Shopping and Dining
In downtown Osterville, MA, you’ll find everything you need, from a fascinating mix of retail shops to a great selection of renowned restaurants. Spend the day and visit our boutiques, gift shops, antiques shops, and art galleries. Stay for lunch or dinner or enjoy take-out from one of our many fine dining establishments.
RAINBOW'S END, Main Street | (508) 428-5304
RAINBOW’S END CONSIGNMENT SHOP is a retail store owned and operated by our church. It is open every week on Wednesday through Saturday from 10 AM to 3 PM. We accept donations and consignments. We sell everything from jewelry to large furniture pieces. All donations are tax deductible. Lillian Delmore is our manager. She will be pleased to assist you. Proceeds from sales go to support the missions and ministries of our church.
ARTISTIC FRAMER, 843 Main Street | (508) 428-8802
For More information visit our website
OSTERVILLE ART GALLERY, 8 West Bay Road | (508) 428-5830
ELLIE KAI, 847 Main St, Osterville, MA 02655 | (774) 361-6331
Ever have a favorite item you wish you could order in countless fabrics and prints? We have too. Ellie Kai is a made-for-you lifestyle brand born on this very premise. To ensure each woman is able to find her perfect piece, we offer various ways to customize each item. We call our unique fabric-to-fabrication process “made for you manufacturing” because the result is a highly personalized piece of clothing that reflects the customer’s active role in the design process. Ellie Kai exists somewhere in between boutique and made-to-measure bespoke- offering quality, custom apparel without the attitude or exorbitant price tag.
Mon-Sun 10am - 6pm
IRRESISTIBLES, 25 Wianno Ave. | (508) 428-1936
Irresistibles opened its first store in Boston’s Faneuil hall in 1977. Since then the merchandise mix has evolved from accessories to a collection of well-designed and colorful women’s clothing, jewelry and accessories. Irresistibles carries collections from Nic and Zoe, Christopher Blue, Trina Turk, Tommy Bahama and so many more.
Hours: Mon-Sat. 10:00am-5:00pm starting Sundays April 3rd 12:00-4:00pm
Lilly Pulitzer, 13 Wianno Ave. | (774) 228-2985
Hours: Mon-Sun 10am - 6pm
POCKET FULL OF POSIES INC., 7 Wianno Ave. | (508) 420-8895
At Pocket Full of Posies, we delight in helping you find the perfect fit for your family! A children's shop nestled in the heart of Osterville, we carry many companies and varieties of clothes, toys, and accessories for boys and girls from their first moments to their growing years in sizes from new born to 14. We specialize in high end, high quality garments that make perfect gifts too!
Because every article in a child's wardrobe should be as unique as they are, we offer custom monogramming for any of our products. We offer many custom and specialty items and are always willing to order an item that meets your specifications if we don't have any in stock! At Pocket Full of Posies we make sure we do our part to preserve our beautiful planet. We recycle all our packaging and waste and use recycled bags and furniture in our store. We are always happy to serve you and appreciate your patronage!
We will gladly gift wrap your item at no extra charge. Call to order custom monogramming!
SARA CAMPBELL, 846 MAIN STREET | (774) 361-8372
THE SHOE SALON, 837 Main Street | (508) 428-2410
The Shoe Salon is a family run business that has been a part of Cape Cod’s landscape for more than a quarter of a century with locations in Osterville, Mashpee and Chatham. These renowned shops are where you will find the latest from Cole Haan, Kate Spade, Stuart Weitzman, Zalo, Mephisto and others in a warm and welcoming environment. In addition to the wonderful selection of shoes, the Shoe Salon also carries a unique line of sweaters, handbags and other accessories.
Hours: Monday-Saturday 10:00am-5:00pm, Sunday 11:30-4:00pm
FANCY’S MARKET, 699 Main Street | (508) 428-6954
At Fancy’s Market you will find an exceptional butcher department, delicious produce, a fabulous selection of wines, beer, and liquor, fine cheeses, and fresh-baked goods. An award-winning deli department serves an enticing array of prepared entrees and kitchen salads, as well as sliced meat and cheese, and a wide array of classic subs and hot sandwiches. Catering is available through Fancy’s as well- talk to our staff in the kitchen about your specific needs and allow them to help you plan your special event.
