The Ultimate Tolland Bucket List: 18 Must-Do Activities for Every Traveler

Tolland, a charming town in Connecticut, offers a wealth of enjoyable activities for locals and tourists alike.

From delving into the area’s rich history at the Tolland Historical Society to enjoying the natural beauty at Crandall’s Park or Shenipsit State Forest, Tolland has an engaging mix of culture, history, and nature.

Whether you are a food lover, an outdoor enthusiast, or a history buff, you can find something to cater to your interests in the many things to do in Tolland.

18 Things to Do in Tolland

Tolland is a small town in Connecticut that offers a variety of attractions and activities for visitors and locals alike. Whether you are looking for history, nature, culture, or adventure, you will find something to enjoy in Tolland.

Here are 18 things to do in Tolland that you should not miss.

1. Old Tolland County Court House Museum


The Old Tolland County Court House Museum, located in Tolland, MA, USA, is a historical treasure that offers visitors a glimpse into the region’s rich past.

This museum is a testament to the area’s history and provides an engaging experience for all who visit. Upon entering the Old Tolland County Court House Museum, visitors are immediately transported back in time.

The museum’s architecture showcases the distinct style of the era, with its grand columns and ornate detailing.


The building is a piece of history, constructed in the early 1800s. Inside, the museum houses a vast collection of artifacts that tell the story of Tolland’s evolution.

From the early settlements of the Native American tribes to the arrival of European settlers.

Phone: +1 860-870-9599

Address: 53 Tolland Grn, Tolland, CT 06084, United States


2. Crandall Park


Crandall Park in Tolland is a fantastic destination for those looking to spend quality time outdoors. With its beautiful scenery and a wide variety of activities, there is something for everyone to enjoy.

One of the highlights of this park is that it is dog-friendly, allowing you to bring your furry friend along for the fun. Upon arriving at Crandall Park, you’ll immediately notice the serene and picturesque setting.


The park boasts sprawling green spaces, towering trees, and well-maintained trails that are perfect for leisurely walks.

Whether you want to go for a jog or take a leisurely stroll, the park’s pathways provide a peaceful and scenic environment. If you’re a dog owner, you’ll be pleased to know.

Rating: 9.2

Phone: +1 860-871-3610

Address: 120 Cider Mill Rd, Tolland, CT 06084, United States


3. Hicks-Stearns Family Museum


The Hicks-Stearns Family Museum in Tolland offers visitors a unique and engaging experience.

The heart of this historic town, the museum provides an insightful glimpse into the lives and stories of the Hicks-Stearns family. Upon entering the museum, visitors are transported back in time as they explore the various exhibits and displays.

The museum showcases a vast collection of artifacts, photographs, and documents that highlight the rich history of the Hicks-Stearns family and their contributions to the Tolland community.

One of the museum’s main attractions is its impressive collection of antique furniture and household items.

Visitors can marvel at the craftsmanship and intricate details of these historical pieces, gaining a deeper appreciation for the skills and artistry of the.

Rating: 9.6

Phone: +1 860-875-7552

Address: 42 Tolland Grn, Tolland, CT 06084, United States

4. Tolland Jail Museum


The Tolland Jail Museum is a fascinating place to visit in Tolland, offering a unique glimpse into the town’s history. While its description might be, its experience is far from empty.

Upon entering the museum, visitors are immediately transported back in time to the days when the jail was fully operational. The building is captivating, with its sturdy stone walls and iron bars reminiscent of a bygone era.

As you step inside, the musty smell of old wood and the creaking floors underfoot add to the immersive atmosphere. One of the highlights of the Tolland Jail Museum is the opportunity to explore the original jail cells.

These small, dimly lit spaces give visitors a sense of what life was like.

Rating: 9.4

Phone: +1 860-870-9599

Address: 52 Tolland Grn, Tolland, CT 06084, United States


5. Stoppleworth Conservation Area


Stoppleworth Conservation Area is a hidden gem located in Tolland that offers an array of exciting activities for nature enthusiasts.

