Rolling Bay Vacations

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Where to stay in Rolling Bay

Find the best Rolling Bay areas and neighborhoods for the activities you enjoy most. Learn more about Rolling Bay
A sailboat on calm waters with a mountainous backdrop and a cloudy sky.

Winslow

3 out of top 10 points of interest in this area

Downtown Bainbridge Island, Winslow boasts local businesses along Winslow Way, including a bookstore, galleries, and multiple restaurants and bakeries. Enjoy the picturesque Eagle Harbor and catch a ferry to Seattle's Colman Dock.

A serene lake with a reflection of a large house surrounded by lush greenery and trees.

Port Madison

2 out of top 10 points of interest in this area

While visiting Port Madison, you might make a stop by sights like Bloedel Reserve and Treasure Island.

A wooden wall with a mural depicting a scene with a crane and a person.

Eagledale

1 out of top 10 points of interest in this area

Discover Eagledale Park, a 7-acre oasis on Bainbridge Island, featuring tennis courts, an off-leash dog park, picnic shelter, children's play area, sand volleyball court, and pottery studio. Enjoy stunning Mount Rainier views on clear days.

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Port Blakely

If you're looking for some top things to see and do in Port Blakely and surrounding area, you can visit Bainbridge Island Japanese American Exclusion Memorial and Bainbridge Island Ferry Dock.

A sunset over a lake with a mountain in the distance.

Crystal Springs

If you're looking for some top things to see and do in Crystal Springs and surrounding area, you can visit Illahee State Park and Islandwood.

Rolling Bay Hotel Deals

The Paramount Hotel

The Paramount Hotel

724 Pine St Seattle WA
Fully refundableReserve now, pay when you stay
NT$5,547
NT$6,545 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (3,725 reviews)
"Lovely comfortable rooms with helpful accommodating staff!!! Coffee shop onsite that was a handy convenience!!!"

Reviewed on 2026/9/24

The Paramount Hotel
The Belltown Inn

The Belltown Inn

2301 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
NT$3,775
NT$4,708 total
Oct 18 - Oct 19
includes taxes & fees
The Belltown Inn
Mediterranean Inn

Mediterranean Inn

425 Queen Anne Ave N Seattle WA
Fully refundableReserve now, pay when you stay
NT$4,673
NT$5,828 total
Oct 20 - Oct 21
includes taxes & fees
9.4/10 Exceptional! (6,128 reviews)
"Clean room and helpful staff."

Reviewed on 2026/9/24

Mediterranean Inn
See all 5,326 properties in Rolling Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Rolling Bay attractions

Bay Hay and Feed

8.4/10 (9 reviews)
Enjoy an outing to Bay Hay and Feed during your stay in Bainbridge Island. Discover the beautiful sunsets and shops in this walkable area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.