Our 15 Favorite Massachusetts Tours & Things To Do

Massachusetts is a state that offers more than its famous history and Boston skyline. Its diverse attractions range from thrilling outdoor activities to immersive history tours, all within a short drive of Boston.

Whether you’re craving an adrenaline rush on a small-group axe-throwing experience in Worcester or exploring the Battle of Lexington and Concord at your own pace with a self-guided audio tour, the Bay State has it all.

For those looking to combine fun and food, pairing an escape room experience at Legacy Place in Dedham with nearby dining options makes for a perfect day out.

With so much to choose from, you’ll find something that matches your style—whether that’s history, adventure, or relaxation.

Quick Overview

Massachusetts offers a wide range of tours and experiences including escape rooms in Dedham and Lynnfield, outdoor water activities like canoeing and kayaking at Lake Cochituate, history-focused self-guided tours of Lexington and Concord, and even unique scavenger hunts in Concord.

There are family-friendly activities like paddleboarding and pedal boats, cultural explorations such as walking tours of Westborough, and specialized transportation services between Boston and New York or New Hampshire. Below, we guide you through each of these fantastic options, highlighting what makes each one special.

1. The Escape Game Dedham: Epic 60-Minute Adventures at Legacy Place

At number 1, the Escape Game Dedham offers immersive escape rooms just 25 minutes outside Boston at Legacy Place. These are not your average puzzles—they’re themed experiences where you’ll work with your team to find clues, solve puzzles, and complete your mission within about 75 minutes total.

You can choose from five different themes, including saving the future, breaking out of prison, or discovering hidden fortunes, all designed to be family-friendly and engaging for a wide age range. The venue’s customer service team is helpful if you get stuck, which adds a nice touch of support to the challenge.

A key feature is the convenience—pair your escape room adventure with a meal at one of Legacy Place’s many dining options for a full day of fun. With a top rating of 5.0/5 from 121 reviews, this experience is perfect for friends, families, or even team-building outings.

The cost of $39.99 per person offers good value for a memorable, interactive experience that’s more than a puzzle—it’s a test of teamwork and quick thinking.

Bottom Line: A hit for puzzle lovers and families alike, combining fun, food, and a bit of brain strain in a lively mall setting.

2. The Escape Game at MarketStreet in Lynnfield

Ranking second, this Escape Game in Lynnfield is equally rated with a perfect 5.0/5 from 86 reviews, and costs the same $39.99 per person. Located at MarketStreet, it’s conveniently situated near a variety of restaurants like Otto Pizza, Davio’s, and Yard House—making it a great option for combining escape room fun with a good meal.

This venue offers the same immersive, puzzle-solving adventures as Dedham but with the added bonus of nearby shopping and dining. The duration of about 75 minutes makes it a perfect activity for a casual afternoon or evening out. It’s especially suited for groups who want a challenging yet lighthearted experience, with a friendly atmosphere and support from staff if needed.

Bottom Line: For those who want a fun escape room experience combined with a vibrant shopping and dining environment, this is a top choice.

3. 1-Hour Axe Throwing in Worcester

Moving to a completely different vibe, Worcester’s axe throwing ranks third with a perfect 5.0/5 from 39 reviews, costing just $28 per person. This small-group activity is as much about skill as it is about stress relief—test your aim while learning proper technique from trained instructors.

The experience includes multiple games and challenges, plus the option to challenge friends or strangers to see who’s the best.

For those wanting to push their skills further, there’s an attached muraled archery range, and knife-throwing can be added for a small extra fee. It’s suitable for all levels—no experience needed—and it’s a great way to add some friendly competition to your trip. The emphasis on safety and coaching makes it accessible even for first-timers.

Bottom Line: Perfect for adventure seekers and groups wanting a lively, physical activity with a competitive edge.

4. Battle of Lexington and Concord Driving & Walking Audio Tour

Coming in fourth, this self-guided audio tour is an excellent way to explore Lexington and Concord at your own pace, for just $14.99 for a group of up to four. It covers the 7.5-mile route of the first battles of the American Revolution, with stops at historic sites like the North Bridge Visitor Center and Ralph Waldo Emerson’s House.