With its serene surroundings and diverse wildlife, this conservation area is a must-visit destination for individuals seeking tranquility and adventure. One of the main attractions at Stoppleworth Conservation Area is the extensive network of hiking trails.

These trails wind through the lush forests, offering breathtaking views of the surrounding landscape. Trails are suitable for all skill levels, whether you are an experienced hiker or a beginner.

Along the way, you can spot various species of birds, admire the colorful wildflowers, and immerse yourself in the beauty of nature. For those who enjoy fishing, Stoppleworth Conservation Area provides a peaceful setting to cast your.

Rating: 9.8

Phone: +1 860-871-3600

Address: 101-391 Hunter Rd, Tolland, CT 06084, United States


6. Schindler Schmidt Conservation Area


If you’re in Tolland and looking for things to do, consider visiting the Schindler Schmidt Conservation Area.

This local nature preserve is a hidden gem within Tolland, offering various outdoor activities for nature lovers. The Schindler Schmidt Conservation Area is perfect for a peaceful walk or hike.

With several trails and pathways, it caters to hikers of all experiences. Whether you’re a pro hiker or enjoy casual walks, you’ll find a trail that suits your level. For bird enthusiasts, this conservation area is a must-visit.

The area is home to numerous species of birds, making it a popular spot for birdwatching. Don’t forget to bring your binoculars to catch.

Rating: 9.8

Phone: +1 860-871-3600

Address: 344 Sugar Hill Rd, Tolland, CT 06084, United States


7. Cross Farms Recreation Complex


Tolland, a charming town located in Connecticut, offers numerous activities and attractions for visitors to enjoy. One notable place worth exploring is the Cross Farms Recreation Complex.

Set amidst picturesque surroundings, this recreational area provides various activities for individuals and families alike.

Moreover, a standout feature of this complex is its dog-friendly policy, making it an excellent choice for dog owners seeking outdoor adventures.

At Cross Farms Recreation Complex, visitors can embark on various outdoor activities to make the most of their time in Tolland.

The sprawling green spaces and well-maintained trails offer ample opportunities for leisurely walks or invigorating jogs. Whether you are a seasoned runner looking for a challenging route or want to enjoy a peaceful stroll with your furry friend, the.

Rating: 9

Address: 167 Rhodes Rd, Tolland, CT 06084, United States


8. Tolland Green


Tolland Green is a picturesque location in the heart of Tolland, Connecticut. With its quaint charm and idyllic setting, this historic town square offers many activities and attractions for visitors of all ages.

Whether you’re a history enthusiast, nature lover, or simply looking for a relaxing day out, Tolland Green has something to offer everyone.

One of the main draws of Tolland Green is its rich history. As you stroll through the green, you can’t help but be transported back in time.

The Green was established in the late 18th century and has since served as a gathering place for the community. It has witnessed countless events and celebrations, making it a significant landmark in the town’s history.

Rating: 8.6

Address: Unnamed Road, Tolland, CT 06084, United States

9. William Benton Museum of Art


The William Benton Museum of Art is a must-visit destination when exploring Tolland. Located in the heart of the town, this museum offers a delightful experience for art enthusiasts and history buffs alike.

Its diverse collection and captivating exhibitions provide a unique opportunity to immerse oneself in the art world. Upon entering the museum, visitors are immediately greeted by the stunning architecture and serene ambiance.

The museum’s interior is thoughtfully designed, creating an atmosphere that enhances the appreciation of the art on display.

The spacious galleries allow for a leisurely exploration of the various exhibits, offering an escape from the outside world. The William Benton Museum of Art boasts an impressive collection of artwork that spans different periods and styles.

From Renaissance masterpieces to contemporary installations.

Rating: 9

Phone: +1 860-486-4520

Address: 245 Glenbrook Rd, Storrs, CT 06269, United States


10. New England Civil War Museum


The New England Civil War Museum, located in Tolland, is a must-visit destination for history buffs and those interested in learning about the Civil War era.

This unique museum offers a fascinating glimpse into the tumultuous period of American history, showcasing various artifacts and exhibits related to the war.

