MommyPoppins.com
MAKE YOUR DAY
Get Listed Log In Sign Up My Profile Sign out Contact
Westchester
  • Anywhere
  • New York City
  • Dallas Fort Worth
  • Atlanta
  • Boston
  • Chicago
  • Houston
  • Miami South Florida
  • Philadelphia
  • Washington DC
  • Orlando
  • Los Angeles
  • San Francisco Bay Area
  • Connecticut
  • Long Island
  • New Jersey
  • Westchester
Get Listed Log In Sign Up My Profile Sign out Contact

HOME - Westchester

Activity Calendar

Providers

Calendar  
  • Events

  • This Week's Picks

  • Activity Providers

  • Submit an Activity

Westchester Guide  
  • Westchester Baby Guide

  • Preschoolers

  • Tweens & Teens

  • Parks & Playgrounds

  • Free Activities

  • Birthday Parties

  • Restaurants

  • Westchester Moving Guide

Hudson Valley Guide  
  • Day Trips

  • Parks & Playgrounds

  • Restaurants

  • Adirondacks & Catskills

Things To Do  
  • Crafts for Kids

  • Recipes

  • Science for Kids

  • Games & Activities

  • Outdoors

  • Online & Virtual

Camps & Classes  
  • Camps Guide

  • Classes Guide

  • Preschools & Schools Guide

  • Directory

Family Travel  
  • Day Trips

  • Family Vacations

  • Theme & Water Parks

  • Resorts & Hotels

  • Adirondacks

  • Hamptons & North Fork Guide

  • Poconos Vacation Guide

  • Jersey Shore Guide

Contact

Sign up for our free newsletters.
Get on your feet for the lively celebration of Kwanza at Hudson Hall. Photo courtesy of the Historic Hudson  Opera House
Top Things To Do This Weekend in Westchester and the Hudson Valley with Kids
The Keeler Christmas light display in Putnam Valley features nearly 1 million lights.
Best Neighborhood Christmas Light Displays and Holiday Lights in Westchester in 2025
Untermyer Gardens Conservancy's Grand Holiday Illumination has become a Yonkers tradition. Photo courtesy of the conservancy
15 Must-Do Christmas Events and Holiday Activities in Westchester for Kids 2025
GUIDE
Holiday and Christmas Activities Guide for Westchester Kids
Enjoy the free holiday parade and drone show at the Galleria at Crystal Run in Middletown. Photo courtesy of the event
30 Free 2025 Holiday and Christmas Events in Westchester and the Hudson Valley for Kids
The stunning Peace, Love, and Lights drive-thru at Bethel Woods returns for another season of bringing visitors joy.
Best Holiday Lights Drive-Thrus and Christmas Light Shows from NYC in 2025
The holiday market at Bethel Woods Center for the Arts features more than 75 craft and food vendors. Photo courtesy of Bethel Woods Center for the Arts
Holiday Craft Fairs and Christmas Markets in Westchester and the Hudson Valley in 2025
Cirque Dreams' festive acrobats never fail to amaze. Photo courtesy of Cirque Dreams
Must-Do Christmas Events and Holiday Activities in the Hudson Valley in 2025
Celebrate the holiday spirit at the Snow Ball with the Snow Sisters at FASNY Museum of Firefighting. Photo courtesy of FASNY
20 Best Things To Do in Westchester and the Hudson Valley with Kids December 2025, According to Mommy Poppins Editors
Legoland New York bursts with holiday cheer during its
Westchester and Hudson Valley Top 2025 Christmas Events to Book Before They Sell Out
Get ready for back to school with all the right supplies, classes, and tips.
GUIDE
Back-to-School Guide 2025-2026
Enjoy glorious views on the Walkway Over the Hudson. Photo by Fred Schaeffer/courtesy of the Walkway.
50 Best Things To Do in the Hudson Valley with Kids
A visit to the United States Military Academy is a lesson in history and patriotism, but also tons of fun for families.
Visiting West Point with Kids: 37 Top Things To Do near the United States Military Academy
Kids can run, swing, slide, and even make music at Sally’s Dream Playground in Montgomery. Photo by Katherine Dhurandhar
Top Playgrounds in Westchester and the Hudson Valley Worth Driving To
The Saugerties Lighthouse is a stunning getaway no matter the season.
Sleep in a Lighthouse and More Hudson Valley Family Resorts and Hotels
Summer camps are a great way to make new friends and develop new skills
GUIDE
Summer Camps Guide for Westchester & Hudson Valley Kids
The Play Place in Elmsford is one of Westchester's top indoor play spaces.
Top Indoor Playgrounds and Play Spaces in Westchester
Roam the the cedar walk and gardens at Caramoor for a free, fun outing. Photo by Gabe Palacio
41 Free Things To Do in Westchester with Kids
Enjoy water sports at Westchester Summer Day in Mamaroneck. Photo courtesy of the camp
Best Summer Camps in Westchester for Kids
