Fall for Fairfield

Special Offer Here!

Fall in New England is a magical time with some of the best weather mother nature has to offer, and many seasonal happenings that remind us why we live here. We’ve put together a short list of our favorite reasons to visit Fairfield this fall, which goes well beyond the availability of pumpkin spiced everything.

You don’t need a lot of time, or a babysitter; most of these recommendations are family friendly, and fun. As always, if you have more questions or need additional guidance, we’re here. Call, email, or stop in for the night.

How ‘Bout Them Apples

There are orchards for days around here. You can pick your own apples from local old growth trees as the autumn sun sets over your weekend, then grab some cider and a pie to get you through the week. We recommend Silverman’s Farm, where you can find Gala, MacIntosh, Cortland, Empire, Macoun, Honey Crisp, Shizuka, and more.

Read more about apple picking

You Will Not Turn Into A Pumpkin

But you sure can pick them, along with with a wide variety of gourds and other decorative fall stylings. We recommend a trip to Jones Family Farm, where you’ll also find farm animals, hayrides, a corn maze, fall flowers, fresh apples, and piles of autumn squash.

Learn more about pumpkins

Be A-Mazed

The Fairfield County area is full of opportunities to get lost in various hay and corn mazes. We highly recommend the long standing seasonal challenge of Plasko’s Monster Mystery Maze. This elaborate maze is visited by thousands of visitors every year, and is open until Halloween.

Learn more at plaskofarm.com

Farm to Market

The locally-sourced scene is strong around Fairfield, as evidenced by the many Farmer’s Markets, from Stamford to Bridgeport. Visitors will find stunning examples of locally grown vegetables, local honey, artisanal candles, specialty coffees, unique food trucks, live music, handmade jewelry, and crafts from makers all around the state.

We recommend starting with the Black Rock Farmer’s Market, which is about a mile north of The Circle, and open on Saturday from 9-1 through October.

Learn about all the local Farmer’s Market’s here


Beer here. Enjoy many local versions of the famous German celebration, by indulging in brats and wursts and beer and more. Lederhosen optional. 

Learn more about other Oktoberfests here

Again, our staff of knowledgeable locals are here to help plan your stay, your night, or your weekend. We hope you have a terrific fall, and we look forward to seeing you soon.