2020 Holiday Activities

The holidays bring an opportunity to come together (virtually or via social distancing) to celebrate with family and friends. Check out our round up of top things to do in the area, updated weekly.

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Bush-Holley House

Visit the Bush-Holley House for tours of the historic landmark dressed to the nines for the holidays.

The Bush–Holley House is a National Historic Landmark and museum right in Cos Cob within Greenwich (near the Cos Cob train station and Cos Cob Park). It was constructed circa 1730 and in the late nineteenth century was a boarding house and the center of the Cos Cob Art Colony. Follow @GreenwichHistory on Instagram for updates as relates to all of their holiday activities.



Lymans Orchard

Lymans Orchard is an awesome upstate daycation from Fairfield County. In the fall enjoy pumpkin picking, golf, Halloween events, and an iconic corn maze - but come winter they keep the activities rolling.

This winter, enjoy brunch with Santa in their 1741 Pub and Grill, themed-paint nights, and gingerbread house activities for the kids. For a full list of activities and dates visit the event page of their website.

Jones Family Farm

A 400 acre farm featuring a winery and farm-to-table restaurant. Visit the Jones Family Farm for all your holiday needs such as gifting, wines for celebrating, and picking up your Christmas tree.

The Harvest Kitchen Cooking Studio features farm-style cooking classes and food-wine pairing classes. The Jones Family Farm has been harvesting trees for 73 years however, unique to this year there are new protocols.

In advance, make a reservation for either Harvesting Your Own Trees or picking up Fresh Cut Trees (only on the weekends) through December 13. For more information, visit the Jones Family Farm's website.

Allen Hill Farm

Allen Hill Farm is another great location to pick up your Christmas tree with beautiful grounds, tractor rides and a beautiful New England Barn. This site is a great one if you're looking to take family holiday pictures with an classic Connecticut look and feel.

Lockwood-Matthews Mansion

A national historic landmark, the Lockwood-Mathews Mansion features events, exhibits and an impeccable grounds all perfect for the holidays. Book your guided tour (offered daily) for $10 to enjoy beautifully-decorated rooms, architecture and the spirit of Christmas.

Florence Griswold's Museum: Magic of Christmas

The Florence Griswold Museum focuses on art, history, and nature across an impressive campus that includes: the Krieble Gallery, the Florence Griswold House and gardens across its grounds. But, come the holidays, the magic of Christmas is all over - with painting classes on Sundays, Scavenger Hunts, Christmas time Teas and more. Once you've exhausted all their exhibits and activities - dine at the on-site cafe.

Maritime Aquarium

When it comes to sharks, turtles and sea creatives the Maritime Aquarium brings it! But, did you know you can also check out IMAX movies, take public cruises and enjoy seasonal exhibits? All December through MLK Jr. weekend enjoy spectacular films including The Polar Express.

Greenwich Reindeer Festival

A town tradition from December 1-December 24, The 12th Annual Greenwich Reindeer Festival will feature Santa's three Reindeer this year, Dasher, Dancer and Vixen. Santa will be staying at the North Pole this year for the health and safety of all of the children and their families. So visit the Reindeer and enjoy beautiful Sam Bridge Nursery & Greenhouses.


Pick out your Christmas Tree, holiday plantings and you won't want to miss the Christmas Shop for festive, fun, unique holiday gifts. Santa looks forward to seeing you Christmas Eve.