This tour’s strength lies in its flexibility—download the app, start whenever you wish, and enjoy a mix of driving and walking. The narration is highly rated, making history accessible and engaging. Reviewers love the balance of driving and stopping and appreciate the opportunity to personalize their experience, especially since the tour is free to start and can be used over a year.

Bottom Line: Ideal for history enthusiasts who prefer a self-paced, flexible exploration with rich storytelling.

5. Private Walking Tour of the 100th Town in Westborough

This private walking tour in Westborough, rated 5.0/5 from 2 reviews, costs $40 per group (up to 10 people). It focuses on Westborough’s history since 1717, taking you through the downtown area and its colonial houses, churches, and farms. The tour lasts about 1 to 2 hours and is perfect for those wanting a personalized, relaxed exploration of a classic New England town.

The guides are enthusiastic and knowledgeable, sharing stories about the original founders and local landmarks. It’s a great way to learn about small-town charm, especially if you’re into local history or want a gentle walk after a busy day.

Bottom Line: Best suited for history buffs and small groups seeking a personalized, intimate walk through a quintessential New England town.

6. Affordable Door-To-Door Transport (Boston To NYC)

Number 6 is a practical choice for travelers needing transportation between Boston and New York City. For $129 per person, this shared ride offers door-to-door service, with Wi-Fi, electrical outlets, and health protocols. It’s perfect for business travelers or anyone wanting to avoid the hassle of driving or crowded buses.

While not a tour per se, it’s a convenient way to get from Massachusetts to NYC without the expense of a private taxi, especially if you’re traveling with a group. The reviews suggest it’s a reliable, comfortable option, though schedules may vary, so planning ahead is recommended.

Bottom Line: An economical, stress-free way to travel between two major cities, especially suitable for small groups or business trips.

7. From Boston: Guest of the Cranes Guided Tour on Crane Estate

This guided tour of Castle Hill at the Crane Estate costs $81 per person and lasts about 5 hours. It’s designed for history lovers, architecture enthusiasts, and nature seekers. The trip includes rail and shuttle transportation, giving you a seamless way to explore the Gilded Age mansion and oceanfront gardens.

You’ll be treated like a guest of the Crane family, with access to the beautiful estate and its lush grounds. This tour is especially appealing if you’re interested in early 20th-century luxury and want a relaxed, guided experience that takes you beyond typical sightseeing.

Bottom Line: A luxurious, well-organized tour that combines history, architecture, and nature for an elegant day out.

8. Natick: Lake Cochituate Canoe Rental

Number 8 offers canoe rentals on Lake Cochituate, perfect for a family outing or peaceful paddle. For $32, you can rent a canoe for up to 2 people for 1 to 4 hours, exploring the calm waters of this scenic lake in Natick. Life jackets and paddles are included, making it easy for beginners.

This activity emphasizes quiet, scenic paddling and is suitable for all ages, especially families with children. It’s a straightforward way to enjoy outdoor recreation without much fuss, and the lake’s surroundings are beautiful, especially in good weather.

Bottom Line: Great for families or anyone looking for a relaxing day on the water in a peaceful setting.

9. Natick: Lake Cochituate Paddleboard Rental

A step up in balance and core strength, paddleboarding at Lake Cochituate is $22 per person for a 1-4 hour rental. It’s ideal for those wanting a calm, meditative experience on the water, with all essential gear provided.

The peaceful lake environment makes it perfect for beginners and experienced paddlers alike. Reviewers note that it’s a relaxing way to enjoy nature, and the provided lifejackets and paddles ensure safety. It’s a low-impact activity that’s easy to pick up and perfect for a slow-paced outdoor experience.

Bottom Line: An excellent choice for water lovers seeking a quiet, activity-focused adventure.

10. Natick: Lake Cochituate Pedal Boat Rental

Number 10 offers a pedal boat rental for up to 4 people, costing $37 for 1 to 4 hours. It’s a fun, easy way to explore the lake at a leisurely pace, suitable for families or small groups.

The activity combines light physical activity with scenic views, making it a popular choice for a relaxed afternoon. The provided safety gear and multiple rental options make it flexible and accessible.

Bottom Line: Perfect for families or friends wanting a casual, social activity on the water.

