Want to plan a dreamy weekend escape? These getaways in Massachusetts offer cozy inns, seaside strolls, and charming towns perfect for reconnecting and making sweet memories.

Highlights:

  • Seaside escapes in Cape Cod
  • Charming bed-and-breakfast stays in Martha’s Vineyard
  • Historic walks in Salem and Marblehead
  • Mountain cabin retreats in the Berkshires
  • Romantic dinners along Boston’s waterfront

Unique Romantic Weekend Getaways in Massachusetts:

1. The Inn at Scituate Harbor


Look at harbor views and stroll the waterfront on an easy weekend trip.

The Inn at Scituate Harbor

© The Inn at Scituate Harbor

Location:

Scituate Harbor, MA

Highlights:

If harbor views and peaceful beach town charm are calling your name, The Inn at Scituate Harbor is just the spot. Wake up to stunning sunrises, explore nearby beaches, and enjoy the comforts of a cozy waterfront inn.

We Recommend This For:

Couples, families, dog owners, and coastal travelers looking for a scenic and relaxing stay near the water.

What We Love:

Panoramic harbor views from every room, dog-friendly hospitality, a heated indoor pool, and easy access to five beautiful beaches.
  • Stay in guest rooms with harbor views, deluxe bedding, and amenities like refrigerators, iPod docks, daily bottled water, and in-room conveniences.
  • Upgrade to a spacious suite with two queen beds, plus a living and dining area for extra comfort and flexibility.
  • Relax year-round in the indoor heated pool or unwind on the outdoor deck overlooking the harbor.
  • Enjoy daily continental breakfast and 24-hour coffee and tea service in the welcoming lobby space.
  • Explore five nearby beaches, charming shops, and local attractions all within easy reach of the inn.

Address:

The Inn at Scituate Harbor, 7 Beaver Dam Road, Scituate Harbor, MA
Phone: 877-477-5550

2. Ocean Edge Resort and Golf Club, Cape Cod


Golf oceanside and enjoy beach days on an exciting summer vacation.

Ocean Edge Resort and Golf Club, Cape Cod

© Ocean Edge Resort and Golf Club

Location:

Brewster, MA (Cape Cod)

Highlights:

Whether you're planning a luxurious family escape or a romantic Cape Cod getaway, Ocean Edge Resort and Golf Club has it all. From award-winning golf to private beaches and spa indulgence, this resort redefines coastal relaxation.

We Recommend This For:

Golfers, couples, families, and anyone seeking a high-end Cape Cod experience packed with outdoor adventure and refined comfort.

What We Love:

Troon Prive golf course, stand-up paddleboarding and kayaking, a full-service spa, and luxury accommodations that cater to both couples and families.
  • Stay in a variety of upscale accommodations, from romantic rooms for couples to spacious family-friendly options.
  • Play a round of golf on the scenic Troon Prive course and take advantage of Stay and Play packages.
  • Explore the water with on-site SUP and kayak rentals, or just lounge on the beach with a Cape Cod breeze in the air.
  • Relax at the full-service spa, offering massages, facials, and rejuvenating treatments for total wellness.

Address:

Ocean Edge Resort and Golf Club, 2907 Main Street, Brewster, MA 02631
Phone: 508-896-9000

3. Harbor Light Inn


Admire colonial charm and relax by the fire on a romantic couples getaway.

Harbor Light Inn

© Harbor Light Inn

Location:

Marblehead, MA

Highlights:

If you love seaside charm and historic elegance, Harbor Light Inn is the perfect Marblehead escape. Nestled in the heart of the harbor district, this cozy inn offers fireplaces, gourmet breakfasts, and even a heated pool for ultimate relaxation.

We Recommend This For:

Couples, solo travelers, history lovers, and anyone craving a quaint coastal getaway with upscale comforts.

