The USA Traveler Weekend Getaways 11 Best Weekend Getaways in New England
11 Best Weekend Getaways in New England

11 Best Weekend Getaways in New England

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Looking for weekend getaways in New England, our list of 11 Best weekend Getaways in New England should help. 

In addition to its historical roots, rugged landscape, savory seafood, and rich sports culture. There are so many towns from the coast to the mountains that it’s challenging to decide where to go for a weekend getaway. 

Portland Maine

Portland Maine

Portland, Maine, is an ideal destination for foodies and culture hounds, with award-winning restaurants, museums, breweries, art galleries, boutiques, and coastal views. Explore the cobblestone streets of the historic Old Port, where boats line the harbor and seafood is plentiful. Visit Cape Elizabeth, southeast of the city, to take a picture of the iconic Portland Head Light – one of the most photographed lighthouses in the country – and hike or picnic in Fort Williams Park. Enjoy the warm weather and fresh lobster in Portland in summer, or plan a winter getaway to avoid the crowds.

Best Hotels Portland Maine

Best Things to Do in Portland Maine

Boston 

Boston Harbor

New England’s largest city is compact and walkable – perfect for sightseeing in a few days. After learning about the American Revolution on the Freedom Trail, history buffs can grab a beer at the historic Bell in Hand Tavern. The North End has a taste of Italy, and the Seaport District offers fresh oysters and clam chowder. In the meantime, fashionistas can browse the many shops on Newbury Street and in Faneuil Hall Marketplace. No matter your interests, a trip to Boston would not be complete without visiting Fenway Park.

Best Hotels in Boston

Top 15 Things Do in Boston

Martha’s Vineyard

Martha's Vineyard

Martha’s Vineyard is a popular summertime retreat for New Englanders and politicians alike. Fly or take the ferry from the mainland to explore Massachusetts island’s six towns and numerous beaches. Be sure not to miss the colorful gingerbread cottages in Oak Bluffs, the fresh seafood in Menemsha, or the boutiques in Vineyard Haven. It’s best to take a bus or car to the dramatic Aquinnah Cliffs on the island’s rugged western side since the eastern side is walkable.

Best Hotels in Martha”s Vineyard

Bar Harbor

Bar Harbor

While many pass through Bar Harbor on their way to Acadia National Park, this charming seaside town is worth visiting. On Maine’s Mount Desert Island, Bar Harbor is home to local boutiques, fresh seafood restaurants, and stunning ocean views. Take a walk along the scenic Shore Path to view Frenchman Bay and multimillion-dollar mansions, or board a lobster boat to learn about the craft. The town is famous in the summer, but its smaller crowds and vibrant foliage in autumn make it equally attractive during the shoulder season.

Cap Cod

This Massachusetts peninsula is known for its laid-back vibe and is the quintessential New England getaway. Guests can soak up the sun somewhere along the 40 miles of national seashore before digging into a plate of fried clams or retiring to a quaint bed-and-breakfast. Each Cape Cod town is unique, so keep that in mind when planning your trip. There are upscale shops in Chatham, historical sites in Sandwich, sky-high dunes in Wellfleet, and a thriving LGBTQ community in Provincetown. There are plenty of restaurants, boutiques, art galleries, and ocean views on Cape Cod to keep you busy for days.

Newport Rhode Island

Visitors to Newport, Rhode Island, will be treated to breathtaking coastal views, glamorous seaside homes, and top-notch sailing. Enjoy some sun at Easton’s Beach, or stroll along the scenic Cliff Walk while listening to the crashing waves. Suppose you’d like to treat yourself during your trip, head to Thames Street, a bustling street lined with delicious eateries, small boutiques, and historic Colonial structures. Do not forget to take a tour (or two) of Newport’s elaborate mansions, including The Breakers and Marble House.

Acadia National Park

Are you up for an adventure? Maine’s more than the 47,000-acre national park is ideal for hiking, biking, and rock climbing, among other activities. It’s the first place in the country where you can catch a sunrise from October to March on Cadillac Mountain, which stands at 1,530 feet tall. If you don’t like hiking, you can rent a car and drive the 27-mile Park Loop Road. When you’re not snapping photos from the pull-off observation areas, you’ll pass Otter Cliffs and Thunder Hole’s cave.

Nantucket

Nantucket has no shortage of activities despite its small size. Take a ferry from Cape Cod or fly into the island’s airport for a unique vacation in Massachusetts. Cisco Brewers offers private brewery, Vineyard, and distillery tours, as well as food trucks and live music. Nantucket is a walkable island, but many visitors prefer to rent bikes or mopeds to explore the area, particularly the tiny village of Siasconset. Watch the sunset at Madaket Beach on the island’s west coast while you’re there.

Stowe Vermont

Stowe is a beautiful destination year-round, thanks to its small-town charm and dramatic panoramas, but snow lovers won’t want to miss this Vermont retreat in its winter glory. Stowe is the “Ski Capital of the East,” but it’s also an ideal spot for snowboarding, snowshoeing, and dog sledding. For unbeatable views of the Adirondack Mountains during the warm months, hike the Stowe Recreation Path or drive the Auto Toll Road to the top of Mount Mansfield. Fans of “The Sound of Music” won’t want to miss a visit to Stowe’s Trapp Family Lodge in any season.

Portsmouth New Hampshire

Book your tickets to Portsmouth, New Hampshire, today if historic walking tours, charming cafes, and tax-free shopping describe your ideal New England weekend. Spend the day exploring Market Square, the jewel of downtown Portsmouth, or take a narrated boat tour of the Isles of Shoals. Take a stroll through the gardens at Prescott Park or sink your toes in the sand at nearby Wallis Sands State Beach for a breath of fresh air. Plan your visit for the summer to attend the Prescott Park Arts Festival, which transforms this beautiful green space into an outdoor performance venue.

The Berkshires

Everyone from artists to nature lovers to city dwellers looking for a getaway is drawn to the Berkshire Mountains. Located in western Massachusetts, it is rich in culture and history. Great Barrington and North Adams attract visitors with their charming main streets and historic homes. Tanglewood is located in Lenox, while Pittsfield is home to several theaters and art galleries. There are many festivals in the summer, vivid foliage in the fall, and skiing in the winter.

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