Upon entering the museum, visitors are immediately transported back in time as they are greeted by a collection of authentic Civil War uniforms worn by soldiers from both the Union and Confederate armies.


These well-preserved garments connect to the brave men who fought during this pivotal time in our nation’s history. Returning to the museum, guests can explore a range of exhibits that delve into the causes, major battles, and the aftermath of the Civil War.


Rating: 9.8

Phone: +1 860-870-3563

Address: 14 Park Pl, Vernon, CT 06066, United States


11. Shenipsit State Forest-Soapstone Mountain


Shenipsit State Forest-Soapstone Mountain in Tolland is a must-visit destination for nature lovers and outdoor enthusiasts.

Located in a beautiful woodsy area, this state forest offers a range of activities and attractions that will delight visitors of all ages. One of the main highlights of Shenipsit State Forest-Soapstone Mountain is its conservation museum.

This museum showcases the rich flora and fauna of the area, providing visitors with a deeper understanding and appreciation of the natural world.

It offers a unique opportunity to learn about the importance of conservation and the efforts being made to protect the local ecosystem. Another notable feature of this state forest is the observation tower.

From the top of the tower, visitors can enjoy panoramic views of the surrounding wood.

Rating: 9.4

Phone: +1 860-684-3430

Address: 263 Gulf Rd, Somers, CT 06071, United States


12. Mansfield Hollow State Park


Tolland, Connecticut, offers a variety of activities for both residents and visitors to enjoy. One such place is Mansfield Hollow State Park.

With its picturesque natural beauty and the added bonus of allowing dogs, it is a must-visit destination for dog owners in the area. The heart of Tolland, Mansfield Hollow State Park is a true gem.

The park spans over 3,700 acres, providing ample space for outdoor enthusiasts and their furry companions to explore.

Whether you want to go on a leisurely stroll, hike, or have a picnic, Mansfield Hollow has it all. One of the main highlights of this state park is the fact that dogs are allowed. For many dog owners, finding places where they’re loved is important.

Rating: 9.4

Phone: +1 860-455-9057

Address: 151 Bassetts Bridge Rd, Mansfield Center, CT 06250, United States


13. The Quarry Campground


Tolland is a charming town that offers a variety of activities for visitors to enjoy. One popular attraction in the area is The Quarry Campground.

This picturesque campground provides a serene setting for outdoor enthusiasts and welcomes dogs, making it an ideal destination for pet owners.

The Quarry Campground is amidst the natural beauty of Tolland, offering visitors a chance to escape the hustle and bustle of everyday life.


Its tranquil atmosphere and scenic surroundings make it the perfect place to relax and unwind.

The campground is known for its well-maintained facilities and friendly staff, ensuring a comfortable and enjoyable stay.

One of the standout features of The Quarry Campground is its dog-friendly policy. This means that visitors can bring their furry companions along to share in.

Rating: 9.4

Phone: +1 860-875-8325

Address: 704 Shenipsit Lake Rd, Tolland, CT 06084, United States


14. Husky Heritage Sports Museum


Husky Heritage Sports Museum is a must-visit attraction in Tolland, offering a fascinating glimpse into the rich sports history of the region.

This unique museum showcases a wide range of memorabilia, artifacts, and interactive exhibits that will captivate sports enthusiasts of all ages. As you enter the Husky Heritage Sports Museum, you’ll be greeted by a engaging atmosphere.

The museum boasts a meticulously curated collection of sports-related items, including jerseys, equipment, photographs, and trophies, which provide a comprehensive overview of the area’s sporting legacy.


One of the main highlights of the museum is its interactive exhibits. Visitors can try their hand at various sports simulations, such as virtual basketball, football, and hockey. These interactive displays allow.

Rating: 10

Phone: +1 860-486-2240

Address: 2384 Alumni Dr, Storrs, CT 06269, United States


15. Shelter Falls Park


Shelter Falls Park is a wonderful place to visit in Tolland, Connecticut. With its beautiful natural surroundings and various activities, it is a must-visit spot for locals and tourists.