What We Love:

Fireplace suites, sundecks, seasonal pool, in-room massages, afternoon cookies and cider, and a charming tavern serving New England favorites.
  • Stay in one of 20 beautifully appointed rooms with private baths, Wi-Fi, TVs, air conditioning, and thoughtful amenities—some with fireplaces, sundecks, or patios.
  • Upgrade to one- or two-bedroom apartments for longer stays, complete with whirlpools or full living areas.
  • Relax with a single or couples massage, or lounge by the heated seasonal pool with a book from the DVD library.
  • Dine at the cozy Tavern, which serves cordials, wine, beer, and local favorites like crab cakes, chowder, and grilled paninis.
  • Savor a daily gourmet continental breakfast with hot casseroles, fresh fruit, baked goods, and gluten-free options—served in-room or outdoors. Enjoy cider, cookies, and complimentary snacks throughout the day.

Address:

Harbor Light Inn, 58 Washington Street, Marblehead, MA
Phone: 781-631-2186

4. Brook Farm Inn


Explore literary history and unwind in quiet surroundings on a peaceful spring retreat.

Brook Farm Inn

© Brook Farm Inn

Location:

Lenox, MA (The Berkshires)

Highlights:

If you’re looking for a cozy and elegant Berkshires escape, Brook Farm Inn delivers peace, pampering, and poetic charm. With fifteen warmly decorated rooms, gourmet breakfasts, and spa services, it's the perfect spot to recharge in Lenox.

We Recommend This For:

Couples, wellness travelers, writers, and anyone seeking a refined and restful bed and breakfast in the heart of the Berkshires.

What We Love:

Fireplace suites, massage and reflexology services, homemade baked breakfasts, a stocked guest pantry, and weekend afternoon teas with scones.
  • Stay in one of 15 thoughtfully designed rooms—some with fireplaces—featuring charming views and cozy décor perfect for romantic or group stays.
  • Relax with in-room treatments like massage, acupressure, and reflexology, provided by licensed therapists.
  • Recharge your vehicle with the inn’s EV charging station or yourself with cookies from the Guest Pantry—also stocked with a Keurig, fridge, and more.
  • Dine on a daily buffet breakfast with options like baked French toast, salmon eggs, yogurt, granola, and fresh baked muffins. Don’t miss afternoon tea on weekends.

Address:

Brook Farm Inn, 15 Hawthorne Street, Lenox, MA
Phone: 413-637-3013

5. The Platinum Pebble, Massachusetts


Walk to the beach and enjoy boutique comfort on an affordable summer escape.

The Platinum Pebble, Massachusetts

© The Platinum Pebble

Location:

West Harwich, MA (Cape Cod)

Highlights:

If you're looking for a stylish, adults-only hideaway near the beach, The Platinum Pebble is Cape Cod’s boutique gem. With plush rooms, cooked-to-order breakfasts, and a retro lounge, it’s perfect for laid-back luxury.

We Recommend This For:

Couples, solo travelers, and adults seeking a peaceful, design-forward escape with beach access and upscale comfort.

What We Love:

Historic sea captain’s house, walk-in showers, in-room breakfast, poolside access, record lounge, and proximity to Raycroft Beach and the Cape Cod Rail Trail.
  • Stay in stylish rooms with flat-screen TVs, iPod docks, mini bars, and walk-in showers—some with fireplaces, sitting areas, balconies, or direct pool access.
  • Enjoy a complimentary cooked breakfast delivered right to your room each morning—no need to leave your cozy retreat.
  • Explore the area with complimentary loaner bikes, ideal for rides along the Cape Cod Rail Trail or to Raycroft Beach.
  • Unwind at the outdoor pool or in the guest lounge complete with a vinyl record player and curated movie library.

Address:

The Platinum Pebble, 186 Belmont Rd, West Harwich, MA 02671
Phone: 508-432-7766

Relaxing Romantic Weekend Getaways in Massachusetts:

6. Captain's House Inn


Savor gourmet breakfasts and relax in cozy luxury on a romantic fall trip.