Palisade Center's Climbzone features themed rock walls as high as 40 feet. Photo courtesy of Climbzone.
20 Best Things To Do at the Palisades Center Mall with Kids
The Ausable Chasm has been described as the Grand Canyon of the Adirondacks and it's one of our top 100 things to do in New York State with kids. Photo by Anna Fader
Ultimate New York Bucket List: 100 Things To Do with Kids in NY State
Poughkeepsie's Gravity Vault  is an indoor rock-climbing gym with classes for kids as young as 5. Photo by Kaylynn Ebner
Best Kids' Indoor Playgrounds and Play Spaces in the Hudson Valley
Mount Kisco's Grand Prix New York, a go-kart hot spot, offers birthday parties with racing, arcade play, and virtual reality.
17 Best Indoor Party Places for Kids in Westchester
GUIDE
Guide to Indoor Fun for Westchester & Hudson Valley Kids
Kids explore the great outdoors Hudson Highlands Nature Center. Photo courtesy of the center
School Break Camps in Westchester and the Hudson Valley: Winter and Spring Break Camps
At Moe's Southwestern Grill, kids eat free on Tuesdays with the purchase of an adult entree. Photo courtesy of the restaurant
Restaurants Where Kids Eat Free in Westchester and the Hudson Valley
Kids under 1 are FREE hours at the Westchester Children’s Museum. Photo courtesy of the museum
GUIDE
Guide to Free Fun Things to Do with Westchester Kids
Kids can peek into the marine life in the aquariums at the Marine Education Center in Mamaroneck. Photo by Susan Miele
19 Free Things To Do Indoors in Westchester and the Hudson Valley: Indoor Places to Play
Castle Fun Center in Chester has a giant inflatable park, a rock wall, laser tag, and more. Photo by Katherine Dhurandhar
15 Family Fun Centers in Westchester and the Hudson Valley
Grab a colorful treat at Harley's Sweet Shop in Woodstock. Photo courtesy of the shop
25 Best Things To Do in Woodstock, NY, with Kids
Kids can climb the walls at the Cliffs in Valhalla. Photo courtesy of the Cliffs
32 Things To Do on a Rainy Day Indoors in Westchester and the Hudson Valley
Touch the soft rabbits at the Greenburgh Nature Center's petting zoo in Scarsdale. Photo courtesy of the center
Best Animal Petting Zoos near Westchester and the Hudson Valley Where Kids Can Meet Animals
Peekskill, NY, is a lovely riverfront community that acts an the unofficial gateway to the Hudson Valley.
25 Best Things To Do in Peekskill, NY, with Kids
Explore what makes things fly with the Westchester Children's Museum's Wind Tunnel Design Challenge. Photo courtesy of the museum
Visiting the Westchester Children's Museum in Rye: New and Ongoing Exhibits
Romp through the woods in the beautiful Catskills. Photo by Deborah Dadlani
40 Best Things To Do in the Catskills with Kids
GUIDE
Classes Guide for Westchester & Hudson Valley Kids
 Tig & Peach offers drop-in, no reservations required, open play 7 days a week.
7 Indoor Playgrounds in Westchester and the Hudson Valley for a Wild Romp
Friends young and old enjoy the attractions and Legoland New York, the first major theme park in the Northeast in 40 years.
  VIDEO
Legoland New York: A Guide to Visiting the Hudson Valley Theme Park with Kids
 Frost Valley YMCA offers a variety of day and overnight camps for kids ages 5-14. Photo courtesy Frost Valley YMCA
Affordable Summer Camps in Westchester and the Hudson Valley
These boredom-busting activities turn a stuck-at-home day into a lasting memory.
75 Indoor Activities for Kids on a Rainy Day
Kids love a birthday party filled with games and pizza at Chuck E. Cheese. Photo courtesy of Chuck E. Cheese
Best Fun Restaurants for Kids' Birthdays in Westchester
Head to the Mid-Hudson Discovery Museum from 5-8 pm on the third Saturday of the month to explore the museum for free,  Photo by the author
Free Museums and Museum Days in Westchester and the Hudson Valley
Creating a baking soda volcano is a classic science experiment for kids. Photo by Sara Marentette Nighswander
67 Easy Science Experiments for Kids To Do at Home
Kids can while away hours of a day with a set of watercolors and a stack of new paper for painting. Photo by Sara Marentette
Crafts for Kids: 100 Awesome Art Projects
These kids' movies are classic hits!
75 Best Movies for Kids: Top Family Movie Night Ideas
GUIDE
Guide to Playgrounds & Parks in Westchester & the Hudson Valley
Suncatcher_Liz Baill @creativishmom
GUIDE
Crafts for Kids Guide: Thousands of Craft Ideas
FIND AND BOOK ACTIVITIES
calendar icon
This Week In
Westchester
