Rolling Bay Vacations from ¥229,428

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The Latest Rolling Bay Vacation Packages

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

Mediterranean Inn

Downtown Seattle
¥229,428
per person
Nov 18 - Nov 23
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Seattle (SEA)
9.4/10 Exceptional! (6,014 reviews)
Loved how this hotel was convenient to many of the attractions nearby. They also offered a shuttle for those going on cruises which was very reasonable. I would definitely stay here again.

Reviewed on Sep 9, 2026

@ Marbella Lane - Nature Escape at Shady Lake

@ Marbella Lane - Nature Escape at Shady Lake

¥358,254
per person
Nov 18 - Nov 23
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Seattle (SEA)
No reviews
NE 82nd St Redmond

NE 82nd St Redmond

Education Hill
¥422,760
per person
Nov 18 - Nov 23
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Seattle (SEA)
No reviews
Level Seattle Downtown - South Lake Union

Level Seattle Downtown - South Lake Union

South Lake Union
¥281,556
per person
Oct 9 - Oct 14
found 1 hour ago
Roundtrip flight included
Tokyo (HND) to Seattle (SEA)
9/10 Wonderful! (1,584 reviews)
Good stay and will come back

Reviewed on Sep 9, 2026

@ Marbella Lane - Luxury Townhome 14 Min to Lumen

@ Marbella Lane - Luxury Townhome 14 Min to Lumen

Bridle Trails
¥289,569
per person
Nov 18 - Nov 23
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Seattle (SEA)
No reviews

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

2 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 Fay Bainbridge State Park and Bloedel Reserve.

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

Eagledale

2 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
¥31,513
¥37,186 total
Oct 5 - Oct 6
includes taxes & fees
The Paramount Hotel
Mayflower Park Hotel

Mayflower Park Hotel

405 Olive Way Seattle WA
Fully refundableReserve now, pay when you stay
¥26,452
¥34,287 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (2,796 reviews)
"Great hotel close to the waterfront, convenient shuttle to cruise port."

Reviewed on Sep 9, 2026

Mayflower Park Hotel
The Belltown Inn

The Belltown Inn

2301 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
¥19,896
¥24,810 total
Oct 5 - Oct 6
includes taxes & fees
The Belltown Inn
See all 5,303 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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.