Captain's House Inn

© Captain's House Inn

Location:

Chatham, MA (Cape Cod)

Highlights:

For a romantic Cape Cod escape steeped in history, Captain's House Inn offers timeless charm, gourmet breakfasts, and lush English gardens. Housed in elegant 19th-century buildings, this top-rated B&B blends historic elegance with indulgent comforts.

We Recommend This For:

Couples, honeymooners, history buffs, and travelers looking for a peaceful and luxurious New England retreat.

What We Love:

Greek Revival architecture, whirlpool tubs, cream tea service, sherry and port in the library, and the option to dine fireside or poolside.
  • Stay in one of 16 guest rooms and suites located in historic structures like the Main House, Cottage House, converted stables, or the 200-year-old Captain’s Cottage—all with private baths, fireplaces, and modern comforts.
  • Relax in whirlpool whirlpool tubs, enjoy complimentary Wi-Fi, and unwind with a DVD, iPod dock, or cozy fireplace.
  • Explore the inn’s two acres of beautifully landscaped English gardens or take a dip in the seasonal outdoor pool.
  • Dine on a full gourmet breakfast each morning, enjoy traditional afternoon cream tea, and sip complimentary sherry and port in the evening.
  • Delight in thoughtful extras like a welcome basket with snacks and bottled water, evening treats with hot beverages, and the option of fireside or poolside lunch.

Address:

Captain's House Inn, 369 Old Harbour Road, Chatham, MA
Phone: 508-945-0127

7. The Marblehead Inn


Discover seaside charm and admire historic homes on an easy weekend escape.

The Marblehead Inn

© The Marblehead Inn

Location:

Marblehead, MA

Highlights:

For timeless elegance and boutique charm, The Marblehead Inn offers a refined stay in a beautifully restored 1872 residence. With modern comforts, afternoon wine, and coastal town charm, it’s a perfect New England retreat.

We Recommend This For:

Couples, solo travelers, and anyone seeking a historic and stylish escape near the Massachusetts coastline.

What We Love:

Renovated 19th-century architecture, spacious suites with wet bars, a garden fountain, wine and tea hour, and inviting spaces like the vintage lounge and breakfast deck.
  • Stay in one of 11 tastefully updated rooms and suites, each with flat-screen TVs with HBO, iHome docks, eco-friendly bath amenities, and modern private baths.
  • Upgrade to a suite for added space and amenities like Keurig machines, refrigerators, and wet bars.
  • Relax in common areas like the vintage-style lounge, airy dining room, landscaped garden, or the fountain-side sitting space.
  • Dine each morning on an extensive continental breakfast and enjoy a complimentary afternoon tea and wine hour with fellow guests.

Address:

The Marblehead Inn, 264 Pleasant Street, Marblehead, MA
Phone: 781-639-9999

8. Ocean House Hotel at Bass Rocks, Gloucester


Gaze at crashing waves and stroll rocky shores on a relaxing retirement trip.

Ocean House Hotel at Bass Rocks, Gloucester

© Ocean House Hotel at Bass Rocks

Location:

Gloucester, MA (Cape Ann)

Highlights:

Just a short drive from Boston, Ocean House Hotel at Bass Rocks is a century-old coastal retreat with stunning Atlantic views. This historic landmark offers a peaceful, oceanside escape with updated elegance and classic charm.

We Recommend This For:

Couples, coastal road trippers, Boston weekenders, and anyone craving salt air, sea views, and relaxation by the shore.

What We Love:

Renovated rooms with panoramic ocean views, outdoor pool and hot tub, fire pit cocktails, and terrace breakfasts overlooking the water.
  • Stay in beautifully renovated rooms that blend modern comfort with timeless New England style, all with sweeping views of the Atlantic.
  • Unwind at the oceanfront pool or soak in the hot tub while taking in coastal breezes and crashing waves.
  • Enjoy drinks around the fire pit or start your day with breakfast on the scenic terrace.
  • Dine at nearby Cape Ann restaurants featuring freshly caught seafood and regional specialties just minutes away.