Brunch with Santa at the Royal Regency Hotel
Royal Regency Hotel - 11:30 AM Pick
Cookies and Cocoa with Santa at Shake it Off
Shake it Off Co. - 11:00 AM Pick
Nutcracker, Short and Sweet at the Paramount Hudson Valley Theater
Paramount Hudson Valley Theater - 1:00 PM Pick
Holiday Open House at the Michael Salyer House
The Michael Salyer House - 1:00 PM Pick
Hanukkah Celebration at the Nanuet Town Centre
The Shops at Nanuet - 3:00 PM Pick
Movers and Shakers at the Chappaqua Library
Chappaqua Public Library - 9:30 AM Pick
Children's Holiday Tea at Mount Gulian
Mount Gulian Historic Site - 12:00 PM Pick
Meet the Animals & Explore the Winter Woods at Westmoreland Sanctuary
Westmoreland Sanctuary Nature Center and Wildlife Preserve - 1:00 PM Pick
Cooking with Kids: Holiday Cookie Jars at the Rye Free Reading Room
Rye Free Reading Room at Rye Public Library - 4:00 PM Pick
Polar Express Train Ride in Kingston
Westbrook Lane Station (at the Kingston Plaza shopping center) - various times Pick
Musical Tuesdays in the Pound Ridge Library
Pound Ridge Town Park - 10:30 AM Pick
Liquid Nitrogen Ice Cream at the Mid-Hudson Discovery Center
Mid-Hudson Discovery Museum - 2:00 PM Pick
Polar Express Train Ride in Kingston
Westbrook Lane Station (at the Kingston Plaza shopping center) - various times Pick
School's Out/Art's In at Katonah Museum of Art
Katonah Musem of Art - various times Pick
The New Castle Historical Society's Great Holiday Train Show
New Castle Historical Society - various times Pick
Fiesta! with Flor at Croton Free Library
Croton Free Library - 11:00 AM Pick
Bouncing Babies at the Chappaqua Library
Chappaqua Public Library - 11:30 AM Pick
School's Out/Art's In at Katonah Museum of Art
Katonah Musem of Art - various times Pick
The New Castle Historical Society's Great Holiday Train Show
New Castle Historical Society - various times Pick
Bear Mountain Annual Gingerbread House Competition
Bear Mountain Inn - various times Pick
Music and Movement with Lori Cohen at Croton Free Library
Croton Free Library - 10:30 AM Pick
Holiday on the Hudson at Monteverde
Monteverde at Oldstone - various times Pick
Bear Mountain Annual Gingerbread House Competition
Bear Mountain Inn - various times Pick
Winter Glow Holiday Lights Drive-Thru
Heritage Financial Park - various times Pick
Rock'n' Rascalz at the Pound Ridge Library
Pound Ridge Library - 9:00 AM
Bouncing Babies at the Chappaqua Library
Chappaqua Public Library - 11:30 AM Pick
Holidays on the Hill Train Show at Lasdon Park & Arboretum
Lasdon Park Arboretum and Veterans Memorial - various times Pick
Polar Express Train Ride in Kingston
Westbrook Lane Station (at the Kingston Plaza shopping center) - various times Pick
Mommy & Me Animal Kingdoms at Westmoreland
Westmoreland Sanctuary - various times Pick
School's Out/Art's In at Katonah Museum of Art
Katonah Musem of Art - various times Pick
Shake it Off Holiday Craft & Dance with Bluey
Shake it Off Co. - 10:00 AM Pick
Play Sets at Dia Beacon
Dia Beacon - 10:30 AM Pick
Meet Live Owls at the New Rochelle Library
New Rochelle Library - 11:00 AM Pick
Holidays on the Hill Train Show at Lasdon Park & Arboretum
Lasdon Park Arboretum and Veterans Memorial - various times Pick
Polar Express Train Ride in Kingston
Westbrook Lane Station (at the Kingston Plaza shopping center) - various times Pick
SEE ALL ACTIVITIES
SUBMIT AN ACTIVITY +
Sign up for our free newsletters.
FOLLOW US FOR ACTIVITY PICKS, DEALS, AND GIVEAWAYS
FaceBook Instagram Twitter Pinterest YouTube
Activity Guides
  • Beaches & Lakes
  • Best Of Lists
  • Birthday Parties
  • Boats
  • Boredom Busters
  • Camps
  • Childcare
  • Christmas/Hanukkah
  • City Guides
  • City Hacks
  • Classes & Enrichment
  • Community
  • Crafts & Recipes
  • Earth Kids
  • Easter
  • Fairs & Festivals
  • Fall Activities
  • Family Travel
  • Farms & U-Pick
  • Free Activities
  • GoList
  • Halloween
  • Holidays
  • Hotels & Resorts
  • Indoor Activities
  • Museums
  • News & Openings
  • Outdoors
  • Parent Talk
  • Parks & Playgrounds
  • Play Gyms & Sports Centers
  • Pools & Spray Parks
  • Preschools & Schools
  • Restaurants
  • Shows
  • Skiing & Winter Sports
  • Special Needs
  • Special Occasions
  • Sports
  • Spring Activities
  • STEM
  • Stores & Services
  • Summer Activities
  • Theme & Water Parks
  • Trains, Dinos & Heroes
  • TV, Film & Movies
  • Virtual
  • Visitors Guide
  • Weekend Events
  • Weekend Trips
  • Winter Activities
  • Zoos & Gardens
Twitter Facebook LinkedIn Pin It WhatsApp