11. Natick: Lake Cochituate Single or Tandem Kayak Rental

Finally, kayaking in Lake Cochituate for $22 per person is an excellent way to get a little exercise while enjoying nature. Choose between a single or tandem kayak, making it adaptable for different comfort levels and group sizes. All safety equipment is included.

Ideal for families with older children or solo paddlers, this activity offers a peaceful escape into nature without much effort. The lake’s calm waters are forgiving, making it accessible for beginners.

Bottom Line: A straightforward, enjoyable activity for paddlers wanting a quiet, scenic paddle in a protected area.

12. New Hampshire Boston Lincoln Navigator Transportation Either Way

A practical, no-frills transport service between Boston and New Hampshire, this shared ride is perfect for travelers who want to avoid the stress of driving. At $299 for a group of up to 7, it’s a reliable way to get where you need to go without hassle.

While not a tour, this service ensures a comfortable, direct transfer, with Wi-Fi and safety protocols. It’s especially suited for people with tight schedules or those unfamiliar with the area.

Bottom Line: A dependable, convenient choice for getting between major points with minimal fuss.

13. Concord Crusade Scavenger Hunt

Number 13 offers a remote, interactive scavenger hunt for $23.20 per person, guided by a live host through your phone. It’s a creative, playful way to explore Concord’s historic sites and uncover stories about its revolutionary past and literary giants.

This experience is perfect for groups who enjoy challenges and storytelling. It combines tour, detective work, and social interaction, with the added benefit of individual pacing and real-time support.

Bottom Line: An engaging, innovative activity ideal for adventure-minded travelers or families wanting a different kind of sightseeing.

14. Concord Historic Downtown Guided Audio Walking Tour

Rated for its affordability at $9.75 per person, this self-guided walking tour lets you explore Concord at your own pace. It covers key sites like Old Hill Burying Ground, Sleepy Hollow Cemetery, and the Wright Tavern, explaining the stories of revolutionaries and writers who shaped the town.

The theatrically crafted audio makes history come alive, and it’s ideal for travelers who prefer a flexible, solo exploration. It’s especially popular among history lovers and those wanting an inexpensive, informative experience.

Bottom Line: Best for budget-conscious travelers seeking an independent, educational walk through Concord’s storied streets.

15. Guided Kayak at the Crane Estate

Wrapping up our list, this full-day kayak tour at the Crane Estate costs $135 per person and includes round-trip transportation from Boston. The low-key outdoor adventure takes you through a protected coastal habitat, suitable even for beginners, with expert guides ensuring a stress-free experience.

This tour is perfect for outdoor lovers wanting to explore the North Shore’s natural beauty without the crowds. The breathtaking scenery and chance to paddle through tranquil waters make it a memorable activity.

Bottom Line: A fantastic choice for nature enthusiasts and those seeking an off-the-beaten-path outdoor adventure with all logistics handled.

How to Choose the Right Tour

When selecting among these options, consider your budget, interests, and physical activity level. For a family-friendly adventure with a bit of puzzle-solving, the Escape Rooms (Dedham or Lynnfield) are great bets. If you prefer a more outdoorsy, physical activity, the kayaking and aqua sports in Natick are excellent.

History buffs and those seeking cultural depth should look into the Lexington and Concord tours or the Crane Estate. For a flexible, self-guided experience, the Concord historic walking tour or the driving tour offers great value.

Booking early is wise, especially for popular activities like the escape rooms and outdoor kayak trips. Check seasonality too—outdoor activities are best in warmer weather, while indoor options like escape rooms and scavenger hunts can be enjoyed year-round.

Final Thoughts

Massachusetts provides a wide spectrum of tours and activities catering to different tastes and interests. Whether you want a thrilling escape room, a peaceful paddle, or a history-rich drive through the Revolution’s battlegrounds, you’ll find options that suit your style.

For families, outdoor water sports or interactive scavenger hunts are perfect, while history lovers may prefer self-guided or guided tours of Concord and Lexington.

For the best experience, consider your travel style and schedule, then book early to secure your spot. Massachusetts’s mix of history, outdoor adventure, and unique local experiences ensures your trip will be both fun and memorable.