Planning a trip to the Bay State? I’ve spent a lot of time exploring Massachusetts while visiting family, and I’ve come to love how it blends coastal elegance, colonial charm, and modern comfort all in one place. These hotels & resorts in Massachusetts really showcase that mix. Since I’m always drawn to the ocean, I usually found myself booking a getaway on the Cape—and I still dream about off-season stays on Martha's Vineyard or Nantucket when the crowds clear out and the prices drop. But honestly, there’s just as much to fall in love with in the Berkshires, in Boston, and in those smaller towns that surprise you when you least expect it.

Highlights:

  • Seaside resorts on Cape Cod and Martha’s Vineyard with ocean views and beach access
  • Historic inns in Salem, Concord, and the Berkshires full of local character
  • Luxury city hotels in Boston near museums, dining, and waterfront strolls
  • Boutique getaways in Cambridge and Northampton with artsy flair
  • Family-friendly resorts with pools, nature trails, and year-round activities

Unique Hotels in Massachusetts:

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club - Savor oceanfront dining and play scenic rounds during a relaxing retirement getaway.                                    

Ocean Edge Resort & Golf Club

Ocean Edge Resort & Golf Club

Ocean Edge Resort & Golf Club - Golf lush fairways or bike along trails on a coastal weekend retreat.                                    

Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge - Explore mountain trails or cozy up indoors on a quiet fall escape.                                    

Harborview Nantucket

Harborview Nantucket

Harborview Nantucket - Admire harbor sunsets and walk along sandy shores during a romantic stay.                                    

Canyon Ranch Lenox

Canyon Ranch Lenox

Canyon Ranch Lenox - Enjoy wellness programs and hike forested paths on a peaceful trip to recharge.                                    

Chatham Bars Inn Resort & Spa

Chatham Bars Inn Resort & Spa

Chatham Bars Inn Resort & Spa - Relax at the spa or explore the shoreline on a scenic spring visit.                                    

Fairmont Copley Plaza

Fairmont Copley Plaza

Fairmont Copley Plaza - Visit historic Boston and savor luxury touches on a stylish couples retreat.                                    

Green Harbor Resort

Green Harbor Resort

Green Harbor Resort - Go paddleboarding or relax by the water during a fun family vacation.                                    

In Summary...

(and if you want to revisit my photo journey)