From the moment you arrive in Winslow on Bainbridge Island, you’ll want to slow down and explore the charming downtown. Just steps from the ferry, downtown Bainbridge Island is filled with unique boutiques, art galleries, and local cafes, making it one of the best things to do on Bainbridge Island. Whether you are planning a girlfriend’s getaway, a romantic weekend, or a day trip from Seattle, the variety of Winslow Bainbridge Island shops offers something memorable for every visitor.
Along the way, you can sip coffee at a local shop, browse Northwest-inspired art, or take the scenic waterfront trail to watch the boats glide through the harbor. The walkable setting and welcoming atmosphere make Winslow a favorite destination for couples, families, and friends alike who want to experience the best of downtown Bainbridge Island.
Extend your getaway and experience the best of island life with a stay at Eagle Harbor Inn. Located in the heart of Winslow on Bainbridge Island, this boutique property is just minutes from the ferry and downtown shops. As one of the top Hotels on Bainbridge Island, and the only lodging right in downtown, it blends comfort with convenience, giving you the perfect base to explore. Book your stay today!

The Top Ten Must-Visit Shops in Winslow on Bainbridge Island
One of the best ways to start a Saturday in Winslow on Bainbridge Island is with the Bainbridge Island Farmers’ Market, held from 10-2 in the town square. This local favorite features fresh produce, baked goods, flowers, and artisan products that reflect the island’s creative spirit. It’s a must for anyone who loves to sample local flavors while mingling with the community.
As you wander through Winslow on Bainbridge Island, be sure to stop in at these must-visit shops:
- Eagle Harbor Book Co. is always a favorite stop. It is a beloved independent bookstore known for its excellent selection, towering wall of staff picks, and wonderfully creaky wood floors that make every visit feel nostalgic.
- Millstream is a must-visit for locally crafted gifts and Northwest-inspired art. The shop highlights the creativity of local artists and beautifully celebrates the spirit of the Pacific Northwest.
- B.I. Barkery offers tasty treats for four-legged friends and high-quality, unique, and one-of-a-kind toys. It’s a favorite stop for pet lovers.
- For over 41 years, Calico Toy Shoppe has been a destination toy store in Winslow on Bainbridge Island, offering a large selection of puzzles and games for kids of all ages.
- Have a sweet tooth? Stop at Bon Bon Candies for homemade fudge, nostalgic candies, and a wide selection of high-quality sweets in an adorable storefront.
- Bainbridge Arts and Crafts is more than a gallery; it’s a cornerstone of the island’s creative community. With rotating exhibits from local artists, it offers a chance to experience the region’s culture firsthand while discovering unique jewelry, pottery, and artwork to take home.
- Danger is a collection of artists and creators offering unique gifts, jewelry, and an eclectic mix of home decor.
- Island Life Artisan Gifts showcases locally made souvenirs, apparel, and treasures designed and crafted by Bainbridge artists. Right now, you’ll also find a special collection celebrating the 60th anniversary of Pickleball, which was born right here on Bainbridge Island.
- Visit the Winslow Tasting Room of Eleven Winery for a wine flight at a table under the maple tree. This is one of three winery options in Winslow on Bainbridge Island, if you want to hop from one to the next! Check out Fletcher Bay Winery or Eagle Harbor Wine Co. as well!
- Wildernest offers nature-inspired apparel that celebrates outdoor living in the Pacific Northwest. With sustainable, eco-friendly finds and outdoor gear, it’s a great spot to pick up something comfortable and unique that reflects the relaxed island lifestyle.

One of the Best Hotels on Bainbridge Island in Winslow
After a full day exploring shops in Winslow on Bainbridge Island, returning to your elegant guest room is the perfect way to wind down. Our Inn is one of the top hotels on Bainbridge Island, offering comfort and style just steps from Winslow Way. Its central location makes it easy to pop out for dinner, enjoy a sunset stroll, or grab a drink at the pub before heading back for a quiet night in.
Guests love our Inn’s thoughtful touches, from spacious accommodations to a boutique feel that blends seamlessly with the island’s character. It’s not just a place to stay; it’s a part of the Bainbridge Island experience, with amenities like locally roasted Pegasus Coffee and passes to Island Fitness. Our accommodations are built around a garden-filled courtyard, a hidden retreat to enjoy a glass of wine in the evening or your morning coffee before heading out to explore.
Each guest room is designed with comfort in mind, featuring unique details, relaxing spaces, and everything you need for a restful night. Staying here means you’re never far from the best things to do in downtown Bainbridge Island, with shopping, dining, and cultural stops just outside your door. Come see for yourself why we’re one of the best Hotels on Bainbridge Island. Reserve your room now!