Top 25 Things To Do with Kids in Simsbury, CT

12/3/15 - By Pam Hegner

The first time I visited Simsbury, I was enamored with the beauty and history of this charming New England town. Located 14.5 miles west of Hartford in the Farmington Valley, it is close to the state's capitol and the airport, but feels worlds away. The rural and rustic charm has just enough of a cosmopolitan edge to make it a very desirable place to live and visit. 

Just ask Money Magazine, who has included Simsbury on their list of "Best Places to Live"  in America several times. Outdoor enthusiasts flock here, as it was given the honor of the first "Bike Friendly Town" in Connecticut by the American League of Cyclists. The nearly 24,000 residents have a lot to be proud of with great schools, history, accessibility and scenic terrain. The town offers numerous activities for children, and here are some suggestions. 

OUR LATEST VIDEOS

1. Arts and Crafts Festival 
In the middle of September, the Simsbury Women's Club hosts the festival which raises scholarship money for local residents. Iron Horse Boulevard, just off the center, will showcase over 100 artists and vendors. Admission and parking are free.

2. Abigail's Grille 
For almost 200 years, this tavern has been greeting guests and oozing ye old New England charm. It was built in 1780 as a stagecoach stop outside Hartford on the Boston to Albany Turnpike. The food is good - not great, but the bones of this restaurant and the several working fireplaces are worth a trip. There are also rumors that a ghost roams the tavern, so why not investigate? 

3. Blue Fox Rock and Bowl and Mini Golf 
This complex houses a beautiful mini golf course (open seasonally) and a bowling center on the north end of Hopmeadow Street. The golf course is a family favorite, thanks to the waterfalls throughout and many choices of ice cream at the end. Year round you can hit the bowling alley that features laser tag and Rock 'N Bowl nights, with neon lights and a DJ playing your favorite tunes. 

