2. Chatham & Orleans, MA

Chatham & Orleans, MA, Guide and Information

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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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The Cove Motel

The Cove Motel mini hero image

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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  • (800) 343-2233
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  • 13 Route 28, Orleans, MA

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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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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  • 5082557214
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  • 53 Finlay 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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  • 508-255-0963
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  • 57 Main Street, Orleans, 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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  • 508-255-1094
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  • 5 Bay View Drive, Orleans, 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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  • 508-945-1225
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  • 610 Main Street, Chatham, MA

Hole in One Breakfast & Lunch/ Fairway Restaurant & Pizza

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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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  • 508-255-3893
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  • 98 Route 6A, North Eastham, 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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  • (508) 945-1173
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  • 1291 Main Street, Route 28, Chatham, MA

The Governor Prence Inn

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On 5 wooded acres next to the Rail Trail bike path, this unpretentious hotel is less than a mile from Highway 6, 2 miles from Skaket Beach and 3 miles…

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  • 800-342-4300
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  • 66 Route 6A, 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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  • 508-255-6974
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  • 36 Route 6A, 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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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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  • (508) 255-0777
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  • 45 Route 6A, Orleans, MA

Beach Road Massage Therapy

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 Jennifer Budryk is a nationally certified and licensed massage therapist with a background in outdoor training and recreation. This, along with life…

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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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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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  • (508) 945-0144
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  • 501 Main Street, Chatham, 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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  • 508-945-0825
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  • 484 Main Street, Chatham, MA

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 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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  • (508) 255-1386
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  • 8 Eldredge Park Way, Orleans, MA

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

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

Chatham Conservation Foundation Walking Trails

Chatham Conservation Foundation Walking Trails mini hero image

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

Wild Goose Tavern

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Known around Chatham as ‘The Goose,’ The Wild Goose Tavern is conveniently located on-site at The Wayside Inn, and offers downtown Chatham’s only…

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  • (508) 945-5590
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  • 512 Main Street, Chatham, MA

The Mayflower Shop

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The Mayflower has an eye for sourcing distinctive ‘treasures’ of exceptional quality for our store that are well ahead of market trends. This means…

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  • (508) 945-0065
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  • 475 Main Street, Chatham, MA

Art Cottages at Orleans Marketplace

Art Cottages at Orleans Marketplace mini hero image

The Orleans Artist Cottages, located within the Orleans Village Center Cultural District, is the premier outdoor venue for Cape Cod-inspired artists…

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  • (508) 255-1655
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  • 21 Old Colony Way, Orleans, MA

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

Lake Farm Kennels

Lake Farm Kennels mini hero image

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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  • (508) 255-7214
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  • 53 Finlay Road , Orleans, MA

Chatham Village Cafe/Chatham Bakery

Chatham Village Cafe/Chatham Bakery mini hero image

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

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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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  • (508) 945-4505
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  • 425 Main Street, Chatham, MA

Eagle Wing Inn

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The Eagle Wing Inn is a unique Cape Cod property with accommodations that combine the personalized touches of a guesthouse or inn with the modern…

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Chatham Seaside Links Golf Course

Chatham Seaside Links Golf Course mini hero image

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

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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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  • 508-255-0220
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  • 246 Main Street, 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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  • 508-255-4542
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  • 640 Main Street , Chatham, MA

Chatham Wayside Inn

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Set in the heart of the quaint seaside village of Chatham, Cape Cod, the Chatham Wayside Inn offers stylish accommodations, comfortable dining and…

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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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  • (508) 255-4840
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  • 45 Route 28, Orleans, 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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  • 508-469-0210
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  • 400 Main Steet, Chatham, MA

Chatham Jewelers

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A full-service jewelry store with a full-time gold and platinum jeweler with over 35 years of experience on premises.

 

Professional appraisal…

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  • +15089450690
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  • 532 Main Street, Chatham, MA

The Sparrow Store

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Unique Gifts • Cool Things

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

Seashore Park Inn

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Seashore Park Inn is the only Orleans MA hotel with both indoor and outdoor pools. We call our indoor pool the “Vacation Saver”. Your family can relax…

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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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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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  • (508) 240-2230
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  • 5 Old Colony Way, Orleans, 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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1 More Location

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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  • 508-255-3350
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  • 18 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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  • (508) 255-0099
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  • 51 Finlay Road, Orleans, MA

St. Christoper's Gift & Consignment Shop

St. Christoper's Gift & Consignment Shop mini hero image

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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  • (508) 945-2211
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  • 637C Main Street, Chatham, MA

Chatham Wine Bar

Chatham Wine Bar mini hero image

The #1 rated restaurant on Cape Cod

An intimate and sophisticated restaurant, offering fine dining fireside in our elegant dining room, as well as al…

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  • 508-945-1468
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  • 359 Main Street, Chatham, MA

Chatham Cookware Cafe

Chatham Cookware Cafe mini hero image

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

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

Cape House Shop - Hallmark

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Not your typical card shop!

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  • 508-240-0551
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  • 9 West , Orleans, MA

Local Colour Resale Boutique

Local Colour Resale Boutique mini hero image

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

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

Guapo's Tortilla Shack

Guapo's Tortilla Shack mini hero image

 

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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  • 508-255-3338
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  • 136 Route 6A, 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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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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  • (508) 945-7643
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  • 37 Main Street, Chatham, MA

The Queen Anne Inn & Restaurant

The Queen Anne Inn & Restaurant mini hero image

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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Chatham Penny Candy

Chatham Penny Candy mini hero image

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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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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Chatham Gardens

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Shopping, Dinding and more in Chatham Village Center. Goody Two SHoes, Lilly Pulitzer, Kennedy Real Estate, Blue Coral Outdoor Restaurant, Snowy Owl…

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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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Bangkok Cuisine

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Hours: Monday-Friday Lunch 11:00am - 3:00pm Dinner 4:00 - 10:00pm Saturday 11:30am - 10:pm Sunday 4:00pm - 9:30pm.

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10 More Locations

STLK, Inc. Building and Remodeling

STLK, Inc. Building and Remodeling mini hero image

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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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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Chatham Shark Center

Chatham Shark Center mini hero image

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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Jomama's NY Bagels

Jomama's NY Bagels mini hero image

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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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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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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Ridgevale Beach Snack Bar & Boat Rentals

Ridgevale Beach Snack Bar & Boat Rentals mini hero image

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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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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