandise in excellent…

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  • +1 508-945-2211
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  • 637C Main Street, Chatham, MA

Chatham Chamber of Commerce

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Chatham is located on the elbow of Cape Cod surrounded on three sides by water.  Located halfway between Falmouth and Provincetown, it extends out to…

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Designs by S&R

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Inspired by the beauty of Cape Cod, Designs By S&R is a local jewelry shop in Orleans, MA that specializes in handcrafted and custom jewelry. 

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  • +1 508-240-3608
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  • 85 Route 6A, Orleans, MA

Guapo's Tortilla Shack

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Guapo’s Tortilla Shack is a casual, Baja-style tortilla shack serving the best darn fish tacos this side of the Bridge.   Easily accessible…

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  • +1 508-255-3338
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  • 136 Route 6A, Orleans, MA

Chatham Conservation Foundation Walking Trails

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The Chatham Conservation Foundation preserves land for the benefit of the people, plants, animals, and ecosystems of Chatham. 

It is a non- profit…

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  • +1 508-945-4084
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  • 104 Crowell Road, Chatham, MA

Coastal Craft Gallery

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Welcome to Coastal Craft Gallery 

A co-operative gallery of artists who work and live year-round on Cape Cod

 

Everything you find in our shop is…

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  • +1 508-255-0220
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  • 246 Main Street, Orleans, MA

Yellow Umbrella Books

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This is no ordinary book store

What is often missed in today's book-selling environment can still be found at Yellow Umbrella Books - a place…

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  • +1 508-945-0144
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  • 501 Main Street, Chatham, MA

Nauset Marine

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Nauset Marine offers an assortment of Powerboats for Full or Half Day Rentals. Ranging from 19’ to 22’, All our boats are equipped with Coast Guard…

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  • +1 508-255-0777
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  • 45 Route 6A, Orleans, MA

Snow's Home & Garden

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ABOUT US Find It at Snow’s Expert advice, quality products and good old fashioned customer service.

For more than 130 years, Cape Cod locals and…

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  • +1 508-255-7214
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  • 53 Finlay Road, Orleans, MA

STLK, Inc. Building and Remodeling

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Your satisfaction is our satisfaction

Who can you trust to take care of your building projects? For more than 35 years, we've been building and…

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The Black Dog

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Out of one sailing Captain's love for the sea, his island home, and of course, his dog, The Black Dog Brand was born.

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Orleans Dermatology

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Orleans Dermatology & Laser Therapies is committed to providing readily accessible high quality skin care to the Cape community. We serve the folks of…

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The Montgomery Financial Group

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  • Investment Strategy & Management
    We are independent, fee-only advisors; we advise, we don't sell.






  • Social Security & Retirement Income Strategies
    …

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Corner Store

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Corner Store

FRESH. FAST. FUN.

   

This is not your average store. From the outside it may look…

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Chatham Penny Candy

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A Fun, Old-Fashioned Candy Store filled 
with the Nostalgic Candy Treats 
of the 50s, 60s & 70s!

Every piece of candy will transport you back to your…

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Couvé at Chatham Inn Relais & Chateaux

Couvé at Chatham Inn Relais & Chateaux mini hero image

A Fine Dining Destination “GLOBALLY INSPIRED, LOCALLY ACQUIRED”

Enjoy an evening of the finest food and exceptional service at Cape Cod’s Only…

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Bangkok Cuisine

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GREAT TASTE AT 7 DIFFERENT LOCATIONS Bangkok Cuisine offers you the best Thai food on Cape Cod for locals and for visitors who travel from afar.…

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Oceanair Himalayan Salt Cave

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Committed to Holistic Healing & Heath

Oceanair's large, open cave is made with pink Himalayan salt and breathe in microscopic salt particles that can…

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Corner Store

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COME ON BY

Our customers come in hungry and leave smiling. We strive to make the best burritos, panini, sandwiches, soups, cookies and whoopie…

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Chatham Village Market

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From the very start, when the Chatham Village Market began in July of 2003 at the location of the former Chatham A&P, there has been a dedication to…

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Wheelhouse Bike Co.

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WHEELHOUSE BIKE Co. is a full-service bike shop located by the bike path in Chatham Vilage. We have every kind of bike you need for your Cape Cod…

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3 Fools

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Pizza • Wings • Gyros • Falafel • Salads • Subs • Sandwiches • Soups • Dinner Specials

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Chatham Shark Center

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The Chatham Shark Center™ offers an in-depth look at one of the ocean's most magnificent and misunderstood species: the Great White Shark! Through…

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Lighthouse Beach Yoga

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Begin your day with a loving kindness Kripalu yoga class that integrates breathing/pranayama, asana/postures, relaxation, and meditation; on Cape…

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Honey Candle Co.

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At honey candle we make 100% beeswax and bayberry candles, all our wax comes from american beekeepers, by purchasing our candles you support…

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Ridgevale Beach Snack Bar & Boat Rentals

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FAMILY OWNED AND OPERATED RENTALS, WATER ACTIVITIES, TOURS, LESSONS, AND BEACHFRONT SNACK BAR 

Our family has been sailing these waters since…

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Chatham Works

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FitnessOur Fitness Philosophy

We believe that some of the best reasons to exercise have absolutely nothing to do with your appearance, and that a…

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Chatham Tides

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Enjoy the peaceful tranquility of our beachfront hotel on Cape Cod in Chatham, Massachusetts. Experience picturesque ocean views from your very own…

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Oceana

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Your Port of Call for Shopping On-Cape! A family owned, local shopping experience that is second to none. Find jewelry, home decor, personal items and…

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Sweet Tomatoes Pizza - Chatham

Sweet Tomatoes Pizza - Chatham mini hero image

Welcome to Sweet Tomatoes! At Sweet Tomatoes, we offer: Pizza - Calzones - Pasta - Fresh Salads - Sandwiches Burritos - Subs - Wraps - Pizza by the…

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Sea Bags

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t Sea Bags we design and handcraft tote bags and accessories from recycled sails that have sailed around the world. Once a sail, forever a Sea Bag.

…

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