Brighten Up The Holiday Season - Island Style
Celebrate the holidays surrounded by the magical, natural beauty of the San Juan Islands. Enjoy festive tree lightings, holiday dinners, makers markets, and small-town charm. Find lodging and dining specials on Lopez, Orcas, and San Juan Island.
Lopez Island
In Lopez Village, a holiday tradition brings the town together every year in the Village for cookies, cider, and caroling. Enjoy small-town charm and island hospitality at its finest at the Village Lighting ceremony.
Orcas Island
In the Village of Eatsound, stand in awe as the 20-foot evergreen is lit with hundreds of lights and the community celebrates the beginning of the holidays at the annual Tree Lighting.
San Juan Island
In Friday Harbor, find local art & gifts at an old-fashioned holiday market, enjoy a holiday concert, and see the Friday Harbor Christmas Tree Lighting! Carolers fill the air with holiday cheer.
Holiday Festivities
Holiday Specials
Nixon Art Glass Ornaments Collection
Nov 07, 2025 - Dec 25, 2025
Time to start shopping for those holiday gifts & decorations! Skip the last-minute rush and add these beautiful…
Nixon Art Glass
163 Elena Drive, Friday Harbor, WA
163 Elena Drive, Friday Harbor, WA
Save 20% on Silent Nights at Edenwild
Nov 14, 2025 - Dec 31, 2025
Head to Lopez Island this holiday season and enjoy silent nights with the ones you love in the…
The Cottages at Edenwild
132 Lopez Rd, Lopez Island, WA
132 Lopez Rd, Lopez Island, WA
Seattle to San Juans Group Flight Discount
Dec 01, 2025 - Dec 31, 2026
Looking for a fast, convenient and unique way to travel to your wedding, engagement or elopement in the…
Victorian Valley Chapel and Odd Fellows Wedding Special
Dec 01, 2025 - Mar 20, 2026
Have your wedding ceremony at the Victorian Valley Chapel and enjoy your reception at beautiful waterside Odd Fellows…
Islands Weddings & Events
135 Bonnie Brae Lane, Eastsound, WA
135 Bonnie Brae Lane, Eastsound, WA
Stay, Sip & Save up to 25%
Dec 01, 2025 - Dec 31, 2025
Save 15% off your first night. Save 20% off your second night! Save 25% off your third and…
Earthbox Inn & Spa
410 Spring St., Friday Harbor, WA
410 Spring St., Friday Harbor, WA
Comfort & Joy
Dec 01, 2025 - Jan 05, 2026
🎁 'Tis the season to experience the comfort and joy of slipping away to San Juan Island.We've got…
Island Inn at 123 West
123 West, Friday Harbor, WA
123 West, Friday Harbor, WA
Enjoy a 20% Savings on Orcas Café Gift Cards
Dec 01, 2025 - Dec 31, 2025
A Holiday Gift Everyone Actually WantsThere’s something special about the island this time of year—crackling fires, slow mornings,…
The Orcas Hotel Cafe
18 Orcas Hill Rd, Orcas, WA
18 Orcas Hill Rd, Orcas, WA
Holiday-Stay Special
Dec 22, 2025 - Jan 01, 2026
Let us know what we can do to help make the holidays special for you and your loved…
Doe Bay Resort and Retreat
107 Doe Bay Rd., Olga, WA
107 Doe Bay Rd., Olga, WA
Christmas Dinner 2025 at Coho Restaurant
Dec 25, 2025 - Dec 25, 2025
We look forward to having you at our table for a five-course Christmas feast. Dinner is $135/person +…
Coho Restaurant
120 Nichols, Friday Harbor, WA
120 Nichols, Friday Harbor, WA
New Year's Eve Dinner at Ursa Minor - Lopez Island
Dec 31, 2025 - Dec 31, 2025
Join us for a special New Year’s Eve dinner!We’ll be serving a festive series of small bites, all…
Ursa Minor
210 Lopez Rd., Lopez Island, WA
210 Lopez Rd., Lopez Island, WA
New Year’s Eve Dining Event at Coho: Ring in 2026 with Us!
