Are you looking to switch up your routine? Spice up your weekend getaway from Boston with our fun-certified itinerary. We included nine top weekend getaways from Boston to help you relax and unwind before the weekend ends!
Exploring the picturesque towns, indulging in delicious cuisines, and soaking up the sun are all you need to recharge your batteries. So, pack your bags and hit the road to discover New England’s charm!
A tour we think you'll love
1) Go For Bike Riding In Martha’s Vineyard
Start your weekend getaway on a high note by biking in Martha’s Vineyard. Most visitors and locals reach the island by ferry From Woods Hole on Cape Cod. You can also use air transport.
Filled with breathtaking landscapes and sweeping ocean views, the island’s routes are perfect, with little or no traffic. If you are a pedal pro, you’ll enjoy the sandy shoulders and blind curves of Martha’s vineyard.
2) Go For A Relaxing Sailing Voyage In Gloucester
Are you ready to see new horizons? Grab your sailor’s hat and set sail on New England’s coastline.
Gloucester is perfect for crisp ocean air and gentle waves beneath your feet. Begin your world of adventure and wonder by booking a 4-hour coastal sailing voyage on the coastline of New England!
3) Enjoy The White Mountains Hiking Trails
There is no better way to get off a funk than trailing the White Mountains. If you are an adventurous couple, you can romance in the majestic backdrop and pretty waterfalls.
Outdoor enthusiasts know that for adrenaline-fuelled weekend getaways, mountain biking reigns supreme. You will find unique rocky terrain and steep hills that are both challenging and rewarding.
Don’t conclude your trip to New Hampshire just yet. There is still more you can do for a top-notch weekend getaway.
Go for a scenic gondola ride
Book a ride at Mt Washington Cog railway
Kayak at Saco River Tubing
4) Go For A Trolly Tour Or A Food Tour In Newport
Do you want to go back in time? How about hopping on an old-fashioned trolley for a great weekend getaway?
The charming town in Rhode Island offers picturesque ocean vistas, breathtaking architecture, and stunning streets. Bring the past to life with every twist and turn a luxurious trolley in this weekend getaway.
Indulge in Newport’s culinary delights! The city by the sea makes one of the best destinations for weekend trips from Boston for foodies.
Try fine dining at Castle Hill Inn, picnic at Brenton Point State Park, or Instagram your food at the Hammetts Hotel.
5) Enjoy A Meal At Block Island
The top weekend getaways from Boston can’t miss a meal or two. From oceanfront dining to casual picnics, your palate will have a field day at Block Island.
You can pass by The Oar for seafood or drown yourself at the Poor People’s Pub with local craft beers. You can’t have one of the best Boston weekend trips until you exhaust everything the island offers:
Ride the Block Island ferry
Experience The Mohegan Bluffs
Explore The Clayhead Trail
6) Explore The Berkshires In North Adams
The best Boston weekend trips must include visiting North Adams in Western Massachusetts.
Nestled in the middle of the Berkshires, North Adams offers a beautiful blend of outdoor adventure and cultural attractions. Topping the most incredible destinations for anyone seeking a break from the fast-paced city center.
From hiking trails, zip lining, and endless museums, you will have an unforgettable weekend trip.
If you get hungry from all the activities, step into the great restaurants within walking distance of each other. One of the most recommended is Nara Sushi and Village Pizza.
7) Enjoy Pristine Beaches And Instagram Lighthouses In Kennebunkport
Are you a beach bum? Then you have heard of the three beaches in Kennebunkport in Maine.
You can explore the sandy areas of Mother’s Beach, which is the perfect destination for a family trip. It is much easier here to keep an eye on the kids on the seaside playground compared to other beaches.
If you value solitude and privacy, you will enjoy the serene and secluded Middle Beach. Immerse yourself in nature and embrace the natural beauty of the surroundings on the tranquil sandy beaches.
Gooch’s Beach is where all the fun happens! Enjoy surfing, whale watching, and endless boat tours. For weekend getaways, always include binge drinking in your itinerary. Quench your thirst and mingle with the locals at Old Vines Wine Bar, just a short walk from the beach.
Explore Instagrammable Lighthouses
Before leaving Maine, don’t miss out on any Instagrammable moment of the lighthouses. You have probably seen Nubble Lighthouse, a famous lighthouse south of Kennebunkport.
You should also check out the following:
Goat Island Lighthouse
Portland Headlight & Museum
Wood Island Lighthouse
Boon Island Lighthouse
Plan Your Perfect Weekend Getaway In Gloucester
You already work too hard and live too little! So why not keep your mental health in check by going for the top weekend getaways?
Make it one of your best weekend trips from Boston by booking a luxury charter on the coastline of Gloucester. We at Artemis Sailing Charters help you to sail away your problems before resuming work on Monday!