Massachusetts has a treasure trove of romantic weekend getaways, all within a short drive that does not require flights or extended time off. Boston sits right in the middle of some of the best coastal towns, lake spots, and charming New England villages, which means a cozy cabin, a quiet beach, or a luxury spa hotel is usually just a short drive away.
Whether I want a peaceful couples’ retreat, a cute inn with a fireplace suite, or a scenic road trip with ocean views, I never have to look very far. And that’s honestly my favorite part about living here-you can go from city noise to a sunset over the water in under two hours.
Let’s delve into some of the most charming romantic getaways from Boston, each with its own appeal for relaxation, reconnecting, and lifelong memories.
Before going into the destinations, here are some essential tips for planning your perfect romantic escape:
Tips for Planning Your Romantic Escape
- Book early for summer and fall
- For winter trips, check for closures
- The mid-week deals are the best.
- If you like quiet, visit popular spots in shoulder seasons.
- Bring layers — New England weather is always full of surprises.
- Pick your spot according to your vibe: beach, mountains, spa, or town charm.
1. Cape Cod – Seaside Charm & Sunset Walks
Distance from Boston: ~70–90 miles
Driving Time: 1.5–2 hours
Cape Cod is one of those places where each season will make one feel romantic. In summer, you get warm beaches, bike paths, and pretty lighthouses. In fall, the crowds die down and everything feels peaceful. Even winter is cozy: quiet villages with small inns decorated with twinkly lights.
My favorite thing, though, is how easy it is to slow down here: long walks on the sand, fresh seafood dinners, sunset views, and cute boutique hotels add to that “just us” feeling. Whether it’s a luxury resort or a charming bed and breakfast, Cape Cod always works for a couple’s escape.
2. Nantucket – Island Romance at Its Best
Distance from Boston: Ferry from Hyannis (~2 hours total travel)
Nantucket is pretty much the poster child for “romantic getaway.” Cobblestone streets, historic inns, beach paths, and that beautiful gray-shingled island aesthetic make everything feel so dreamy. I love just walking around town, going into bakeries, and biking to some of the quieter beaches.
Since cars aren’t really needed, it is the perfect place to unplug. The island feels like its own world — peaceful, classy, and full of small moments that stick with you.
3. Martha’s Vineyard – Relaxed, Scenic, and Great for Couples
Distance from Boston: Ferry from Woods Hole (~2–2.5 hours total travel)
Martha’s Vineyard offers a laid-back, down-to-earth atmosphere, suiting couples looking to relax. You can bike through the tiny villages, explore the lighthouses, get ice cream by the harbor, or watch the waves at South Beach.
There are cozy inns, romantic boutique hotels, and plenty of spots to enjoy nature together. It’s just a great place to unwind and enjoy quiet moments.
4. Rockport & Gloucester – Coastal Beauty & Artistic Vibes
Distance from Boston: 40–45 miles
Driving Time: 45–60 minutes
With their charming allure and proximity, Rockport and Gloucester never fail to deliver when a quick, romantic escape is needed on a whim.
Rockport is like a tiny, picture-perfect fishing village with cute shops, scenic harbor views, and quiet coastal walks. Gloucester adds in beautiful beaches, whale-watching tours, and seafood restaurants overlooking the water.
Both towns offer quaint inns and boutique hotels that are ideal for a couple’s getaway that is nearby yet still feels special.
5. Newport, Rhode Island – Luxury by the Ocean
Distance from Boston: 72 miles
Driving Time: ~1.5 hours
Newport has it all: a beautiful mix of coastline and luxury. The famous Cliff Walk gives one miles of ocean views, whereas a trip into the historic mansions feels surprisingly fun-and romantic.
You can pamper yourself at a stylish waterfront hotel, enjoy fresh seafood, or even take in a sunset sail. It’s ideal if you want a treat-yourself weekend without going too far.
If you love quick weekend adventures, check out 14 Best Day Trips From Pittsburgh, Pennsylvania
6. The Berkshires – Cozy Inns, Art, Mountains & Foliage
Distance from Boston: 130–140 miles
Driving Time: 2–2.5 hours
When I want a healthy dose of nature with equal amounts of culture, the Berkshires fit the bill perfectly. Couples love its quiet mountain scenery, hiking trails, art museums, and charming small towns such as Lenox, Stockbridge, and Great Barrington.
Fall is especially magical, really seeming like something out of a romantic postcard in almost any direction one goes. Fireplace suites and spa resorts make this region perfect for a cozy couples’ weekend.
7. North Conway & Jackson, New Hampshire – Mountain Romance
Distance from Boston: 130 miles
Driving Time: ~2.5 hours
If you love scenic drives, waterfalls, and charming inns, North Conway and Jackson are fantastic picks. The area is peaceful, especially in winter when snow sits atop the mountains and everyone’s bundled up inside by the fire.