Address:

Ocean House Hotel at Bass Rocks, 107 Atlantic Road, Gloucester, MA 01930
Phone: 978-283-7600

9. The Porches Inn


Visit contemporary art and enjoy colorful design on an unusual cultural getaway.

The Porches Inn

© The Porches Inn

Location:

North Adams, MA

Highlights:

If you're drawn to artsy, retro-modern spaces with serious charm, The Porches Inn is a must-stay. Located right across from MASS MoCA, this boutique inn blends 19th-century architecture with creative flair and modern comforts.

We Recommend This For:

Art lovers, design enthusiasts, couples, and anyone looking for a quirky, stylish stay in the Berkshires.

What We Love:

Colorful retro interiors, historic Victorian row homes, an outdoor pool, sleek lobby bar, and proximity to world-class art at MASS MoCA.
  • Stay in repurposed 19th-century row houses reimagined with vintage furnishings, midcentury artwork, and whimsical decor touches throughout.
  • Relax in the spacious outdoor swimming pool or keep active in the modern, fully equipped fitness center.
  • Unwind in the hip lobby bar, a cozy yet stylish spot perfect for an evening drink or casual hangout.
  • Dine each morning on a complimentary continental breakfast featuring locally-sourced pastries and fresh offerings.

Address:

The Porches Inn, 231 River St, North Adams, MA 01247
Phone: 413-664-0400

10. The Captain Farris House Bed & Breakfast


Savor homemade treats and admire elegant décor on a romantic spring retreat.

The Captain Farris House Bed & Breakfast

© The Captain Farris House Bed & Breakfast

Location:

Bass River Village, South Yarmouth, MA (Cape Cod)

Highlights:

If you're dreaming of an elegant Cape Cod getaway steeped in history, The Captain Farris House Bed & Breakfast is a beautifully restored 1849 gem. With romantic rooms, garden views, and whirlpool tubs, it’s perfect for a peaceful and pampered retreat.

We Recommend This For:

Couples, history buffs, and relaxation-seekers looking for a luxurious B&B experience near Cape Cod’s central attractions.

What We Love:

whirlpool tubs, individually styled rooms, wrap-around porch, port wine evenings, and fresh-baked cookies served with afternoon tea.
  • Stay in uniquely decorated rooms and suites with private bathrooms, luxurious linens, sweet treats, and bath amenities—some with fireplaces, patios, and private entrances.
  • Relax in the gardens, on the porch, or in the elegant parlor with access to a video library, beach towels and chairs, and complimentary soft drinks and popcorn.
  • Indulge in a seasonal breakfast served at private tables with hot entrees, juice, and more, followed by afternoon tea and cookies.
  • Unwind in the evening with a complimentary glass of port wine or sherry as you settle in for the night.

Address:

The Captain Farris House Bed & Breakfast, 308 Old Main Street, Bass River Village, MA
Phone: 508-760-2818

FAQ:

  • What types of romantic accommodations are available in Massachusetts?
    • Whether you are looking for a historical inn, country estate, or a cozy bed & breakfast, there are many beautiful romantic places to stay in Massachusetts.
  • Where can I find a romantic inn in Massachusetts?
    • Check into a romantic inn in Cape Cod for a charming getaway.
  • What are some relaxing weekend destinations in Massachusetts?
    • Plan a relaxing weekend in Lenox and enjoy its peaceful surroundings.
  • Are there island getaways in Massachusetts?

At a Glance:


Best Time to Visit Tips for Exploring
Spring (March-May) – Blooming flowers and mild temperatures. Explore Salem’s waterfront – Walk along Pickering Wharf for scenic harbor views.
Summer (June-August) – Warm weather, perfect for coastal escapes. Take a ferry to Martha’s Vineyard – A romantic day trip with stunning coastal views.
Fall (September-November) – Peak foliage season, great for scenic drives. Drive the Mohawk Trail – One of the best fall foliage routes in New England.
Winter (December-February) – Cozy retreats and festive holiday charm. Visit Norman Rockwell Museum – A perfect indoor activity for art-loving couples.

Map:


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