Dec 31, 2025 - Dec 31, 2025
Ring in the new year with a decadent, multi-course New Year’s Eve meal at Coho Restaurant! Dinner is…
Coho Restaurant
120 Nichols, Friday Harbor, WA
120 Nichols, Friday Harbor, WA
Winter Specials
Winter Whale Watching - Save 25%
Dec 01, 2025 - Feb 28, 2026
Not ready for the season to be over? Us either! Come join us on our new Winter Whale and…
Outer Island Excursions Whale Watching
1608 Rosario Rd, Eastsound, WA
1608 Rosario Rd, Eastsound, WA
20% Off Winter Season Special Wedding Ceremonies
Dec 01, 2025 - Mar 20, 2026
Get 20% Off Winter Season Special for your wedding ceremony
Didier Gincig, Wedding Officiant
135 Bonnie Brae Lane, Eastsound, WA
135 Bonnie Brae Lane, Eastsound, WA
Discount Night in McMillin's Dining Room
Dec 01, 2025 - Mar 27, 2026
Join us every Thursday this winter in McMillin's Dining Room for our beloved 20% off discount on your…
Roche Harbor Resort Dining
248 Reuben Memorial Dr., Roche Harbor, WA
248 Reuben Memorial Dr., Roche Harbor, WA
Victorian Valley Chapel and Odd Fellows Wedding Special
Dec 01, 2025 - Mar 20, 2026
Have your wedding ceremony at the beautiful Victorian Valley Chapel and your reception at the Odd Fellows Hall.Call…
Victorian Valley Chapel
883 Victorian Valley Dr, East Sound, WA
883 Victorian Valley Dr, East Sound, WA
20% Off Winter Season Special
Dec 01, 2025 - Mar 20, 2026
Get 20% Off Winter Season Special For Wedding and Event Planning and Wedding Ceremonies
Islands Weddings & Events
135 Bonnie Brae Lane, Eastsound, WA
135 Bonnie Brae Lane, Eastsound, WA
Enjoy a 20% Savings on Orcas Café Gift Cards
Dec 01, 2025 - Dec 31, 2025
A Holiday Gift Everyone Actually WantsThere’s something special about the island this time of year—crackling fires, slow mornings,…
The Orcas Hotel Cafe
18 Orcas Hill Rd, Orcas, WA
18 Orcas Hill Rd, Orcas, WA
Free Ferry Winter Escape
Dec 01, 2025 - Jan 31, 2026
Winter in the San Juans is arguably more stunning than any other season, but most people don’t think…
Lakedale Resort
4313 Roche Harbor Road, Friday Harbor, WA
4313 Roche Harbor Road, Friday Harbor, WA
Victorian Valley Chapel and Odd Fellows Wedding Special
Dec 01, 2025 - Mar 20, 2026
Have your wedding ceremony at the Victorian Valley Chapel and enjoy your reception at beautiful waterside Odd Fellows…
Islands Weddings & Events
135 Bonnie Brae Lane, Eastsound, WA
135 Bonnie Brae Lane, Eastsound, WA
30% Off Winter Whale Watching
Dec 01, 2025 - Feb 28, 2026
You work hard, time to play hard! Come out see whales this Winter!! Save BIG $$$!Save 30% by using…
Orcas Island Eclipse Charters
1608 Rosario Road., Eastsound, WA
1608 Rosario Road., Eastsound, WA
Your Orcas Getaway Starts Now - The Orcas Hotel
Dec 01, 2025 - Dec 31, 2025
The clock is ticking, and this is the moment to plan the island escape you’ve been dreaming about.…
The Orcas Hotel Cafe
18 Orcas Hill Rd, Orcas, WA
18 Orcas Hill Rd, Orcas, WA
Save up to 20% on an Early Winter Getaway
Dec 01, 2025 - Dec 31, 2025
Stay longer and Save up to 20% off this winter.Plus enjoy a free wine tasting on us AND…
Bird Rock Hotel
35 First St., Friday Harbor, WA
35 First St., Friday Harbor, WA
Victorian Valley Chapel and Odd Fellows Wedding Special
Dec 01, 2025 - Mar 20, 2026
Have your wedding ceremony at the beautiful Victorian Valley Chapel and your reception at the Odd Fellows Hall.Call…
Odd Fellows Hall Weddings
112 Haven Rd, Eastsound, WA
112 Haven Rd, Eastsound, WA
Try On Island Life ~ Stay 4 Nights, Get 1 Free
Dec 01, 2025 - Dec 31, 2025
Slow down and live like a local at the Cottages at Edenwild. This fall and winter, experience the…
The Cottages at Edenwild
132 Lopez Rd, Lopez Island, WA
132 Lopez Rd, Lopez Island, WA
Seattle to San Juans Group Flight Discount
Dec 01, 2025 - Dec 31, 2026
Looking for a fast, convenient and unique way to travel to your wedding, engagement or elopement in the…
Winter Suite Escape
Dec 10, 2025 - Feb 14, 2026
With its natural beauty, calming state, and break from routine, Orcas Island is the perfect destination for a…
Outlook Inn
171 Main St, Eastsound, WA
171 Main St, Eastsound, WA
What To Do In The Islands
Fall through winter is the perfect time for quiet strolls on the beach, spa days, sipping local wines, and savoring delicious bakery treats and island-grown cuisine. Spend some time exploring island culture & history at the museums, meet local artists at a gallery, browse bookshops, or relax by the fire.
