Rolling Bay Vacation Packages

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Top Holiday Package Deals in Rolling Bay

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

Mediterranean Inn

Downtown Seattle
CA $966
per person
Dec 31 - Jan 4
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Seattle (SEA)
9.4/10 Exceptional! (6,176 reviews)
@ Marbella Lane - Nature Escape at Shady Lake

@ Marbella Lane - Nature Escape at Shady Lake

Save 100% on your flight
CA $3,208
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Seattle (SEA)
No reviews
1 Hotel Seattle

1 Hotel Seattle

Downtown Seattle
CA $1,696
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Seattle (SEA)
9.4/10 Exceptional! (390 reviews)
NE 82nd St Redmond

NE 82nd St Redmond

Education Hill
Save 100% on your flight
CA $3,259
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Seattle (SEA)
No reviews
The State Hotel

The State Hotel

Downtown Seattle
CA $981
per person
Dec 31 - Jan 4
found 17 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Seattle (SEA)
9.4/10 Exceptional! (1,383 reviews)
Super friendly staff, very clean, great location. Street outside a little noisy but brown noise app on the phone took care of that. Would definitely stay there again.

Reviewed on Oct 7, 2026

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

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
CA $198
CA $234 total
Nov 8 - Nov 9
includes taxes & fees
The Paramount Hotel
The Belltown Inn

The Belltown Inn

2301 3rd Avenue Seattle WA
Fully refundableReserve now, pay when you stay
CA $160
CA $200 total
Oct 14 - Oct 15
includes taxes & fees
The Belltown Inn
Mediterranean Inn

Mediterranean Inn

425 Queen Anne Ave N Seattle WA
Fully refundableReserve now, pay when you stay
CA $183
CA $228 total
Nov 2 - Nov 3
includes taxes & fees
Mediterranean Inn
See all 5,362 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.