Hotels & Resorts in Massachusetts

Location:

Harwich, Cape Cod, Massachusetts, USA

Highlights:

Set on 27 acres of lush waterfront property, Wequassett Resort and Golf Club is Cape Cod’s premier luxury resort—offering beachfront serenity, championship golf, and five-star service in one of the region’s most scenic coastal settings.

We Recommend This For:

Golf lovers, families, couples, and luxury travelers looking for upscale accommodations and an immersive Cape Cod experience.

What We Love:

Private patios with outdoor fireplaces, a championship 18-hole golf course, multiple dining venues, and family-friendly amenities including a kids’ club.

• Stay in elegantly appointed guest rooms and suites with private hot tubs, sofa beds, en-suite bathrooms, and patios with fire pits or outdoor fireplaces.
• Upgrade to the three-bedroom suite for a full dining area, expansive lounge, and panoramic deck with breathtaking coastal views.
• Play at the Cape Cod National Golf Club—just two miles away—with exclusive resort guest access to the championship course.
• Swim & Relax at two heated outdoor pools, unwind in a hot tub, or enjoy the sun on one of the two private beaches.
• Dine at multiple venues including a fine dining restaurant, a casual tavern, and a laid-back beachfront bar with ocean views.
• Enjoy family-focused perks like four tennis courts and a well-equipped children’s club, perfect for younger guests.

Address:

Wequassett Resort and Golf Club, 2173 MA-28, Harwich, MA 02645
Phone: 508-432-5400

Location:

Brewster, Cape Cod, Massachusetts, USA

Highlights:

With sweeping ocean views, historic elegance, and resort-style amenities, Ocean Edge Resort & Golf Club is one of Cape Cod’s most romantic and luxurious seaside retreats—offering distinct accommodations at The Mansion and The Villages, each designed for unforgettable coastal escapes.

We Recommend This For:

Couples, families, golfers, and spa seekers looking for a quintessential Cape Cod resort experience with upscale touches and beachside relaxation.

What We Love:

The private beach for Mansion guests, five pools, fine dining on the Ocean Terrace, and access to a Nicklaus Design golf course and the scenic Cape Cod Rail Trail.

• Stay in The Mansion for exclusive access to a private beach, two pools, a tennis complex, and spa services—or book The Villages for golf course views and a connection to Cape Cod’s natural beauty.
• Swim in one of five resort pools, then sip a cocktail at The Beach Bar or dine at Bayzo’s Pub or the stunning indoor/outdoor Ocean Terrace.
• Play a round on the Nicklaus Design golf course, take tennis lessons, or unwind with a spa treatment at The Beach House Spa.
• Explore six area beaches and the Cape Cod Bike Trail, both easily accessible from the resort’s grounds.
• Relax in rooms and suites with modern decor, luxury linens, and all the comforts of a full-service coastal resort.

Address:

2907 Main St, Brewster, MA 02631
Phone: 508-896-9000

Location:

Pittsfield (near Lenox), The Berkshires, Massachusetts, USA

Highlights:

Nestled in the heart of the scenic Berkshires, Berkshire Mountain Lodge offers a cozy, resort-style escape ideal for culture seekers and outdoor adventurers alike. Its location near Lenox makes it the perfect base for experiencing the region’s rich arts, nature, and wellness scene.

We Recommend This For:

Couples, families, and travelers looking for a homey, convenient base to explore the Berkshires with all the comforts of a condo-style stay.

What We Love:

Spacious one-bedroom units with full kitchens, a tranquil countryside setting, and easy access to both outdoor adventures and cultural attractions.

• Stay in comfortable one-bedroom condominiums with full kitchens, private bedrooms, living/dining areas, and modern bathrooms—perfect for extended stays or family travel.
• Explore the Berkshires’ famous hiking trails, scenic mountain biking paths, and seasonal ski resorts, all within easy reach of the lodge.
• Relax at local spas, shop open-air bazaars and farmers markets, or enjoy nearby cultural attractions such as Tanglewood, the Norman Rockwell Museum, and The Mount.
• Unwind after a day of exploring with in-room comforts and resort-style amenities in a quiet, wooded setting.
• Enjoy year-round activities including horseback riding, fishing, swimming, skating, and more—all wrapped in Berkshire charm.

