New England is home to beautiful, historic coastal towns as well as amazing mountains with plenty of skiing options—the best of both worlds! So, whether you’re planning a weekend trip in the region during the hottest months of summer or the snowiest days of the year, we have you covered with five great road trip options for the perfect weekend getaway. Just save a lobster roll for us, please!
The White Mountains, New Hampshire
Beautiful fall foliage, great camping in the spring and summer, and a wonderful skiing spot come wintertime—the White Mountains are an obvious pick! There are very few destinations that provide diverse attractions year round and this is one of them. If embarking on a trip full of outdoor activities is your thing, you’ll find yourself right at home. Waterfall views, hiking, fishing, swimming, and kayaking—need we go on? Though there are a few different lodging options, we recommend setting up in one of the area’s campgrounds if you visit during the warmer months.
Montauk, New York
Located on the tip of Long Island, Montauk feels worlds away. We know Montauk isn’t technically part of New England proper, but it’s an easy travel destination from many spots in the area so it’s worth a mention. Though it’s nearby the posh and expensive Hamptons area, Montauk boasts a more casual, relaxed vibe than its neighbor. Surfing, visiting the famed Montauk Point Lighthouse, or simply sunbathing should all be part of your itinerary. If you can swing it, stay at The Montauk Yacht Club for a relaxed yet indulgent stay. The hotel is impeccably designed with nautical charm and right on the water—best of all, amazing food options are never far when you’re ready for a local seafood fix.
Ogunquit is a seaside town in the southern part of Maine full of beautiful shores, art galleries, and more amazing seafood then you’ll be able to eat. A seasonal destination, we recommend going from June to August for the best weather. More adventurous types will love whale watching and deep-sea fishing; those looking for a slower pace can opt for gallery hopping or good old-fashioned beach time. As far as lodging goes, we recommend staying in one of the area’s many quaint bed and breakfast properties. Regardless of what you do or where you stay, be sure to stop by the Lobster Shack for one of the area’s best lobster rolls (a favorite Maine tradition!).
Located in Vermont, Stowe is a mountain lover’s retreat. A small town with a miniscule population, tourism and travel is what the area is known for. And for good reason: Stowe is a truly classic ski resort area you’ve always dreamed of (or at least seen in movies). There’s a cute Main Street with a number of surprisingly good restaurants and bars, but skiing is where Stowe really shines. But also think about a visit in the summertime as there are a number of great hikes and scenic areas to experience during warmer months. The Stowe Mountain Lodge is a favorite hotel option when visiting.
It seems like a given, but how could we not include Boston? The cobblestone streets, art scene, and sheer history of the city make for a perfect weekend getaway. The city is very walkable (except during a blizzard, of course!) so it is fairly easy to get around. Boston has a good amount of food and nightlife options, but we think history buffs will appreciate the city the most. Our pick? Begin your day at Flour, arguably one of the city’s best bakeries, and then head toward the Freedom Trail, a journey that takes you to 16 of the most historic sights in American history. Finish your day with a meal at one of Boston’s fabulous eateries (we love Eastern Standard). Fenway Park and the Museum of Fine Arts are two other essentials to visit as you round out your trip.