Things to Do in Littleton, MA: A Hidden Gem in Middlesex County

Posted: (last modified April 12, 2025 ) by

Posted on : April 12, 2025

Category : General Topics

Things to Do in Littleton MA

Nestled in the heart of Middlesex County, Massachusetts, the town of Littleton offers visitors and residents a perfect blend of small-town charm, natural beauty, and rich history. While it may not be as widely known as some of its larger neighbors like Concord or Lexington, Littleton is a hidden gem for those seeking quiet adventure, local flavor, and a peaceful New England vibe.

From scenic parks and orchards to historical sites and modern eateries, there are plenty of things to do in Littleton, MA. This article explores the top activities and destinations in and around this charming town—with plenty of details to help you plan your visit or weekend outing.

1. Explore Nature at Long Lake Park

If you’re a fan of the outdoors, Long Lake Park is a must-visit. The park features a beautiful lake surrounded by walking trails, woodlands, and a small sandy beach that opens for swimming during the summer months. Kayaking, paddleboarding, and fishing are popular activities here, and the quiet, tranquil setting makes it ideal for a relaxing afternoon.

There’s also a picnic area, making it great for families or a romantic outdoor lunch. Dogs are welcome too—on leash—so it’s a favorite local spot for pet owners.

2. Pick Your Own Fruit at Nagog Hill Orchard

One of Littleton’s true hidden treasures is Nagog Hill Orchard, a scenic 180-acre working orchard that’s perfect for a classic New England fall experience. Visitors can pick their own apples, peaches, pears, and blueberries depending on the season. The farm stand sells fresh cider, jams, local honey, and baked goods, offering a true taste of local agriculture.

The landscape here is also ideal for leisurely walks, making it a great outing for both adults and children. It’s a peaceful escape from city life, just minutes from downtown.

3. Hike Oak Hill Conservation Land

For those who love hiking, Oak Hill Conservation Land offers a network of well-maintained trails winding through pine forests, wetlands, and glacial rock formations. The trails range from easy to moderate and offer opportunities to see local wildlife and native plants.

One of the highlights is the scenic overlook at Lookout Rock, where on a clear day you can see all the way to Boston’s skyline. It’s especially beautiful in the fall when the foliage is at its peak.

4. Visit the Littleton Historical Society

For history buffs, the Littleton Historical Society provides fascinating insights into the town’s past. Located in the Reuben Hoar Library building, the society preserves and exhibits artifacts, photographs, documents, and memorabilia dating back to Littleton’s founding in 1715.

Exhibits cover everything from Native American history and colonial life to 19th-century farming and the town’s role in early transportation networks. The society also hosts educational events and lectures throughout the year.

5. Stroll Through Littleton Common

At the center of town, Littleton Common serves as both a historic landmark and a modern-day community gathering space. The area includes beautiful green spaces, war memorials, and charming shops and cafés. It’s a great place for a walk or to grab a cup of coffee while enjoying the classic New England atmosphere.

Throughout the year, the Common is the site of various community events such as the Holiday Tree Lighting, Memorial Day Parade, and outdoor summer concerts.

6. Enjoy Local Dining and Cafés

Despite its size, Littleton offers a nice variety of local eateries and cafés:

  • Great Road Kitchen – Known for upscale American dining and fresh seafood, it’s a favorite for date nights or weekend brunch.
  • Donelan’s Supermarket Deli – Great for quick bites and classic New England subs.
  • Il Forno – A cozy Italian restaurant serving everything from pasta to wood-fired pizza.
  • Littleton Café – A beloved spot for breakfast and lunch, especially popular with locals.
  • Whether you're in the mood for casual dining or a sit-down meal, Littleton delivers with warm hospitality and quality fare.

7. Wine Tasting at Aaronap Cellars

Just minutes away from Littleton in neighboring Westford is Aaronap Cellars, a boutique winery producing handcrafted small-batch wines using locally sourced grapes. Visitors can book tastings, enjoy seasonal events, and even learn about the winemaking process.

The rustic tasting room provides a laid-back atmosphere perfect for a relaxing weekend experience. If you're into wine, this stop is well worth the short drive.

8. Family Fun at Kimball Farm

Though located just over the border in Westford, Kimball Farm is a regional favorite that many associate with Littleton. Famous for its oversized ice cream cones, this family-friendly destination also features a mini-golf course, bumper boats, a driving range, zip line, and more.

It’s especially lively during the summer months and is ideal for kids, date nights, or large family outings. Don’t forget to try the homemade fudge or seafood at their country-style grill.

9. Visit the Reuben Hoar Library

More than just a library, Reuben Hoar Library serves as a cultural hub for the town. It offers not only an extensive collection of books and digital resources but also regular programming like author readings, children’s story times, art exhibits, and local history presentations.

The library also sits near one of Littleton’s lovely town greens, making it a peaceful stop during a walking tour of the area.

10. Attend a Local Festival or Community Event

Littleton has a vibrant community spirit, with seasonal events and festivals that bring residents and visitors together:

  • Appleman Triathlon (August) – A popular summer triathlon hosted by the Littleton Park and Rec department.
  • Holiday Tree Lighting (December) – Held in Littleton Common, featuring music, cocoa, and visits from Santa.
  • Farmers Market – Hosted in warmer months, offering fresh produce, crafts, and local specialties.

These events are a great way to meet locals and experience the town’s welcoming atmosphere.

Getting Around: Littleton MA Taxi Services

Exploring Littleton and its surrounding attractions is made convenient with reliable transportation options. Whether you're planning a day trip to Boston or need a ride to the local attractions, utilizing a trusted Littleton MA taxi service ensures a comfortable journey. For those looking to travel from Littleton MA to Boston taxi services like Boston Airport Express offer 24/7 availability, professional drivers, and competitive rates, making your travel plans hassle-free.​

Final Thoughts

Though it may fly under the radar compared to some of its more famous neighbors, Littleton, MA is a wonderful destination for those seeking a quieter, more personal New England experience. With its beautiful conservation lands, rich history, seasonal activities, and welcoming community, Littleton offers the best of small-town Massachusetts.

Whether you're looking for outdoor adventure, local flavor, or a cultural escape, this charming town has something to offer year-round. So next time you're exploring Central Massachusetts or the greater Boston area, make sure to add Littleton to your list of must-visit spots.

INSTANT RESERVATION

Instant Reservation, SMS, & EMAIL Confirmation

$

$

$

$

Pay only $1 & confirm your reservation. Balance is payable after service by cash or card. Avail 10% discount on cash payment.

© Copyright Boston Airport Express Inc. 2025Powered By Nth Dimension

right-quotation-markplane-taking-offarraving-airplaneclocktwo-map-placeholdersgroup-of-peoplebriefcasekids-couplebabyfacebooktwitterlinkedinyoutubesedan-car-modelamerican-express discover-paying-card visa mastercard percentageinstagrammoneytripadvisor-logotypessl-certificate ssl man girl call-center-worker-with-headsetcalendar maps-and-flagsarrow-pointing-to-rightleft-arrowmenu