Celebrate the holidays along the scenic coastline at Ice Skating by the Bay’s seasonal ice skating rink, November 22 - January 5 . At Custom House Plaza, located behind Portola Hotel & Spa in Old Monterey, skaters can spend the day in a winter wonderland by the Bay.

Portola Hotel & Spa invites you and your family to enjoy the magic of this holiday season with our Winter Wonderland, December 12-25 , offering a variety of holiday treats, entertainment, activities, a visit from Santa, dining experiences, and more. View the schedule here.

Puma Road at Portola Plaza presents musicians Tom Faia and Kate Miller . Enjoy wine tasting, wines by the glass, and wines by the bottle while you listen to one of our favorite local acts.

Tom Faia became...

Ainsley House Holiday Evening Open Houses Dec 19- Dec 22 5:30 pm -8pm
Come see the Ainsley House lit up at night for the Holidays. Our two evening Open House events will feature a walk through of all...

Critical Christmas Lighted Bike Parade is a fun, family-friendly community event organized by local resident Jim Wrona, a member of Velo Club Monterey. Bike riders decorate their bikes and gather at 5:45pm at Custom House Plaza and the ride rolls...

Sovino Wine Bar and Merchant presents a Holiday Paint and Sip Class ! Tonight, local artist and retired art teacher Bunny Paivine will be teaching an easy-to-follow painting class. You’ll take home your own 11 x 14 canvas painting. Fee is $40, advance registration required. All materials, instruction, and a glass of wine are included.

Sunday nights are now King Trivia nights at Lvl Up! Come test your knowledge against the classiest game in town for prizes, bragging rights, and glory! It's 7PM every Sunday night!