Hours: Everyday 7:00am – 7:00pm
OSTERVILLE PACKAGE STORE 11 Wianno Ave, | (508) 428-6327
We are proud of our selection of wines - from vineyards all over the world! Beers- domestic, imported, non-alcoholic and micro-brew. Liquors and liqueurs - the usual and unusual brands. We also carry sodas, mixers, ice and bar supplies. Come browse.
Hours: Monday-Thursday 9:00am - 7:00pm; Friday & Saturday 9:00am -8:00pm; Closed on Sunday
OSTERVILLE HOUSE & GARDEN, 846 Main Street | (508) 428-6911
A convenient hardware store, with everything for the home, garden, and more. Now carrying Benjamin Moore Paint!
Other brands include: Weber, Big Green Egg, Yeti Coolers, Colonial Candle, Scotts and much more.
Hours: Mon-Fri 7:30am- 5:30pm, Sat 8:00am-5:30pm, Sun 10:00am-4:00pm
DEPRISCO JEWELERS, 32 Wianno Ave. | (508) 420-7400
DePrisco jewelers since 1948; offering the absolute finest quality jewelry at the fairest below retail price. DePrisco also makes one-of-a-kind pieced from the world's most renowned jewelry designers. Our staff is dedicated to providing personalized service. For decades, New England's families have trusted DePrisco to be their personal jeweler.
Hours: Monday thru Saturday 10:00-5:00pm
SILVA JEWELERS, 1112 Main Street | (888) 222-2717
Silva Jewelers is a family owned fine jewelry and gift store located within the seaside village of Osterville in Massachusetts. We have been servicing our clientele for over 30 years. Silva Jewelers specializes in custom hand crafted jewelry items. We pride ourselves in our detail oriented customer service. We offer an Estate Jewelry consignment and brokerage service utilized by our customer base throughout New England. When you deal with Silva Jewelers, you deal with the owners.
Hours: Monday thru Saturday 10:00-5:00pm
CHECKERBERRY HOUSE INTERIORS, 857 Main St. | (508) 428-5533
Looking for house warming, hostess gift, or something unique? From picture frames to rugs, you will find what you need at CHI. Checkerberry House Interiors has been offering personal service in decorating homes since 1969. We are a full service design center and offer window treatment, custom carpeting, upholstering, slipcovers, lamps and furniture. We also have 2,500 fabrics and wallpapers to select from. We are also a priority dealer fro Hunter Douglas. In addition we have offer 1000 accessories and gifts in our retail shop.
CLAIRE MURRAY, 877 Main St. | (508) 681-8194
Shop for your hand hooked rug classics, or discover something brand new!
With her home accessories, bedding, pillows, tote bags, scarves, lounge wear and of course, the wool hand hooked rugs that are her trademark, Claire Murray’s vision and love of nature, the sea and the coastal lifestyle are evident.
COASTAL STYLE, 846 Main Street | (508) 317-8689
Furniture and Gifts and accessories that are seaside inspired. Coastal Style has something for everyone.
OAK & IVORY, 1112 Main Street | (508) 428-9425
We provide a wide assortment of gifts primarily with a coastal or nautical theme. Many of our products are hand made for us exclusively and therefore not always in stock. We also have available custom made items that you can choose from. These items represent a small portion of our large selection of merchandise.
Hours: Monday-Saturday 10:00am-5:00pm, Sunday 12-4:00pm
OYSTER ISLAND EMPORIUM, 846 Main Street | (508) 428-5050
We offer an extensive selection of Vera Bradley handbags, accessories, luggage and limited edition items. Also, Vera Bradley products including stationery, tableware, home accessories, rugs and easy rolling luggage. Plus, American crafts, lamps, door knockers, ship models, weather instruments, Nantucket style baskets, glass, pottery, collectibles, baby and bath products. Choose practical, functional or whimsical OIE has it all!Need Invitations for amn upcoming event? OIE has a large selection.