Take in the vistas from scenic lookouts, walk nature trails, explore small cafes, or simply relax in a quaint cabin. This is a perfect “getaway into nature” holiday.
If you enjoy scenic trails, don’t miss my guide to The Ultimate Guide to Hiking Artist Bluff Trail: Echo Lake Views You’ll Never Forget
8. Kennebunkport, Maine – Coastal Luxury With a Cozy Feel
Distance from Boston: 85 miles
Driving Time: ~1.5 hours
Kennebunkport is a coastal haven with a supremely warm and welcoming vibe that couples will adore. Pretty beaches, lighthouse walks, fancy oceanfront restaurants, and boutique inns that seem made for romance dot the landscape.
Whether it’s a quiet winter escape or a summer beach trip, the charm is always there.
9. Portland, Maine – Harbor Views & Amazing Food
Distance from Boston: 110 miles
Driving Time: ~2 hours
Portland combines ocean views with an incredible food scene-perfect for couples who love dining out. You can browse the Old Port, take a boat tour, walk along the lighthouse path at Fort Williams, and enjoy harbor views.
With plenty of boutique hotels and coastal inns, the trip can feel relaxing and romantic.
10. Camden, Maine – Peaceful Harbor Town & Luxury Inns
Distance from Boston: 185 miles
Driving Time: ~3.5 hours
Camden feels fancy but cozy at the same time. The harbor is beautiful, especially at sunrise and sunset, and the small shops make for a fun stroll. Hiking Mount Battie together is one of the best romantic outdoor activities-the view is incredible.
There are beautiful luxury inns here that are ideal for special occasions.
11. Lake Winnipesaukee – Lakeside Romance & Sunset Cruises
Distance from Boston: 100 miles
Driving Time: ~2 hours
If you enjoy relaxing near water, Lake Winnipesaukee is such a tranquil escape. You can rent a lakefront cabin, take a ride around by boat, explore the small lake towns, or simply just enjoy the quiet.
It feels like hitting the reset button — simple, calm, and refreshing.
12. Plymouth, MA – A Relaxing Romantic Escape by the Water
Distance from Boston: 40 miles
Driving Time: ~45 minutes
Plymouth is one of the easiest and most peaceful romantic getaways from Boston. I love coming here when I want something quiet but still close to home. The waterfront is beautiful for slow walks, the restaurants feel cozy and intimate, and the history adds a nice charm without feeling too touristy. If you stay at Mirbeau Inn & Spa, it feels like stepping into a little French village—fireplaces, gardens, and relaxing couples’ spa treatments. It’s the perfect mix of comfort, nature, and calm moments together.
It is one of the best romantic getaways close to Boston if you want to have luxury without a long drive.
13. Chatham Bars Inn – Five-Star Beachfront Romance
Distance from Boston: 92 miles
Driving Time: ~2 hours
The romantic getaways of Massachusetts don’t get much more luxurious than this. Guests have access to a private beach, gourmet dining, couples’ spa treatments, and classic Cape Cod elegance.
It’s perfect for anniversaries, birthdays, or anytime you want to celebrate something big.
14. Cliff House Maine – Oceanfront Luxury With Jaw-Dropping Views
Distance from Boston: 70 miles
Driving Time: ~1 hour
Cliff House literally sits on the edge of the Atlantic, and the views are otherworldly. Waking up to waves crashing below your balcony feels like a movie scene. It’s among my highest recommendations for a luxury romantic getaway.
It’s one of my top picks for a luxury romantic getaway.
Conclusion
Most importantly, living near Boston means having a diverse array of romantic destinations right at your fingertips-each has its unique charm and possibilities for unforgettable experiences.
Whether you are looking for a luxury couples’ retreat, a quiet bed and breakfast, or a nature-filled adventure, New England always has the perfect spot waiting. Each trip is almost like a reset button: a time to unplug, explore something beautiful, and enjoy each other’s company.
FAQs
What are the best romantic getaways from Boston for couples?
op romantic trips include Cape Cod, Kennebunkport, Newport, the Berkshires, and Lake Winnipesaukee. They all offer cozy inns, beach walks, scenic drives, and peaceful spots to relax together.
What is the closest romantic getaway to Boston?
The nearest options are Rockport, Gloucester, and Plymouth. Each is less than an hour away from the city and ideal for a quick couples’ retreat.
What is the best romantic beach destination near Boston?
The best beach escapes are Cape Cod, Nantucket, and Kennebunkport, which offer stunning sunsets, beautiful walks, and charming seaside hotels.
What is the best romantic mountain getaway from Boston?
Mountain views, scenic trails, cozy cabins, and quiet inns await couples in North Conway, Jackson, and the Berkshires.
What is the best time of year for a romantic weekend in New England?
Every season has something unique to offer: fall foliage, winter fireplaces, the blooming of flowers in spring, and the beaches during the summer months.
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