Address:

8 Dan Fox Drive, Pittsfield, MA 01201
Phone: 413-997-3537

Romantic Hotels in Massachusetts:

Location:

Nantucket, Massachusetts, USA

Highlights:

For an idyllic beach escape with Nantucket charm, Harborview Nantucket offers a boutique experience with the feel of a private summer home—set along a quiet stretch of sand just minutes from the heart of town.

We Recommend This For:

Families, couples, and small groups looking for luxurious cottage accommodations with walkable access to town and breathtaking harbor views.

What We Love:

Multi-bedroom beachfront cottages, cozy living spaces with fireplaces, and complimentary shuttles from the ferry and airport for seamless arrivals.

• Stay in charming, individually styled cottages featuring exposed wood beams, full kitchens, modern bathrooms, and living areas with fireplaces and flat-screen TVs.
• Relax on the private beach with loungers and umbrellas, or sip a glass of wine from your porch as the sun sets over Nantucket Harbor.
• Walk to the historic town center just blocks away, with access to restaurants, boutiques, galleries, and the ferry terminal.
• Enjoy complimentary Wi-Fi, luxury bath amenities, and shuttle service to and from the airport and ferry dock.
• Experience the beauty of island life with all the comforts of home, in one of Nantucket’s most coveted waterfront locations.

Address:

24 Washington St, Nantucket, MA 02554
Phone: 508-228-4423

Location:

Lenox, The Berkshires, Massachusetts, USA

Highlights:

Set on 120 acres of tranquil gardens with the historic Bellefontaine Mansion at its heart, Canyon Ranch Lenox is a premier luxury wellness resort—offering transformative experiences, holistic treatments, and gourmet health-conscious dining in the cultural heart of the Berkshires.

We Recommend This For:

Wellness seekers, solo travelers, couples, and anyone looking to recharge mind, body, and spirit in a luxurious, immersive setting.

What We Love:

The 100,000-square-foot spa and wellness complex, expert-led health programs, and daily access to fitness classes, outdoor adventures, and organic dining—all included in your stay.

• Stay in serene, beautifully appointed rooms with flat-screen TVs, iPod docks, mini-fridges, coffee makers, and modern wellness-inspired comforts.
• Relax in indoor and outdoor pools, hot tubs, steam rooms, and saunas—or indulge in customized spa and integrative health treatments.
• Move in daily fitness classes, yoga sessions, guided hikes, paddle-boarding, or workouts in the state-of-the-art gym and indoor track.
• Eat well with organic, gourmet cuisine at the main health-focused restaurant or the Mediterranean café—both prioritizing balance and flavor.
• Explore the Berkshires by bike or on foot with complimentary loaner gear, or unwind with lectures, workshops, and curated wellness experiences.

Address:

165 Kemble St, Lenox, MA 01240
Phone: 413-637-4100

Location:

Chatham, Cape Cod, Massachusetts, USA

Highlights:

Originally established in 1914 as a semi-private hunting lodge, Chatham Bars Inn Resort & Spa has evolved into one of Cape Cod’s most iconic luxury resorts—offering refined seaside accommodations, exceptional dining, and classic New England charm right on the Atlantic Ocean.

We Recommend This For:

Couples, families, honeymooners, and wellness travelers seeking a luxury beachfront experience with historic character and five-star amenities.

What We Love:

Private beach access, adults-only suites with saunas and fireplaces, and gourmet dining options ranging from upscale to beachfront casual.

• Stay in beautifully styled guest rooms, suites, or private cottages featuring designer linens, Nespresso machines, flat-screen TVs, and sweeping ocean views.
• Relax at the full-service spa, take a dip in the heated oceanfront pool, or unwind on the private beach with loungers and attentive service.
• Upgrade to an adults-only suite or cottage for added privacy, complete with saunas, fireplaces, and cozy living spaces for ultimate comfort and romance.
• Dine across multiple venues, including an elegant steakhouse and a casual oceanfront café—all showcasing fresh, locally sourced ingredients.
• Enjoy tennis, croquet, a modern fitness center, and a complimentary shuttle to Cape Cod National Seashore for outdoor adventures and beach excursions.