One of the best aspects of this park is that dogs are allowed, making it a great place to spend quality time with your furry friends. Upon arriving at Shelter Falls Park, you will be immediately captivated by its natural beauty.

The park boasts scenic walking trails that wind through lush greenery, providing a peaceful and tranquil atmosphere.

As you walk along these trails, you can take in the sights and sounds of nature, enjoying the refreshing air and the soothing sounds of birds chirping. For those who are more adventurous, Shelter Falls Park offers opportunities for hiking.

Rating: 7.6

Address: 6 Silver Falls, Storrs, CT 06268, United States


16. Horsebarn Hill


Horsebarn Hill in Tolland offers a variety of activities for visitors to enjoy.

One of the notable features of this place is that dogs are allowed, making it a great destination for pet owners. Upon arriving at Horsebarn Hill, visitors can take their dogs on a leisurely stroll along the scenic trails.

The well-maintained paths wind through picturesque woodlands, providing a peaceful and serene atmosphere for both dogs and their owners to appreciate.


As you walk, you can enjoy the beauty of nature while spending quality time with your furry friend. For those looking for a more challenging adventure, Horsebarn Hill offers hiking trails that cater to various skill levels.

Dogs can accompany their owners on these trails, making the experience even more enjoyable.

Rating: 9.6

Address: 47-45 Horsebarn Hill Rd, Storrs, CT 06269, United States

17. Birch Mountain Pottery


Birch Mountain Pottery in Tolland offers an exciting opportunity for visitors to indulge in some delightful in-store shopping.

This charming pottery shop is a must-visit destination for art enthusiasts and those looking for unique, handmade items. As you step into Birch Mountain Pottery, you will be greeted by a warm and inviting atmosphere.

The shop has an extensive collection of beautiful pottery pieces, each lovingly crafted by skilled artisans.


The shelves are adorned with an array of intricately designed bowls, plates, mugs, vases, and more. The in-store shopping experience at Birch Mountain Pottery allows you to browse through the stunning range of items at your own pace.

Take your time to admire the craftsmanship and attention to detail that goes into it.

Rating: 9.6

Phone: +1 860-875-0149

Address: 223 Merrow Rd, Tolland, CT 06084, United States


18. New England Motorcycle Museum


The New England Motorcycle Museum is a must-visit attraction in Tolland.

Located in the heart of the town, this museum offers a unique and fascinating experience for motorcycle enthusiasts and history buffs alike. Step into the world of motorcycles as you explore the extensive collection of vintage bikes on display.

From classic Harley-Davidson models to sleek Triumphs, the museum showcases a diverse range of iconic motorcycles from different eras. The museum boasts an impressive selection of motorcycles, each with its own story to tell.


As you wander through the exhibits, you’ll learn about these remarkable machines’ rich history and evolution.

Discover how motorcycles have evolved over time, from early designs to modern-day innovations. One of the highlights of the New England Motorcycle Museum is its interactive.

Rating: 9.6

Phone: +1 860-454-7024

Address: 200 W Main St, Vernon, CT 06066, United States



After researching and examining things to do in Tolland, it’s clear that this town offers a variety of activities that cater to different interests.

From outdoor recreational spots like Shenipsit State Forest and Crandalls Park for nature lovers to cultural and historical sites like The Daniel Benton Homestead Museum and The Hicks-Stearns Museum for history buffs.

Various local events, festivals, and farm visits are perfect for family outings. In conclusion, despite being a small town, Tolland provides a range of enjoyable activities for residents and visitors alike.

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Naim Benmayor

I am a passionate and knowledgeable tour guide at Boston Private Guide, dedicated to providing you with an unforgettable experience in the historic city of Boston. With years of expertise, I bring the rich history, culture, and hidden gems of this vibrant city to life. Whether you're interested in exploring the Freedom Trail, indulging in the culinary delights of the North End, or discovering the lesser-known stories of Boston's past, I am here to tailor a personalized tour just for you. Join me on a journey through Boston's streets, where every cobblestone has a tale to tell, and let's create lasting memories together. LinkedIn

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