Name: Pleasant Beach Getaway - Breathtaking Puget Sound Views and Steps from the Beach
Address: Bainbridge Island

If you're curious about how wine flavors change with age or what the correct cellar temperature is, visit Rolling Bay Winery. The staff will be able to answer all your queries — and maybe even offer you a sample!

Rolling Bay Winery is a great place to begin discovering Bainbridge Island. This wine-making establishment is recommended by fellow travelers, but it's not the only spot to see here. Allow time for other attractions like Clearwater Casino, Bloedel Reserve, and Shilshole Bay Marina to fully appreciate what the area has to offer.

Plan a trip to see Rolling Bay Winery

Price found within the past 48 hours. Click for updated prices.

Sultan, Dutch Cup Motel

$448

per person

Nov 6 - Nov 13

found 1 day ago

Roundtrip non-stop flight included

Orange County (SNA) to Seattle (SEA)

8.6/10 Excellent! (244 reviews)

The room was one of the best motels I have stayed in. The only downside is a train that came by a couple of times in the early morning, which woke me a couple of times when it blasted its horn as it went by.

Reviewed on Aug 17, 2025

1 Hotel Seattle

Downtown Seattle

Save 100% on your flight

$785

per person

Sep 26 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Seattle (SEA)

9.2/10 Wonderful! (79 reviews)

I celebrated my 30th birthday the staff were amazing & very accommodating, definitely will be booking again soon

Reviewed on Aug 18, 2025

Seattle Vacation Home - Fremont House

Fremont

Save 100% on your flight

$2,035

per person

Oct 8 - Oct 14

found 24 hours ago

Roundtrip flight included

Los Angeles (LAX) to Seattle (SEA)

2/10 (1 review)

Browse tours and tickets to explore Rolling Bay Winery

Tours & day trips

See all 187 activities

Harbor Cruise of Elliott Bay & Seattle Skyline

Free cancellation available

Food, drink & nightlife

See all 42 activities

Seattle Chocolate Tour

Free cancellation available

Private & custom tours

See all 37 activities

Seattle Space Needle Skyline App Guided Tour

Free cancellation available

Adventure & outdoor

See all 31 activities

Mt. Rainier Full-Day Tour

Free cancellation available

Holiday & seasonal tours

See all 10 activities

Seattle Ghost Tour: Sins of Sinister Shadows

Free cancellation available

Popular places to visit

Bainbridge Island Historical Museum

Delve into the history of this thriving island community, from petroglyphs to the game of pickleball, at this tidy, well-curated museum.

Bainbridge Island Museum of Art

3.5/5(3 reviews)

Explore the contemporary arts and crafts of the Puget Sound region at this easily accessible art museum on Bainbridge Island.

Ever wonder where the Seattle skyline shots come from? Hop a ferry to Bainbridge! Go down below to the car deck to get the best eye-level spot. And while you're on the island check out the tiny town of Winslow!

Bainbridge Island Ferry Dock

4.5/5(26 reviews)

Explore the waterfront in Bainbridge Island with a trip to Bainbridge Island Ferry Dock. Check out the shops and top-notch restaurants in this vibrant area.

Bainbridge Island Japanese American Exclusion Memorial

4/5(2 reviews)

Revisit a somber moment in United States history at this important memorial in Winslow, which commemorates Bainbridge Island’s interned Japanese residents.

Fay Bainbridge State Park

4/5(2 reviews)

Enjoy the day or camp overnight at this marine park on the northeast corner of Bainbridge Island, with an extensive saltwater shoreline.

West Point Lighthouse

Learn about the local history of Seattle with a stop at West Point Lighthouse. Take in the acclaimed art scene and beautiful sunsets in this vibrant area.