Hours: Monday through Saturday 10:00am-5:00pm, Sunday 11am-4:00pm
DINE IN OSTERVILLE VILLAGE...
Whether you’re looking for coffee & conversation, take-out, or a delicious dinner, you will find it in Osterville!
AMIE BAKERY, 3 Wianno Ave. | (508) 428-1005
Sunday-Monday 8:00am - 1:00pm, Tuesday - Saturday 7:00am-3:00pm
We also put a lot of care into what we feed our customers. At Amie we make everything from scratch and in small batches. We use local ingredients from artisans who, like us, are passionate about what they do. From traditional pastries and classic breakfast and lunch items to homemade sodas and ice cream floats—we serve up food people love, in a place no one wants to leave.
CAROL WILLIAMS COOKING INSTRUCTOR | (508) 420-2700
Carol Williams Catering offers personal service that will ensure your event to be imaginative and exciting.
Dependability and consistency are assured by our well-trained staff.
Carol Williams is a Certified Executive Chef as designated by The American Culinary Federation.
CHART ROOM AT CROSBY'S, 330A West Bay Road | (774) 602-8156
Opening Spring 2017
COUTO MANAGEMENT GROUP, 792 Main Street
Couto Management Group provides top quality multi-brand restaurant operations that deliver superior customer service. Our aim is to provide our customers a great place to enjoy the products of the brands that we serve; to deliver outstanding business results to our shareholders; and, to provide our employees with a best in class organization that encourages professional growth and development.
Our goal for each guest transaction is to deliver quality products in clean restaurants, served by fast and friendly team members.
CREATIVE CLAMBAKES | (508) 843-2759
Homemade New England clam “chowdah”, appetizers, or a raw bar including shrimp cocktail, oysters on the half, and cherry stones. We also offer marinated chicken and beef tips. Whatever fits your needs.
Want something different? How about having a Pig Roast or a barbeque. The same great service is available. Benefits also include all paper products, lobster crackers, and clean up.
We also have tables and chairs for rent so you have everything you need from one business. For more information call or email us for your creative clambake, pig roast, or barbeque.
CRISP FLATBREAD, 791 MAIN STREET | (508) 681-0922
Crisp Flatbread Inc serves fresh wood-fired pizza and homemade pastas prepared with seasonal, local ingredients. We support local farmers, and are passionate about using hormone and nitrate-free meats and organic vegetables whenever possible. All of our pastas, sauces and CRISP flatbread dough are made from scratch with love.
EARTHLY DELIGHTS, 15 WEST BAY RD | (508) 420-2206
Breakfast and Lunch - Natural Foods to Go!
Earthly Delights offers a wide selection of natural foods, and has something for everyone's specific dietary concerns, including many organic, vegetarian, and vegan selections.
Hours: Monday-Friday 7:00am-4:00pm, Saturday 8:00am-3:00pm
In-season: Sundays open 8:00am-2:00pm days.
FIVE BAY'S BISTRO, 825 MAIN STREET | (508) 420-5559
Located in the heart of one of the most picturesque villages on Cape Cod, Five Bays Bistro offers modern yet classic food and atmosphere worthy of a major city. The Bistro serves award winning contemporary new American cuisine, with a more casual small plates menu at the bar.
Executive Chef Tim Souza has over 30 years of experience in the restaurant industry, and is a graduate of the Culinary Institute of America. He and General Manager Jamie Surprenant strive to offer an innovative menu that takes full advantage of fresh local ingredients, together with a carefully selected wine list to complement each dish.
Hours: Mon-Sun 5:00 pm-10:00 pm
PINEAPPLE CAPER CAFE & CATERING, 29 WIANNO AVE | (508) 428-9085
WIMPY'S SEAFOOD CAFE, 791 MAIN STREET | (508) 428-6300
Wimpy's restaurant offers an extensive menu that's great for the whole family. Our three distinct dining rooms will please everyone. Wimpy's market has the freshest fish as well as desserts, soups, prepared foods and our award winning Quahog chowder. Our entire menu is also available for take-out through the market.
Hours: Mon-Sat 11:30am - Close, Sunday Brunch 11:00am- 2:00pm, Dinner till close.