4. Flamig Farm
This interactive farm offers entertainment for the entire family. From April through November, you can visit the petting zoo and feed several animals including pigs, donkeys, alpacas, bunnies and more. Pony rides and hayrides are popular, especially the Halloween haunted variety in October. Breakfast with Santa and birthday parties are also a huge draw. 

5. Folly Farm 
This scenic farm is a full-service horse riding, jumping and training facility. All levels of experience are welcome for lessons and camps. In late September they hold the Folly Farm Classic, where you can watch competitions and participate in games, hayrides, pumpkin painting and other family-friendly activities. 

6. Great Pond State Forest 
One of Simsbury's natural treasures includes several miles of well-marked hiking trails. There are nearly 300 acres of forest that many species of wild birds call home, and you just may see turkeys running around. The pond is Simsbury's largest body of water and conservationist James L. Goodwin is primarily to thank for preserving the woodlands' beauty. He purchased the land in 1930 with a vision and plan that he would be proud of today. 

7. Gymnastics Training Center 
For over 35 years, this center has been part of USA Gymnastics. From babies to teens, boys and girls, there are classes for every level including tumbling, trampoline, bars, vault and more. They have a fantastic reputation as the best in the area, and host family playtimes, vacation programs, parties and parents' night out. 

8. Hopmeadow Cell Phone Walk 
Stroll through Simsbury's historic village, using your cell phone and get a guided tour! You dial 860-323-9029 and you'll receive prompts describing eleven historic places, landmarks, foliage and more.  There are several shops and restaurants to enjoy along your travels. Even if you don't have a phone, you can still walk and read signs. 

9. International Skating Center 
This world-class facility has trained National, World and Olympic Medalists. They have dual rinks, fitness room and a dance studio. But even if you don't aspire to be the next Michelle Kwan, they have lessons and open skate for all levels. If you prefer pucks, they hold hockey clinics, leagues and instruction. 

10. Iron Horse 5K, 10K and Half Marathon 
Thanks to a picturesque course, this event has turned into one of the area's most popular races. You'll start on Iron Horse Boulevard, and run past the Farmington River and many farms. The three distances and a kids' run make it appropriate for all levels and abilities. The post-race party includes a pancake breakfast, live music at the band shell, and a fitness expo. That combined with the access to the Rotary Park playground will make this a wonderful day for the entire family. 

11. Memorial Day Parades 
Simsbury holds two parades to honor veterans. One is in the Tariffville section of town, and the other is on Hopmeadow Street in the heart of Simsbury. They stagger the times, so you can hit both if you like and honor America and our veterans. 

12. Pinchot Sycamore Tree Area 
On the banks of the Farmington River at the Route 185 bridge, stands the giant sycamore tree which serves as the town symbol. It is the largest tree in CT, about 100 feet high. She's been around for almost 500 years, and has sustained damage in recent storms, but her strong foundation makes her a fighter. You can view it by driving by, or on foot where there is also a canoe launch or picnic area. 

13. Rails to Trails 
Town officials, volunteers and residents have worked extremely hard to make Simsbury one of the best bike-friendly towns in New England. Whether it is the East Coast Greenway, Farmington River Trail, Stratton Brook State Park Trail, or just riding around town, the commitment to accessibility and safety is a huge draw for families who like to be active. 

14. Rosedale Farms 
This fifth-generation family farm offers FarmFest weekends in the fall, where kids can take hayrides to the pumpkin patch, explore the grounds and a themed corn maze. Parents love the farm share options, market, farm-to-table dinners, store and wine tastings. The wine is actually pretty good for a small, local winery. It is a beautiful place and the views are fantastic. 

15. Rotary Park Playground
On Iron Horse Boulevard next to the band shell, this is one of my favorite parks in the Farmington Valley area. It is completely fenced in, so it is easy to keep your children contained. They have two sets of appropriate playscapes and swing sets, a sand box and covered pavilion with picnic tables. Nearby bike and hiking trails, shops and restaurants make it a nice way to spend a day out. 

16. Septemberfest
This three-day festival in early September is one of the area's best-kept secrets. As the primary fundraiser for the Simsbury Performing Arts Center, you'll find a ton of entertainment for all ages. The band shell will be rocking with live music, as kids enjoy bounce houses, train rides, games, story tellers, puppets, hot air balloon rides and more. There is an impressive selection of food and drink for sale, brought to you by local restaurants. Friday night fireworks and free parking/admission make this festival a hit. 

