21 Fun Things To Do In Guilford Connecticut


Welcome to Guilford, Connecticut! The town is a beautiful place with lots of fun things to do, but you might be wondering how to get started. Well, we got you covered. Here are 21 fun things that you can do in Guilford:

1. Bishop’s Orchards

Located in Guilford, Connecticut, Bishop’s Orchards is a family-owned fruit farm that has been in business since the 1940s. They grow a variety of apples and pears, but their most popular varieties include McIntosh and Empire. The orchard is open every day of the year except for Christmas. Visitors can pick their own apples or purchase them at one of several stands within the orchard.

2. Chaffinch Island Park

Chaffinch Island Park is a large park in Guilford Connecticut and is a great place to go for hiking, biking, fishing, or boating. The park has a boat launch and picnic tables with pavilions. There is also an area for kids that includes a playground and basketball court.

3. Henry Whitfield State Museum

Henry Whitfield State Museum is a museum that was built in 1753. It is located at the intersection of Route 15 and Route 80, which makes it very easy to get to. The museum contains many artifacts from the time of Henry Whitfield, who was both a reverend and a politician during this period. You can learn all about him and his life as well as what he did for Guilford by visiting this museum!

4. Guilford Art Center

The Guilford Art Center is a community art center that offers studio space, gallery exhibitions, and lectures. It is located in the town center and is open to the public. The gallery hosts regular exhibits by local artists, including children’s artwork from local schools.

If you’re interested in learning about art or becoming an artist yourself, this is the place for you! The Guilford Art Center offers workshops and classes for adults of all ages. Classes include painting, drawing, mixed media, arts, and more!

5. Hyland House Museum

This historic house museum is located at 32 Church Street in Guilford, Connecticut. The house was built in 1760 by Captain Joseph Hyland, who was a farmer and ship’s captain. His daughter Sarah married Captain Elizur Goodrich of Fairfield, CT., commander of the privateer “Black Prince” during the War of 1812. Their descendants lived in this home until it became part of the Guilford Center School District in 1965.

The Guildford Historical Society purchased it from the school district with generous donations fcal residents and restored it to its original condition using construction techniques of that period. It has been open as a museum since 1968 and is open year-round for tours Monday through Saturday from 10 am to 2 pm (closed on holidays).

6. Greene Art Gallery

The Greene Art Gallery is conveniently located in downtown Guilford, Connecticut. The gallery is home to many local artists, who display their work there for sale. They also host different events and workshops so you can see the art being created before your eyes! The gallery was originally founded by artist Philip Greene and his wife, Nancy (who still serves as manager). It has been around since 1994 and has grown from a small space into a great place to buy unique artwork that reflects the community.

If you love art this place is worth checking out!

7. New England National Scenic Trail Gateway

If you’re looking for a place to get away from it all and forget about the stresses of everyday life, look no further than Guilford’s New England National Scenic Trail Gateway. Located at the edge of town, this peaceful trail offers some of the most scenic views in all of Connecticut—and with more than 1,000 miles of trails throughout the state, that’s saying something!

The New England National Scenic Trail Gateway is open daily and offers access to several nearby hiking trails as well as an area where you can sit down and relax while admiring nature. Visitors will be amazed by how many different kinds of birds they can see from their vantage point overlooking Lake Waramaug (whose name translates literally into “a large body of water”). You’ll feel like you’ve taken a step back in time here—and if relaxing sounds like your idea of fun (it does!), then you should consider visiting this idyllic spot during your next trip through Connecticut.

8. Guilford Town Center Historic District

  • Guilford Town Center Historic District. The historic downtown area of the town is a great place to stroll around, look at the buildings, and explore some of the shops and restaurants. There are also some nice parks in town if you want to get out of the sun for a bit.
  • Guilford Center for Performing Arts has live music concerts, plays, and other performances throughout the year (www.guilfordcenterforperformingarts.org)
  • The Guilford Free Library has books for people who like reading (http://guilfordfreelibraryct.org/)

9. Guilford Kiosk Information Center

The Guilford Kiosk Information Center is located on the corner of US 1 and Main Street. It’s a small, red building with a white roof and green trim. Inside, you’ll find public restrooms, vending machines for snacks and drinks, free Wi-Fi to use on your phone or tablet, as well as information about Guilford’s history and attractions.

Outside is even more fun! There are picnic tables where you can sit while taking in the view of the Connecticut River or playing games like chess or checkers with other visitors—or if you prefer something more active like Frisbee toss or tag football (both are popular among locals).

10. The Dudley Farm Museum

The Dudley Farm Museum, located in Guilford, CT, tells the story of the Dudley family and their farm. The museum is open year-round and it is a great place to visit with kids. There are many events and programs at the museum that are sure to be fun for everyone!