Address:

297 Shore Rd, Chatham, MA 02633
Phone: 800-527-4884

Unique Resorts in Massachusetts:

Location:

Lenox, The Berkshires, Massachusetts, USA

Highlights:

Set on 380 rolling acres of historic Berkshires landscape, Wyndhurst Golf & Club (formerly Cranwell Spa & Golf Resort) is a refined year-round destination offering a championship golf course, luxury spa, and sweeping views of grounds designed by Central Park’s own Frederick Law Olmsted.

We Recommend This For:

Golfers, spa-goers, couples, and travelers seeking a refined, four-season Berkshires retreat with both leisure and adventure.

What We Love:

18 holes of championship golf, an on-site spa and indoor pool, Olmsted-designed gardens, and plush accommodations across seven elegant buildings.

• Stay in guest rooms and suites with flat-screen TVs, whirlpool tubs, washer/dryers, and fully equipped kitchens—perfect for extended stays or romantic getaways.
• Play a round on the resort’s 18-hole course, take a private lesson, or enjoy seasonal outdoor recreation like cross-country skiing, snowshoeing, and ice skating.
• Relax at the full-service spa or in the indoor/outdoor pools, and stay active at the modern fitness center and tennis courts.
• Dine at the resort’s acclaimed restaurant with globally inspired cuisine, or opt for casual fare at the café and tavern with open-air terrace seating.
• Explore beautifully landscaped grounds and walking trails that showcase the property’s rich history and the beauty of the Berkshires.

Address:

55 Lee Rd, Lenox, MA 01240
Phone: 413-637-1364

Location:

Back Bay, Boston, Massachusetts, USA

Highlights:

Standing proudly in Copley Square since 1912, the iconic Fairmont Copley Plaza blends timeless grandeur with modern luxury—offering an opulent stay in the heart of Boston’s historic Back Bay, steps from Trinity Church, Newbury Street, and Boston Public Library.

We Recommend This For:

Business travelers, couples, city explorers, and history enthusiasts who appreciate classic elegance paired with contemporary comfort.

What We Love:

Club Floor access with elevated perks, marble bathrooms and decorative fireplaces in suites, and the refined ambiance of a true Boston landmark.

• Stay in beautifully appointed guest rooms with flat-screen LCD TVs, iHome docks, Keurig-style coffee machines, and rich architectural details.
• Upgrade to a one-bedroom suite for soaring ceilings, historic decorative fireplaces, and luxurious marble en-suite bathrooms.
• Indulge in the exclusive Club Floor experience, which includes access to a private lounge with complimentary breakfast and evening hors d'oeuvres.
• Dine at the on-site American brasserie serving seasonal, farm-to-table cuisine in a stylish setting.
• Work Out in the 24-hour rooftop fitness center while taking in views of the Boston skyline, or host events in the hotel’s expansive 23,000+ square feet of elegant meeting space.

Address:

138 St James Ave, Boston, MA 02116
Phone: 617-267-5300

Location:

West Yarmouth, Cape Cod, Massachusetts, USA

Highlights:

Set on 7.5 scenic oceanfront acres in historic West Yarmouth, Green Harbor Resort is a laid-back, family-friendly retreat offering spacious accommodations, beachside fun, and easy access to Cape Cod’s top attractions.

We Recommend This For:

Families, beachgoers, and travelers looking for a casual seaside escape with space, activities, and convenience.

What We Love:

Suites and cottages with full kitchens and ocean views, on-site mini golf and bike rentals, and a private beach perfect for relaxed family vacations.

• Stay in roomy suites, townhouses, or private cottages with kitchens or kitchenettes, flat-screen TVs, coffee makers, and balconies or terraces with charcoal grills and ocean views.
• Play on the private sandy beach, swim in the outdoor pool, or challenge the family to a round of miniature golf on site.
• Explore Cape Cod by bike, canoe, or rowboat—rentals are available directly from the resort for adventure on land or sea.
• Relax just minutes from Hyannis Harbor, Blue Rock Golf Course, and local dining, with all the comforts of a coastal home base.
• Enjoy complimentary Wi-Fi and easygoing charm in a serene, ocean-facing location that’s perfect for a classic New England beach vacation.

Address:

182 Baxter Ave, West Yarmouth, MA 02673
Phone: 800-227-3263