17. Simsbury Celebrates
On the Saturday after Thanksgiving, downtown becomes a winter wonderland. Hopmeadow Street is closed for a huge block party featuring train rides, carolers, ice carving, skiing and snowboard demonstrations, pony rides, food and drink, and much more. The buildings lining the street all have different activities inside that you can check out. Visits with Santa, gingerbread house displays, live bands, cookie decorating, arts and crafts, and the night culminates with a fireworks show. This is one of the area's best free festivals, despite the often frigid weather. 

18. Simsbury Farms 
The town's largest venue for year-round recreation showcases an ice rink, golf course, swimming pools, tennis courts, hiking trails and more. Lessons and public sessions are available, and it covers 235 acres which used to be an apple orchard. 

19. Simsbury Fly-In
Simsbury is a small town, but they have their own airport and flying club. In mid September they host the Fly-In and Car Show with proceeds going to keep the airport open. You can see vintage aircraft and automobiles up close and watch demonstrations. Balloon rides and a pancake breakfast make this an awesome day out. 

20. Simsbury Historical Society
This two-acre site contains structures, gardens and grounds you can visit all year round. Kids will love dressing up in colonial costume, see early machinery, play games from the era, and learn about Martin Luther King Jr's time in Simsbury while he was a college student. The Historical Society owns 16 buildings including carriage house, school house and ice house.  

21. Simsbury Public Library 
Right in the heart of downtown you'll find this beautiful building with a large children's area to explore. Programs include several story times and classes ranging from infants to teens. Nook E-readers, audio books, puppets and toys, visiting grandparent kits are just a few of the resources. It is a great place to spend a few hours.

22. Stratton Brook State Park 
In 1996, Stratton Brook became the first wheelchair accessible state park in CT. It has a lovely bike trail that travels over brooks. The finishing and swimming are extremely popular, thanks to a large pond with a beach. You can cook out on a grill and picnic next to the water, so it tends to get very busy on summer weekends. 

23. Talcott Mountain Music Festival 
From late June until the end of July, you'll find this outdoor concert series at the Performing Arts Center at Simsbury Meadows. You can either buy lawn seating or reserve tables and enjoy the sounds of various musical genres presented by the Hartford Symphony. The July 4th concert is the highlight, featuring patriotic tunes followed by fireworks. A night out with friends, a picnic and fantastic music make this event a Simsbury treasure. 

24. Talcott Mountain State Park and Heublein Tower 
This popular 1.25-mile hiking trail leads you to the top where you'll find the Heublein Tower, built by Hotelier/Restauranteur Gilbert Heublein in 1914 as a summer house. Many famous guests have vacationed there, including Ronald Reagan. The views from the 1,000 ft-high summit are stunning, especially during fall's splendor. At  the end of October is the Tower Toot festival, where German music and food awaits you when you arrive at the tower. The hike is moderately difficult; many people carry babies in backpacks or infant carriers. We first did the hike with my son when he was three years old. There is a steady incline, so wear appropriate shoes. 

25. Tulmeadow Farm 
This farm has graced West Simsbury's landscape since 1768. They offer a large array of locally-grown produce but the real draw here for kids is the homemade ice cream. Right on the farm with cows and rolling hills, you can pick from an array of flavors. It is a little pricey, but you can tell the difference and quality. It is well worth a trip. 

Originally published 1/11/14.

 

 

City Guides Preschoolers Kids Tweens & teens Hartford Connecticut

Featured Local Savings

Sign up for our free
newsletters.
New York City
Dallas Fort Worth
Atlanta
Boston
Chicago
Houston
Miami South Florida
Philadelphia
Washington DC
Orlando
Los Angeles
San Francisco Bay Area
Connecticut
Long Island
New Jersey
Westchester
MommyPoppins.com
Mommy Poppins is a family activity website that helps people find things to do with kids.
QUICK LINKS
Activities
Providers
Family Travel
CONTACT
Newsletter Subscribe
Contact
About
SITEMAP
Submit an Activity
List Your Business
Advertise with Us
© 2025 MommyPoppins. All Rights Reserved.
Privacy Policy | Cookie Policy | Terms of Use.
5.342
X
Click Here to Sign Up!
Register/Login if you don't want to see this popup.