Best Road Trips from Boston Using Our Long-Distance Car Service

Boston is a city full of history, culture, and coastal charm — but it’s also the perfect launchpad for some of the most scenic and memorable road trips in New England and beyond. If you’re craving lighthouses, forests, charming small towns, or mountain views, you can find it all within a few hours of the city. And with a reliable long-distance car service, these journeys become even easier, safer, and more relaxing. Whether you're planning a weekend getaway or a full-day escape, here are the best road trips from Boston you can enjoy with our long-distance transportation service.

1. Boston to Portland, Maine

If you’re a fan of good seafood, coastal scenery, and artsy neighborhoods, Portland hits the sweet spot. This road trip takes about two hours but is packed with beautiful ocean views along the route. Once you arrive, explore the Old Port district — a lively area filled with cobblestone streets, boutiques, and restaurants serving fresh lobster rolls. A long-distance service makes the trip comfortable and allows you to enjoy the scenery without worrying about navigating unfamiliar roads.

2. Boston to Newport, Rhode Island

Newport is a road trip classic — grand mansions, cliffside walks, ocean views, and historic charm all wrapped into one. The famous Cliff Walk gives you breathtaking views of the Atlantic, while the Newport Mansions offer a peek into the Gilded Age. With our long-distance service, you can relax and enjoy the drive, knowing you’ll arrive right at the heart of the excitement without parking headaches.

3. Boston to The Berkshires

If you love mountain landscapes, art museums, cozy inns, and peaceful countryside, the Berkshires are a must-visit. This Western Massachusetts gem is about a two-and-a-half-hour drive and feels worlds away from the busy city. Visit towns like Lenox, Stockbridge, and Great Barrington for local culture, good food, and hiking trails. This is a particularly relaxing road trip when you have a professional driver handling the winding backroads and long stretches.

4. Boston to Cape Cod

Cape Cod is one of the most popular summer escapes, but it’s equally beautiful any time of year. Whether you're heading to Provincetown, Hyannis, or Falmouth, the coastline is packed with charming villages, sandy beaches, lighthouses, and seafood shacks. Your long-distance service takes the stress out of traffic, bridge delays, and finding a spot in crowded beach towns. Sit back, relax, and let someone else handle the summer rush.

5. Boston to White Mountains, New Hampshire

For adventure lovers, the White Mountains offer some of the best hiking, scenic drives, and skiing in New England. The Kancamagus Highway alone is worth the trip — it’s one of the most beautiful drives in the region with its sweeping forest views, especially in fall. Using long-distance transportation makes this trip ideal for families or groups who’d rather focus on the fun instead of the long drive.

6. Boston to Salem, Massachusetts

A shorter but incredibly interesting trip, Salem is just 40 minutes from Boston and loaded with history. Known for the 1692 witch trials, the town blends spooky attractions with charming waterfront streets, museums, and great restaurants. If you want a stress-free, comfortable ride without worrying about parking or traffic downtown, a long-distance service makes the trip much easier — especially during the busy Halloween season.

7. Boston to Stowe, Vermont

Stowe is postcard-perfect — rolling green hills, scenic farms, covered bridges, and in winter, some of the best ski slopes in New England. It’s a longer ride at about three and a half hours, but that’s exactly where a long-distance car service shines. You get all the comfort of a private ride without the fatigue of a long drive. It’s a favorite destination for couples and families who want a peaceful, scenic getaway.

8. Boston to Mystic, Connecticut

Mystic is a coastal gem filled with maritime history, fresh seafood, and quaint seaside streets. The Mystic Aquarium and Olde Mistick Village make it a fun trip for families, while the harbor views and restaurants appeal to adults looking for a relaxing day. The two-hour drive feels like nothing when you’re enjoying a smooth long-distance ride.

9. Boston to Plymouth, Massachusetts

If history is your thing, Plymouth is the perfect nearby trip. Visit Plymouth Rock, the Mayflower II, and the historic Plimoth Patuxet Museums. It’s just an hour from Boston, making it one of the easiest and most educational day trips. With a long-distance service, you can make multiple stops around town without worrying about parking or navigating crowded roads.

10. Boston to Portsmouth, New Hampshire

Portsmouth has a fun mix of seaside charm, historic homes, coffee shops, art galleries, and a walkable downtown. Just over an hour from Boston, it’s a great spot for a relaxed day out. Travel comfortably with a long-distance ride, and you’ll have more time to explore Market Square, Prescott Park, and the scenic waterfront.

Why Use a Long-Distance Service for These Trips?

Road trips should feel like a break, not a chore. With our long-distance service, you avoid the stress of driving, traffic, parking, and navigation. You get:

• Comfortable, spacious vehicles
• Professional drivers
• Flexible itineraries
• Door-to-door pickup
• A stress-free, scenic journey

Whether you're exploring beaches, mountains, or historic towns, you get to sit back and enjoy every moment.

Final Thoughts

Boston is surrounded by incredible destinations, from coastal hideaways to mountain retreats. And with our long-distance service, exploring these places becomes smoother and far more enjoyable. Whether it's a quick escape or a full-day adventure, these road trips let you experience the best of New England — comfortably, safely, and without the stress of driving.