Upcoming Event10/31/2026
Debbie Davis with Gennady

About this Event
There's a certain point in October when Carmel-by-the-Sea seems to exhale. The summer rush has softened. The days still invite you outside, but the evenings call for a sweater, a glass of wine and perhaps a seat by the fire. The village feels a little quieter. Dinner stretches a little longer. And suddenly, staying one more night sounds like a very good idea. At Cypress Inn, October might just be our favorite version of Carmel.
Start With Absolutely No Plans
One of the luxuries of a Carmel getaway is realizing you don't need a packed itinerary. Wake up slowly. Have breakfast. Wander into the village without deciding exactly where you're going. Browse a gallery, stop for coffee, walk down to Carmel Beach or take the scenic route simply because you have nowhere else you need to be. Then come back to Cypress Inn, find your favorite chair and decide what happens next. That's a pretty perfect October day around here.
Bring Your Best Friend
Of course, at Cypress Inn, getaway for two can absolutely mean you and your dog. Our pet-friendly tradition is part of the Cypress Inn story, inspired by our co-founder and legendary animal advocate Doris Day. And October gives pups and their people another reason to gather. Yappy Hour at Terry's Restaurant + Lounge takes place Sunday through Wednesday from 3-6 p.m. Come for a drink, order a bite and settle in among locals, visitors and plenty of four-legged regulars. On select dates, our local rescue partners also join us with adoptable dogs looking for their forever homes. Animal Friends Rescue Project will be here Wednesday, Oct. 21, and Peace of Mind Dog Rescue joins us Sunday, Oct. 25, both from 3-6 p.m. You never know who you might meet.
Take Carmel for a Spin
October is also a beautiful time to experience Carmel on two wheels. Cypress Inn guests who book directly can enjoy an exclusive perk with Mad Dogs & Englishmen, known for their high-end e-bikes, vintage-inspired cruisers and guided rides. Monday through Friday, direct-booking Cypress Inn guests receive 20% off a rental or guided ride, along with complimentary route planning and insider recommendations. Ask about offer code: MADDOG when booking your stay and ride. Ride along the coast. Stop when the view demands it. Take the long way back. That's the point.
Then There's Dinner
When evening arrives, you really don't have to go far. Settle into Terry's Restaurant + Lounge for dinner, a favorite bottle of wine or a cocktail at the bar. And stay for the music. Thursday: David Morwood Jazz Band | 6-9 p.m.Friday: Dino Vera | 6:30-9:30 p.m.Saturday: Debbie Davis with Gennady | 6:30-9:30 p.m.Sunday Brunch: Andrea Carter Trio | 11 a.m.-2 p.m. There's something wonderfully old-school about finishing the day over dinner and live music. No rushing to the next thing. No checking the clock. Just stay awhile.
Save a Little Time for the Fireplace
October evenings in Carmel were made for this. A comfortable chair. A crackling fire. A glass of wine. Someone you love sitting across from you. It isn't complicated, and maybe that's exactly why it feels so luxurious.
Your October in Carmel Is Waiting
Come for the coastal air and golden afternoons. Bring the dog. Ride a bike along the coast. Wander the village. Stay for dinner and live music. Find a seat by the fire. And leave a little room in your plans for doing absolutely nothing. Because the best thing about October in Carmel might be how quickly you stop thinking about what comes next. Book your fall getaway directly with Cypress Inn at cypress-inn.com or call 831-624-3871. We'll save you a spot by the fire.
Date
10/31/2026
Time
6:30 PM
Location
TBD
