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Couples Getaways
(No children under 12)

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A young couple Christmas shopping & laughing

Holiday Shopping Guide to Chatham’s Main Street

A young couple Christmas shopping & laughing

Cape Cod is known for its picturesque scenery, charming towns, and unique shopping experiences. Chatham, a beautiful town on the Cape, is no exception when it comes to offering a delightful holiday shopping adventure. With its cozy boutiques, specialty shops, and charming Main Street, Chatham is the perfect place to find thoughtful gifts for your loved ones.

Main Street Chatham: A Shopper’s Paradise

1. Gustare Oils & Vinegar: Start your shopping journey at Gustare, a store that will delight foodies and home chefs. They offer a range of high-quality olive oils, balsamic vinegar, and gourmet kitchen essentials. These make for excellent gifts for anyone who enjoys cooking or appreciates fine cuisine.

2. Sundance Clothing: For fashionable apparel and accessories, Sundance Clothing is a must-visit. You’ll find a collection of trendy clothing, scarves, and handbags, making it an ideal place to find stylish holiday outfits and gifts for fashion-forward friends and family.

3. Chatham Candy Manor: For those with a sweet tooth, Chatham Candy Manor is the place to be. They have a tempting selection of handcrafted chocolates, fudge, and other sweet treats that are perfect for stocking stuffers or gift baskets.

4. Chatham T Co.: Chatham T Co. is where you can find the perfect Cape Cod souvenirs and apparel. Their assortment of t-shirts, sweatshirts, and other items featuring Chatham and Cape Cod designs make for wonderful gifts and mementos.

5. The Black Dog: This iconic New England brand has a store in Chatham. Here, you can discover their signature clothing, accessories, and home goods. Black Dog items, adorned with the iconic black dog logo, are adored by locals and visitors alike.

6. Where the Sidewalk Ends: This charming bookshop offers a wide selection of books for all ages. You’ll find the perfect read for everyone on your list, from classic novels to children’s stories. Books make for timeless and thoughtful gifts.

7. The Mayflower: The Mayflower is a boutique offering a carefully curated collection of home décor and accessories. Whether you’re looking for a stunning piece of artwork, elegant tableware, or unique home accents, this store is the perfect place to discover gifts that exude sophistication and charm.

8. Yankee Ingenuity Store: For those who appreciate ingenuity and craftsmanship, the Yankee Ingenuity Store is a must-visit. This shop showcases the talents of local artisans and offers a wide selection of handcrafted items, including pottery, jewelry, textiles, and more. You’ll find one-of-a-kind gifts that reflect the creativity and skill of Cape Cod’s artisans.

9. Tale of the Cod: Immerse yourself in everything Cape Cod by visiting Tale of the Cod. This store offers a wide array of nautical-themed gifts and decor, coastal artwork, and unique furniture. Whether you love hydrangeas, holiday decor, or simply appreciate coastal aesthetics, Tale of the Cod is the perfect place to find gifts and keepsakes that reflect the sea’s enduring allure.

10. Fisherman’s Daughter: Fisherman’s Daughter is a delightful boutique that focuses on contemporary coastal fashion. Here, you can find stylish clothing, accessories, and home goods that capture the essence of Cape Cod living. From cozy sweaters and beachy dresses to coastal-themed home décor, this shop is perfect for finding holiday gifts with a coastal flair.

11. Artful Hand: Artful Hand is a unique store that features a collection of handcrafted items, including jewelry, ceramics, and more, all created by skilled artisans. The store’s focus on locally made, one-of-a-kind pieces makes it a fantastic place to find distinctive and thoughtful gifts.

12. The Old Harbor Inn: Purchase our gift certificates this holiday season and give the best gift, a vacation. Our gift certificates allow your loved ones to experience the charm of Chatham and enjoy a relaxing stay at our lovely inn. Whether it’s for a romantic weekend getaway or a family vacation, The Old Harbor Inn gift certificates are the perfect present. We also offer a range of wonderful merchandise that can serve as fantastic holiday gifts you can include with your Gift Certificate. Our popular cookbook, high-quality sheets, bathrobes, and mugs are also available, allowing you to bring a piece of Chatham back home.

Chatham on Cape Cod is a dream destination for holiday shoppers. The unique stores on Main Street offer a variety of gifts for everyone on your list, from foodies and fashionistas to bookworms and sweet tooths. And after a day of shopping, The Old Harbor Inn provides a cozy and charming place to stay.

The Old Harbor Inn: Your Ideal Stay in Chatham

When you’re done exploring Main Street and the many delightful shops, you’ll need a comfortable place to rest your head and recharge. Look no further than The Old Harbor Inn, an enchanting bed and breakfast in Chatham, MA. This charming Inn offers cozy accommodations and a warm, inviting atmosphere. The Old Harbor Inn is renowned for its personalized service and attention to detail, making it the ideal choice for your Cape Cod shopping getaway.

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