Gifts

Culture

Reviews

Local Spots

Things to Do in Windham Connecticut

Discover a wide range of activities and attractions in Windham, Connecticut, from outdoor adventures to cultural experiences. This guide will help you uncover the best things to do in this charming town.

A picturesque scene that encapsulates the charm of Windham, Connecticut, without any human figures. The image consists of vibrant green fields under a clear blue sky, a quaint red barn typical of New England architecture, a peaceful lake surrounded by lush trees in autumn colors, and a profusion of wildflowers along a winding dirt road. A bridge arching over a tranquil river can be seen, while bountiful apple orchards are in the distance. The image is devoid of any text, brand names or logos, focusing solely on the natural beauty and serene ambience of Windham.

Discovering Main Street in Windham

Main Street in Windham is a blend of historic charm and modern convenience. Wandering down this picturesque street, you will find a variety of unique shops, delectable eateries, and engaging attractions.

The first stop on Main Street might be The Willimantic Brewing Company. This award-winning microbrewery and restaurant is housed in a historic granite and limestone 1909 U.S. post office building.

You can enjoy their extensive menu of craft beers paired with delicious American fare. People say the ambiance is warm and inviting, and the staff is knowledgeable about their brews.

Another notable spot is Cafémantic, a cozy café known for its organic coffee and artisanal cuisine. It has been praised for its welcoming atmosphere, making it a perfect spot for a relaxing afternoon.

If you love bookshops, make sure to visit The Green Room. It is a unique bookstore filled with a wide range of books, vinyl records, and quirky gifts. People say it feels like a treasure trove for book and music lovers.

Exploring Local Parks and Natural Spaces

For outdoor enthusiasts, Windham offers some fantastic parks and natural spaces to explore.

One popular destination is Mansfield Hollow State Park, which offers stunning views, hiking trails, and picnic areas.

The park is also home to Mansfield Hollow Lake, where you can enjoy activities such as fishing, paddle boating, and kayaking.

If you are seeking a more serene and less crowded spot, consider visiting the Airline State Park Trail. This trail is perfect for hiking, cycling, and enjoying a peaceful stroll.

It is a great place to enjoy nature and escape from the hustle and bustle of daily life.

Annual Events and Festivals

Windham hosts several annual events and festivals that bring the community together and offer visitors a taste of local culture.

One of the standout events is the Willimantic Boom Box Parade on July 4th. This quirky and unique parade is known for its creativity and community spirit.

Another popular event is the Thread City Hop Fest. This beer festival features a variety of craft beers, live music, and food vendors. People say it is a perfect way to spend a spring afternoon.

If you visit in the fall, do not miss the Willimantic Third Thursday Street Fest. Held on the third Thursday of each month from May to September, this festival showcases local artisans, live music, and great food.

Savoring Local Cuisine

Windham is home to a diverse culinary scene that offers something for every palate. One must-visit spot is That Breakfast Place, known for its hearty and delicious breakfast options.

Be sure to try their famous stuffed French toast. People rave about its generous portion sizes and friendly staff.

For lunch or dinner, consider heading to Hilltop Restaurant. This family-owned diner offers a menu full of comfort food classics. People often talk about their juicy burgers and homemade desserts.

If you are a fan of Mexican cuisine, check out Tacos La Rosa. This food truck offers a range of authentic and mouthwatering Mexican dishes. People say their tacos are some of the best in the area.

Shopping for Local Goods

If you enjoy shopping for local goods, Windham has some great options. The Willimantic Farmers Market is a fantastic place to find fresh produce, handmade crafts, and local treats.

It is held every Saturday from May to October. You can also visit the Quiet Corner Smoke Shop for a wide selection of cigars, tobacco, and smoking accessories.

For a unique shopping experience, stop by The Windham Antiques Marketplace. It houses an impressive collection of antiques and vintage items from various vendors.

People love the variety of items available and the friendly, knowledgeable staff.

Immersing in Windham’s Arts and Culture

Windham boasts a rich arts and culture scene that is both vibrant and eclectic.

The Windham Textile and History Museum is an excellent place to delve into the local heritage. The museum tells the story of the region’s industrial past and its impact on community life.

You might find intriguing exhibits that showcase antique looms, vintage fabrics, and period clothing. People say the guided tours provide fascinating insights into the area’s history.

If you are an art lover, you will not want to miss the Windham Art Gallery. This gallery celebrates the works of local artists and offers a rotating selection of paintings, sculptures, and mixed media art.

Frequent visitors highlight the unique and inspiring pieces on display, making it a must-visit for any art enthusiast.

The Windham Concert Hall is another cultural gem that you might want to visit. The hall regularly hosts concerts, theatrical performances, and community events.

People say the acoustics are fantastic, and the intimate setting makes for an enjoyable experience. Keep an eye on their event calendar to catch a live show during your visit.

