Best Places to Stay Outside of Boston: A Guide to Charming Towns and Cozy Retreats

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While Boston is known for its vibrant city life, there are plenty of charming towns and cozy retreats just a short drive away. Whether you’re seeking a peaceful escape, a romantic getaway, or a fun-filled family vacation, these destinations offer an array of options to suit every taste and budget.

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1. Salem: A Historical Haven

Distance from Boston: 17 miles

Highlights:

  • Rich history associated with the infamous Salem Witch Trials
  • Bewitching architecture and charming cobblestone streets
  • Salem Witch Museum, House of the Seven Gables, and other historical landmarks

Accommodation Options:

best places to stay outside of boston

  • Hawthorne Hotel: A historic landmark with luxurious rooms and a prime location in downtown Salem
  • The Merchant: A boutique hotel offering cozy and modern accommodations in the heart of the Witch City
  • Salem Waterfront Hotel & Marina: A waterfront property with stunning views and easy access to Salem Harbor

2. Marblehead: A Coastal Gem

Distance from Boston: 18 miles

Highlights:

  • Picturesque harbor and historic waterfront homes
  • Charming boutiques and art galleries
  • Abbot Hall Historical Society Museum and Marblehead Museum & Historical Society

Accommodation Options:

Best Places to Stay Outside of Boston: A Guide to Charming Towns and Cozy Retreats

  • The Harbor Light Inn: A waterfront inn with stunning views of Marblehead Harbor
  • The Crown & Anchor: A historic bed and breakfast in the heart of the Old Town neighborhood
  • Marblehead Inn: A cozy and comfortable inn offering a home away from home experience

3. Newburyport: A Maritime Charmer

Distance from Boston: 35 miles

Highlights:

  • Quaint downtown area with cobblestone streets and historic architecture
  • Thriving arts scene with galleries, theaters, and live music venues
  • Parker River National Wildlife Refuge for nature lovers

Accommodation Options:

  • The Riverfront Inn: A charming waterfront inn offering cozy rooms and a peaceful atmosphere
  • The Compass Rose Inn: A romantic bed and breakfast with elegant accommodations and a cozy fireplace lounge
  • The Garrison Inn: A historic inn with spacious rooms and beautiful gardens

4. Gloucester: A Fishing Paradise

Distance from Boston: 38 miles

Highlights:

  • Picturesque working waterfront with fishing boats and seafood restaurants
  • Stage Fort Park for hiking and stunning coastal views
  • Gloucester Maritime Museum and Beauport Hotel Museum

Accommodation Options:

  • The Gloucester House: A waterfront hotel with spacious rooms and a heated rooftop pool
  • The Addison Choate Inn: A historic bed and breakfast with charming rooms and a cozy common area
  • The Bass Rocks Ocean Inn: A secluded oceanfront inn with stunning views and a private beach

5. Portsmouth, NH: A Coastal Escape

Distance from Boston: 55 miles

Highlights:

  • Historic downtown area with charming shops, boutiques, and restaurants
  • Strawbery Banke Museum, a living history museum showcasing American colonial life
  • Prescott Park, a beautiful waterfront park with gardens and live performances

Accommodation Options:

Distance from Boston:

  • Wentworth by the Sea, A Marriott Hotel & Spa: A luxurious waterfront hotel with a private beach and a world-class spa
  • Hotel Portsmouth: A modern and stylish hotel in the heart of downtown Portsmouth
  • The Ale House Inn: A cozy and comfortable inn with a popular tavern and live music

6. Rockport: A Picturesque Artists’ Colony

Distance from Boston: 40 miles

Highlights:

  • Coastal charm with stunning granite cliffs and beaches
  • Thalia Theater for the performing arts and Rockport Art Association & Museum
  • Halibut Point State Park for hiking, birdwatching, and stunning ocean views

Accommodation Options:

  • Bearskin Neck Motor Lodge: A cozy waterfront motel with stunning views of Bearskin Neck
  • The Inn at Castle Hill: A historic mansion-turned-hotel with elegant accommodations and a private beach
  • Rockport Inn and Suites: A comfortable and convenient hotel in the heart of downtown Rockport

7. Cambridge: A Cultural Hub

Distance from Boston: 3 miles

Highlights:

  • Home to Harvard University and MIT
  • Vibrant arts scene with museums, theaters, and live music venues
  • Central Square, an eclectic neighborhood with diverse restaurants and shops

Accommodation Options:

  • The Charles Hotel: A luxurious hotel with stunning views of the Charles River
  • The Kendall Hotel: A modern and stylish hotel near MIT and the Kendall Square neighborhood
  • The Inn at Harvard: A historic bed and breakfast in the heart of Harvard Square

Common Mistakes to Avoid:

  • Avoid visiting Salem during the Halloween season if you prefer to avoid crowds and long lines.
  • Be aware of parking restrictions and fees in some of these towns, especially during peak season.
  • Make reservations in advance, especially for weekends and holidays, to secure the best accommodations and availability.
  • Pack for all types of weather, as New England weather can be unpredictable, especially near the coast.
  • Allow plenty of time to explore these destinations, as there’s much to see and do in each one.

Conclusion:

Whether you’re seeking a historical adventure, a coastal retreat, or a cultural escapade, there are countless charming towns and cozy retreats just outside of Boston. From Salem’s witchy past to Newburyport’s maritime allure, each destination offers a unique blend of history, culture, and natural beauty. So, pack your bags, grab your loved ones, and embark on a memorable getaway outside of Boston’s bustling city streets.

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