Extended Weekend Getaways 1. Boston’s Freedom Trail & Public Garden
For history buffs and city explorers, Boston is a must-visit destination. Walk the famous Freedom Trail, a 2.5-mile journey through 16 historical sites, including Paul Revere’s House and the Old North Church. Then, head over to the Boston Public Garden, where spring flowers bloom, and you can take a relaxing ride on the iconic Swan Boats, a tradition since 1877.
Where to Dine: Enjoy classic New England seafood at Union Oyster House, the oldest continuously operating restaurant in the U.S. For a more modern experience, visit Neptune Oyster in the North End for some of the best lobster rolls in the city.
Where to Stay: Book a stay at the Fairmont Copley Plaza for a luxurious experience or the Revere Hotel Boston Common for a boutique stay with rooftop views.
2. Cape Cod’s Coastal Beauty
Spring is the perfect time to visit Cape Cod before the summer crowds arrive. Enjoy the pristine beaches, take a bike ride along the Cape Cod Rail Trail, or explore the charming towns of Chatham and Provincetown. For a unique experience, take a whale-watching tour from Provincetown, where migrating whales return to New England waters.
Where to Dine: Head to The Lobster Pot in Provincetown for fresh seafood with waterfront views or Impudent Oyster in Chatham for a cozy, upscale dining experience.
Where to Stay: Stay at Chatham Bars Inn for luxury by the sea or book a charming bed-and-breakfast like The Brass Key Guesthouse in Provincetown.
3. The Berkshires’ Nature and Culture
If you’re seeking a mix of outdoor adventure and cultural inspiration, the Berkshires in western Massachusetts offer breathtaking mountain scenery, hiking trails, and renowned art institutions. Mount Greylock, the highest peak in the state, provides panoramic views perfect for a springtime hike. Don’t miss The Clark Art Institute in Williamstown or Mass MoCA in North Adams for an infusion of world-class art.
Where to Dine: Enjoy farm-to-table dining at Mezze Bistro + Bar in Williamstown or John Andrews Farmhouse Restaurant in South Egremont.
Where to Stay: Stay at The Porches Inn at Mass MoCA for a trendy boutique experience or The Red Lion Inn in Stockbridge for a historic New England stay.
4. Salem’s Historic and Witchy Charm
Salem isn’t just for Halloween—it’s also an enchanting place to visit in the spring. Explore the Peabody Essex Museum, stroll the historic waterfront, or take a guided tour of the Salem Witch Trials Memorial. The milder weather makes it a pleasant time to enjoy the town’s quaint shops and seafood restaurants without the fall rush.
Where to Dine: Savor seafood at Turner’s Seafood at Lyceum Hall or grab a cozy coffee at Gulu-Gulu Café.
Where to Stay: Book a night at The Salem Inn for a historic experience or Hawthorne Hotel for a charming, centrally located stay.
5. Martha’s Vineyard and Nantucket Island Escape
For a peaceful island getaway, hop on a ferry to Martha’s Vineyard or Nantucket. Both islands offer stunning coastal views, lighthouses, and charming New England cottages. Stroll along the beaches, explore nature trails, and enjoy fresh seafood in a serene setting before the summer crowds take over.
Where to Dine: On Martha’s Vineyard, enjoy dinner at Alchemy in Edgartown. On Nantucket, try The Nautilus for inventive seafood dishes.
Where to Stay: Stay at Harbor View Hotel in Edgartown for a luxury island experience or The Nantucket Hotel & Resort for elegant island accommodations.
6. Sturbridge’s Living History
Step back in time at Old Sturbridge Village, a living history museum depicting 19th-century New England life. Watch blacksmiths, potters, and farmers at work, and experience historical reenactments that bring the past to life in an engaging and educational way.
Where to Dine: Dine at The Duck in Sturbridge for a refined meal or enjoy classic comfort food at B.T.’s Smokehouse.
Where to Stay: Book a room at The Publick House Historic Inn for a colonial-era lodging experience.
7. Lexington and Concord’s Revolutionary Sites
History lovers will be inspired by the birthplace of the American Revolution, especially as we look forward to visiting destination connected with the celebration of our upcoming semi quincentennial of the U.S. Walk the Battle Road Trail at Minute Man National Historical Park, shown above. Visit the Old North Bridge and explore the historic homes and museums that tell the story of the nation’s fight for independence.
Where to Dine: Try 80 Thoreau in Concord for modern American cuisine or Via Lago in Lexington for fresh, locally inspired dishes.
Where to Stay: Stay at The Inn at Hastings Park for a stylish boutique experience in a historic setting.
8. Plymouth’s Pilgrim Legacy
No trip to Massachusetts is complete without a visit to Plymouth, home of the Pilgrims and the famous Plymouth Rock. Explore the Plimoth Patuxet Museums, where you can learn about the early settlers and Native American history through immersive exhibits and live demonstrations.
Where to Dine: Enjoy a meal at East Bay Grille on the waterfront or Wood’s Seafood for fresh, classic seafood dishes.
Where to Stay: Stay at Hotel 1620 Plymouth Harbor for a convenient and comfortable stay near the waterfront.
Plan Your Spring Break in Massachusetts
Whether you’re looking for outdoor adventures, cultural enrichment, or peaceful coastal retreats, Massachusetts offers something for everyone. With its diverse mix of history, nature, and seaside charm, this New England gem is the perfect place for an inspiring and refreshing spring break getaway. Plan your extended weekend getaway today.