Enjoying Outdoor Activities

Windham offers a plethora of outdoor activities that cater to various interests and skill levels.

The Wyndham Land Trust trails are a great place to start. These trails offer a mix of easy and challenging hikes, providing beautiful scenery along the way.

Many hikers note that the trails are well-maintained and perfect for bird watching and enjoying nature.

Bicycling enthusiasts will appreciate the Air Line State Park Trail, which offers miles of scenic pathways.

This trail is ideal for both casual rides and more serious cycling adventures. It is said that you can enjoy picturesque views of wooded areas, streams, and open fields.

If water activities are more your style, check out the nearby Mansfield Hollow Lake. You will find opportunities for fishing, kayaking, and paddleboarding.

Paddleboarders often commend the calm waters and peaceful environment, making it a favorite spot for a relaxing day on the water.

Discovering Local Shopping Spots

Windham features several charming shopping destinations where you can find unique goods and support local businesses.

The Willimantic Food Co-op is a beloved local grocery store that offers a wide selection of organic and locally-sourced products.

Shoppers appreciate the friendly atmosphere and the emphasis on sustainable products. It’s a great place to pick up fresh produce and specialty items while supporting the community.

The Windham Arts Collaborative is another noteworthy spot, especially if you are looking for unique artwork and handmade crafts.

Visitors enjoy browsing the diverse collection of items and often leave with one-of-a-kind pieces that cannot be found elsewhere.

For those interested in antiques, be sure to explore the Webster Bank Antiques Center. This multi-dealer shop is filled with an array of treasures from different eras.

Many visitors praise the range of antiques available and the knowledgeable staff who are always happy to answer questions.

Finding the Best Places to Stay

When it comes to accommodations, Windham offers a variety of options to suit different preferences and budgets.

The Nathan Hale Inn & Conference Center is a popular choice for its convenient location and comfortable rooms.

People love the hotel’s proximity to local attractions and the excellent customer service they receive during their stay.

If you prefer a more cozy and intimate setting, consider staying at one of Windham’s charming bed-and-breakfasts.

The Fitch House Bed and Breakfast is often recommended for its elegant rooms, delicious homemade breakfast, and friendly hosts.

You might find that staying at a bed-and-breakfast offers a more personalized and memorable experience compared to larger hotels.

For budget-conscious travelers, the Windham Motel offers affordable and comfortable accommodations.

Guests frequently note the clean rooms, convenient location, and the excellent value for their money.

If you are also planning a trip around Rhode Island, you may want to check out [leading family friendly attractions](https://www.checkcharm.com/local-spots/rhode-island/leading-family-friendly-attractions-in-rhode-island/) for additional ideas and inspiration for your family getaway.

Exploring Historical Landmarks

Windham is rich in history, and there are several landmarks that you might find intriguing during your visit.

One notable site is the Frog Bridge in Willimantic. This quirky and unique bridge features statues of frogs sitting on spools, which celebrate the town’s textile history.

Visitors love taking photos of this unusual landmark and learning about its significance to the local community.

The Windham Center Historic District is another area worth exploring. Here, you will find beautifully preserved historic buildings that give a glimpse into the town’s past.

Walking through the district, people often feel as if they’ve stepped back in time, making it a great spot for history buffs and architecture enthusiasts.

The Windham County Courthouse is also worth a visit. This historic building has been a central part of the community for over a century and continues to serve as an important landmark.

It is often praised for its stunning architecture and the sense of history it embodies.

In addition to exploring local historical landmarks, you might also be interested in visiting some must-see historical landmarks in neighboring Rhode Island.

Reading about [must see historical landmarks](https://www.checkcharm.com/local-spots/rhode-island/must-see-historical-landmarks-in-rhode-island/) can provide additional context and inspiration for your trip to Windham and beyond.

Family-Friendly Activities in Windham

If you are traveling with children, Windham offers plenty of family-friendly activities that are sure to keep everyone entertained.

The Kidcity Children’s Museum in nearby Middletown is a fantastic place for young kids. This hands-on museum offers interactive exhibits and play areas designed to spark creativity and learning.

Parents often appreciate the safe, engaging environment and the variety of activities available for children of all ages.

The E.O. Smith High School Planetarium is another great destination for families. This state-of-the-art planetarium offers educational shows and stargazing events that captivate both kids and adults.

Visitors frequently mention how much they enjoy learning about the stars and planets in such an immersive setting.

If you are looking for outdoor family fun, consider a visit to Lauter Park. This park features playgrounds, sports fields, and picnic areas that cater to families.

It is said to be a relaxing place to spend an afternoon, with plenty of space for kids to run around and play.

For more family-friendly activities in the region, you might want to explore [leading yoga retreats in Rhode Island](https://www.checkcharm.com/local-spots/rhode-island/leading-yoga-retreats-in-rhode-island-for-holistic-health/) to find additional activities that promote wellness and enjoyment for the whole family.

