Winter Romance & Wellness

Lodging Specials | Dining Specials | Shopping & Experience Specials


The San Juan Islands are a wonderful place to slow down and reconnect with family, friends, or that special someone in your life. Take a serene walk on a pebbled beach—or watch a storm blow in—depending on Mother Nature's mood. Whether you're running away for a romantic weekend or seeking a restorative winter wellness trip, the islands' natural beauty, cozy accommodations, and vibrant arts community provide the perfect setting for your winter retreat. Find lodging specials and event information below and check back often as we continue to add to the list.

Book your cozy lodging now and look forward to your winter getaway! 

Harbor Romance
Apr 01, 2026 - Dec 31, 2026
Celebrate love with our Harbor Romance, designed for an unforgettable and relaxing escape. Your stay is complemented by…
Friday Harbor House
130 West St, Friday Harbor, WA
Island Romance Retreat
Apr 01, 2026 - Dec 31, 2026
Reignite and reconnect with a loved one. Our peaceful destination and intimate accommodations are the perfect match to…
Outlook Inn
171 Main St, Eastsound, WA
Best of Orcas Island at Outlook Inn
Apr 01, 2026 - Dec 31, 2026
Take to the skies and experience the best Orcas Island has to offer. In addition to your stay…
Outlook Inn
171 Main St, Eastsound, WA
Home Sweet Yurt
Nov 01, 2026 - Feb 27, 2027
Winter has a way of making everything simpler—crispier air, quieter trails, and nowhere else to be. This season,…
Lakedale Resort
4313 Roche Harbor Road, Friday Harbor, WA
The Best Kind of Cabin Fever
Dec 01, 2026 - Feb 28, 2027
There’s a fever going around Lakedale this winter, and the only cure is more time in your Log…
Lakedale Resort
4313 Roche Harbor Road, Friday Harbor, WA
A Little Lodge Romance!
Feb 01, 2027 - Feb 28, 2027
February is made for slowing down and loving on your favorite people (and places). Wake up to breakfast…
Lakedale Resort
4313 Roche Harbor Road, Friday Harbor, WA
Seaside Supper Series: Prime Rib Sundays
Sep 27, 2026 - Nov 15, 2026
Settle in for a cozy Sunday evening at New Leaf Café with a classic three-course Prime Rib Dinner.…
New Leaf at Outlook Inn
171 Main St., Eastsound, WA

Use the side arrows to scroll through current specials!

First Friday Art Walk
Friday, Oct 2, 2026
4:00 - 7:00 pm
Various Locations - Downtown Friday Harbor  Friday Harbor, WA 98250
Occurs: The First Friday of every 1 month(s) until December 04, 2026
First Saturday Art Walks on Lopez Island
Saturday, Oct 3, 2026
Lopez Library & Village  2225 Fisherman Bay Rd, Lopez Island, WA 98261
Occurs: The First Saturday of every 1 month(s) until December 05, 2026
Couples Night
Tuesday, Oct 6, 2026
5:00 pm - close
Climb San Juan  327 Argyle Ave, Friday Harbor, WA 98250
Occurs: Every week on Tuesday until December 29, 2026
View All Events
Plan Your Getaway

Choose a charming B&B or historic hotel for your romantic island escape!

Explore Lodging
Take the San Juan Islands Pledge

By actively being a responsible visitor, you can help ensure that the San Juans remain a beautiful and unique place to live, work, and play for generations to come!

Winter in the Islands

Enjoy the quiet season with less crowds and more peaceful strolls through the forest. Read about what to expect during the winter, things to do, what to bring, and travel tips for a great stay.

Know Before You Go

We value a slow pace here, and invite you to care for the San Juans like a local. Learn how to preserve the qualities that make this place special, and enjoy a better visit in the process!


Lodging Specials | Dining Specials | Shopping & Experience Specials
Contact Us:
San Juan Islands Visitors Bureau
info@visitsanjuans.com
1-888-468-3701 x1 | (360) 378-9551 x1
P.O. Box 1330, Friday Harbor, Washington 98250
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