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Fall Fun and Frights around Westport Connecticut

Only 19 minutes from our lovely inn, you can take in a fall family favorite with pumpkin picking and much more at Silverman Farm, a family run farm since the 1920’s. Today the youngest Irv, with other family members, keeps the traditions going with Pick Your Own Orchards, a Petting Farm, Tractor Rides, a farm market and special activities. In Oct., there’s the Down Home Frolic along with Guess the Weight of Your Pumpkin, for a free pumpkin.

If you’ve been waiting for Halloween to come around so you can be truly scared, you’ll find some haunted happenings in Fairfield and Shelton Connecticut. The Recreation Center of Fairfield has a spooky haunted house Fri-Sun in Oct. for $10.00. If you think you’re up for more of a fright, then head to the Legends of Fear, at Fairview Tree Farm in Shelton. There you’ll be able to take a walk into the deep dark forest and be haunted by live creatures trying to frighten you. There’s also a Haunted Hayride for anyone who has to huddle together to have their fear lessened.


If you are just looking to enjoy all of the splendor of fall, Sherwood Island Trail is a 2.9 mile trail located near Westport, CT. Enjoy the refreshing crisp fall air and beautiful scenery. This hiking trail provides the perfect colorful back drop for a family fun hike. From pumpkin picking to hiking and haunted houses, see all that the Westport area has to offer.


Take advantage of all of the fall fun and frights in the area, while enjoying our special fall rate starting @ $89.00 in our Classic Rooms.  

Rates are valid from 10/30 – 11/22. BOOK NOW  or use special rate code LSPOOK