The Dudley Farm Museum has a special focus on rural history in New England including farming tools, housewares, and furniture. You’ll also see original paintings depicting life on a Connecticut farm during different periods!

11. Christ Church

Christ Church is a historic church in Guilford, Connecticut. It was founded in 1710 by the Society for the Propagation of the Gospel in Foreign Parts and is currently an Episcopal parish serving roughly 1,100 families. The church has been open to the public since its founding, except during World War II when it was used as a barracks by soldiers stationed at nearby Fort Hale.

Christ Church offers free guided tours and self-guided tours Monday through Friday from 9:00 a.m.-12:30 p.m., after which they’re locked up tight until Saturday at 10:00 am when they reopen again until 12:30 pm that day!

12. Massage Savvy

A local massage therapist who offers a variety of services, including massage therapy, facials, and body treatments. Massage Savvy is located at 77 Main Street in Guilford and can be reached by calling (203) 467-9190 or visiting the website at www.massagesavvyct.com

13. CT Bike Tours.Com

  • Guided bike tours of the Guilford area
  • Variety of tours for all skill levels
  • Lunch and snacks included on most tours
  • Book online, or by phone

14. Breakwater Books

Breakwater Books is a great local bookstore that also sells coffee and snacks. This shop has a huge selection of books, so you’ll find something you’d like to read. Breakwater Books is located on Main Street in downtown Guilford, Connecticut. They’re open 7 days a week!

15. Tracy Brent Collections

If you’re looking for something different, head over to Tracy Brent Collections. This fine art gallery offers a wide range of art, including paintings, glass, and sculpture. They have quite a large selection of jewelry and home decor as well.

The best part? They offer free wine tastings every Friday night.

16. Cate’s Sew Modern

Cate’s Sew Modern is a local business that sells sewing and quilting supplies, fabrics, notions, and patterns. They offer classes as well. The store has been in Guilford for over 20 years. They have a retail shop and an online store with thousands of items on it.

17. The Spice & Tea Exchange Of Guilford

Description of the Store – “The Spice & Tea Exchange Of Guilford” is a great place for anyone who loves spice and tea! They have over 300 spices and teas to choose from in the store. They also offer classes on how to cook with spices so you can learn how they taste when used properly. This unique store offers something different than any other store on this list because it gives you access to high-quality spices that would be hard to find anywhere else!

  • Address: 270 S Broad St, Guilford, CT 06437
  • Hours of Operation: Monday – Saturday 10:00 AM to 6:00 PM, Sunday 12:30 PM to 5:00 PM
  • Phone Number: 203-453-3330
  • Website: www.spiceandteaexchange.com/guilford

18. Tracy Coast & Country

Tracy Coast & Country is a boutique located in Guilford, CT. The shop sells clothing and accessories for women, men, and children. They also carry home decor items and gifts.

19. Shoreline Segway

Guilford is a small town, which means that it’s easy to get around on foot. But you should try to see things from a different perspective every once in a while. And what better way to do that than by zooming through the streets on one of these electric scooters? You won’t believe how much easier it is to take in the sights when you’re riding along at 10 mph! The folks at Shoreline Segway are pros at running tours, so feel free to ask them about their schedule—they have plenty for guests of all ages and skill levels, including private single-person tours as well as group outings with friends or family members (or even coworkers).

20. Everlastings Organic Salon & Spa

When it comes to pampering yourself, there are many ways you can go. But if you’re looking for a spa experience as organic as it gets, head over to Everlastings Organic Salon & Spa in Guilford. The spa offers a full range of services including pedicures and manicures, waxing, facials, and massages. You’ll also find body treatments like salt glow exfoliation wraps and sugar scrub facials that will leave your skin feeling smooth and refreshed.

21. SHiFT Cycling

SHiFT Cycling is a cycling studio that offers indoor cycling classes. The studio is located in Guilford, Connecticut, and offers classes for all levels of cyclists. Classes are 45 minutes long and focus on endurance, strength, and speed.


I hope you’ve enjoyed this article and learned a thing or two about the cool things to do in Guilford. But wait, there’s more! I just want to make sure that you have all of the information you need before heading out on your adventure.

So what are some other fun things to do in Guilford? Well, one fun thing is visiting the Guilford Fairgrounds. The fairgrounds host many different events throughout the year including their annual fair and fireworks display during July 4th weekend.

If you are looking for something more adventurous than a simple walk around town, check out one of these popular hiking trails: Mount Tom Trail or the Eastern States 100 Mile Endurance Run course (which runs through several towns). For those who prefer water sports over land sports, there is also plenty of opportunity for kayaking along Lake Gulliver.


Now that you know the fun things to do in Guilford, CT, it’s time to start planning your next adventure. Take a look at our list of recommendations and start planning now!

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