Experiencing Local Breweries and Distilleries

If you are a fan of locally crafted beverages, Windham has a few notable spots that you might want to check out.

The Willimantic Brewing Company, as mentioned earlier, is a fantastic place to start. It is not just about the craft beers; their menu also features a variety of delicious dishes that pair perfectly with their brews.

Another excellent choice is the Taylor Brooke Brewery, located just a short drive from Windham. This brewery is known for its thoughtfully crafted beers that use local ingredients whenever possible.

You will find a range of options from light ales to rich stouts, making it a great spot for any beer aficionado.

If you are more into spirits, consider visiting the Westford Hill Distillers. They are renowned for their high-quality eaux-de-vie, brandies, and gins.

It is said that their tasting room offers an educational and enjoyable experience, giving you the opportunity to learn about the distillation process while sampling their exquisite spirits.

Learning About Local History

For those who love delving into the past, Windham has several historical sites that offer a glimpse into the area’s rich heritage.

The Lebanon Green Historic District is a short drive from Windham and is definitely worth a visit. This area is steeped in history, with well-preserved colonial-era buildings and museums.

People often comment on the charm and tranquility of this historic district, making it a great spot for a leisurely afternoon stroll.

Another place to consider is the Nathan Hale Homestead. This historic site was the home of Nathan Hale, a Patriot spy during the American Revolution.

Visitors frequently highlight the knowledgeable guides and fascinating stories about Hale’s life and contributions to American history.

If you are interested in the textile industry, you might want to revisit the Windham Textile and History Museum. It offers an in-depth look at the region’s industrial past and its impact on the community.

Embracing Wellness and Relaxation

Windham offers several places where you can focus on wellness and relaxation during your visit.

The Yoga Shop of South Windsor is a popular destination for those seeking a peaceful and rejuvenating yoga session.

They offer a variety of classes suitable for all levels, from beginners to experienced yogis. People often praise the instructors for their expertise and welcoming approach.

Another place to check out is the Healing in Harmony Center. This wellness center offers a range of services, including massage therapy, Reiki, and holistic health consultations.

It is said that the serene environment and professional staff make it a perfect spot for relaxation and healing.

If you are inspired to explore more wellness options in the region, you might be interested in [leading yoga retreats in Rhode Island](https://www.checkcharm.com/local-spots/rhode-island/leading-yoga-retreats-in-rhode-island-for-holistic-health/), which offer additional opportunities to unwind and rejuvenate.

Enjoying Local Entertainment

Entertainment options in Windham are diverse, ensuring that there is something for everyone to enjoy.

The Jillson Square Park is a great venue for community events, including outdoor concerts, movie nights, and festivals.

People love the lively atmosphere and the variety of events held throughout the year.

For a more intimate setting, consider visiting the Windham Theatre Guild. This local community theater group puts on a range of productions, from classic plays to contemporary shows.

It is said that the performers are talented and dedicated, making for an enjoyable and engaging theater experience.

Another excellent option is attending a concert at the Windham Concert Hall, mentioned earlier. This venue regularly hosts fantastic musical performances and serves as a cultural hub for the community.

Taking Part in Farm Activities

If you love the idea of connecting with nature and experiencing farm life, Windham has some wonderful options for you.

The Tranquil Ridge Farm offers a variety of farm-based activities, including pick-your-own fruit, farm tours, and seasonal events.

Visitors appreciate the friendly atmosphere and the chance to learn more about sustainable farming practices.

The Red Fence Farm is another fantastic destination. This family-owned farm offers horseback riding lessons, trail rides, and pony rides for children.

It is said that the instructors are patient and knowledgeable, making it a great place for both beginners and experienced riders.

Windham’s surrounding area also has several farmers’ markets, such as the Willimantic Farmers Market mentioned earlier.

These markets are perfect for finding fresh, local produce and other farm products.

Exploring Nearby Attractions

Windham’s central location makes it an excellent base for exploring nearby attractions in Connecticut and beyond.

For instance, you can take a short drive to explore the beautiful beaches of Rhode Island.

Rhode Island has some incredible [prime beach locations](https://www.checkcharm.com/local-spots/rhode-island/prime-beach-locations-in-rhode-island-for-an-ideal-summer-day/) that are perfect for soaking up the sun and enjoying a day by the ocean.

Additionally, the town of Storrs, home to the University of Connecticut, is just a short drive away.

Here you can visit the UConn Dairy Bar for some delicious homemade ice cream and explore the university’s beautiful campus.

If you are interested in hiking, the nearby Nipmuck State Forest offers a variety of scenic trails that cater to different skill levels.

It is said that the forest’s diverse landscape and well-maintained paths make it a favorite spot for outdoor enthusiasts.

Find This and More on Amazon

Shop Now

Avery Ingram

Avery Ingram

Contributor

Read more articles by Avery Ingram