Romantic Getaways in Massachusetts: Your Guide to Romantic Getaways in the Bay State

From a historic city hotel to a secluded beach hideaway, you'll find your perfect romantic getaway in Massachusetts in this hand-picked list.

There’s nothing better than going on a romantic weekend getaway with your partner. Perhaps you want to whisk your loved one away to celebrate a special occasion or you feel like you both need a break from the stresses of everyday life. Or, maybe you simply want to reconnect and reenergize together. Whatever the reason for planning a romantic vacation, the beautiful New England state of Massachusetts is the ideal destination.

Whether you’re looking for a cozy countryside hideaway in the Berkshires or a sophisticated beachfront retreat on Cape Cod, you can amp up the romance and reignite your love for one another at one of these amazing properties across Massachusetts.

Discover an Oceanfront Escape with Endless Outdoor Adventures on Plum Island

This secluded, beachy escape, which lies on its own stretch of sand on Plum Island (a barrier island off northeastern Massachusetts), makes the perfect romantic getaway. Blue Inn on the Beach is the only hotel on the island and it features 13 rooms, including several cottages with private entrances and ocean views. Breakfast is delivered to your door, which is packed to go so you can enjoy it in bed, or wherever else you wish.

The island is only 11 miles long, but has a wealth of activities and outdoor adventures on offer – from paddleboarding to a river trip over the Joppa Flats. You can also visit Plum Island Lighthouse, stop off for lobster rolls at the legendary Bob Lobster, or head into downtown Newburyport, where you’ll find an array of locally-owned boutiques. Back at the hotel, relax in the hot tub with a glass of champagne or go for a moonlit stroll along the beach.

Blue - Inn on the Beach

Top rated
9.4 Excellent (133 reviews)

Kick Back and Relax at this Cape Cod Institution

If you’re looking for amazing romantic vacation ideas for couples, a stay at Chatham Bars Inn Resort & Spa in Cape Cod is hard to beat. This stunning hotel is set on a private beach in Chatham at the southeast tip of the island. Incredible amenities include four restaurants, a heated pool, and tennis courts. For an unforgettable experience, book an adults-only Spa Suite, which comes with a hydrotherapy tub and sauna.

When you do feel like leaving your room, there are endless opportunities to reconnect with a loved one, whether you wish to relax on the pristine beach, enjoy some privacy in a poolside cabana, or be pampered at the spa.

If you’re feeling energetic, jump on fat-tire bikes and go for a ride on the sand. If you’re looking for adventures on the water, you’ll be in the right place. Enjoy a memorable whale watching trip, kayak ride, or relaxing sunset cruise with a glass of champagne on one of the hotel’s boats. As evening falls, enjoy cocktails at Bayview Terrace, followed by a romantic dinner overlooking the ocean at STARS.

Chatham Bars Inn

Top rated
9.2 Excellent (1562 reviews)

A Place to Yourselves in Martha's Vineyard

If safety and privacy are top of mind, opt for this vacation rental in Martha’s Vineyard, an enchanting island located a few miles south of Cape Cod and accessible only by ferry or air. Fondly known as ‘The Vineyard,’ it is the perfect destination for a romantic getaway in summer or winter.

The Cozy Garden Apartment in Grand Style is a private hideaway with a central location in Oak Bluffs. The new one-bedroom apartment features artisanal-style décor with a kitchen, an antique iron bed, and a private garden patio, where you can sip cocktails as you gaze at the stars.

If you need to stock up on groceries, beer and wine, or supplies for a gourmet beach picnic, Tony’s Market is just a short walk away.

Stroll through the colorful Gingerbread Cottages down to the town center, where you’ll find all sorts of restaurants and one-off boutiques. Rev up the romance with a jet ski ride for two down at the harbor, arrange a fishing charter or listen to live music as you watch the sunset.

Cozy Garden Apartment In Grand Style

Oak Bluffs
9.5 Excellent (24 reviews)

Indulge with Champagne and Chocolate-covered Strawberries at This Chic Boston Hotel

For the ultimate romantic getaway, head to XV Beacon Hotel, located in the historic Beacon Hill neighborhood in the heart of Boston. This 5-star boutique hotel is housed in an iconic Beaux-Arts building that dates back to the turn of the century. Swanky accommodation includes fireplaces and jacuzzi baths, while the array of luxury amenities includes a fine-dining restaurant and a fitness room.

Step outside and take a stroll along Acorn Street’s cobbled lane, visit the impressive Faneuil Hall Marketplace or explore the Isabella Stewart Gardner Museum (a name you might recognize from Netflix’s “This is a Robbery”). A great way to soak up some culture is with a private tour of some of the city’s historic sights. For the ultimate VIP treatment, book the hotel’s courtesy Lexus service, and they’ll drop you off wherever you wish.

After a magical day, head back to your room and unwind in a bubble bath for two or relax in front of the fire with a bottle of sparkling wine and chocolate-covered strawberries. Watching the sun go down from the hotel’s private roof deck is another experience not to be missed. XV Beacon is a Preferred Pride hotel, offering personalized experiences for LGBTQ guests. Don’t forget that pooches get pampered too.

XV Beacon Hotel

9.4 Excellent (868 reviews)

Reconnect and Revitalize at This Berkshires Retreat

Romance is in the air at Chambery Inn, a 19th-century schoolhouse in the Berkshires that has been transformed into a charming boutique hotel. Classic French décor meets modern comforts and updated, exceptionally spacious suites come with canopy beds and bathrooms with jetted tubs. Wake up to a delicious gourmet breakfast delivered to your room each morning and feel stress melt away during an in-room couple’s massage in front of the fire. What could be more romantic?

The hotel is located in the charming town of Lee, and although it might be tempting never to leave your room, there’s a wealth of fun activities and adventures on offer. Hop on the hotel’s bike cruisers and head out on a romantic ride along Main Street or go hiking on one of the trails in October Mountain State Forest. The Norman Rockwell Museum in Stockbridge is worth a visit, and it’s only a short drive away.

Chambery Inn

9.6 Excellent (744 reviews)

Relax and Reenergize at this Elegant French-style Escape in Plymouth

Mirbeau Inn & Spa in the New England town of Plymouth offers the perfect recipe for a romantic vacation. It has the ambiance of a French country estate, complete with delightful pond gardens, classic European architecture, and a luxurious spa.

For something extra special, book a Turret Suite and you’ll be able to unwind on the balcony or lie back and relax in the freestanding tub. Opt for the Romance package and enjoy a bottle of rosé and a full breakfast. Unwind with a massage for two in front of the fire in your room or spend a lazy afternoon sipping champagne in the hot tub at Aqua Terrace.

When venturing out, head into the historic town center where you can go on a whale-watching trip, explore the Mayflower II, or visit the famed Plymouth Rock where the pilgrims first landed all those years ago. One thing is for sure; you’ll leave feeling refreshed and reconnected.

Mirbeau Inn & Spa - Plymouth

Top rated
9.6 Excellent (795 reviews)

Escape to This Beachfront Hideaway in Hull

Romance awaits at Nantasket Beach Resorta quintessential New England beachfront retreat located in Hull, between Cape Cod and Boston. Renovated rooms are seriously stylish and come with fireplaces, spa baths, and balconies overlooking the sea. This coastal getaway has a stunning pool and hot tub with a retractable glass roof, and a fitness center. The rooftop deck is the ideal spot to watch the sunset as you listen to live music on the weekends.

The seaside town of Hull offers endless opportunities for fun, adventure, and romance. There are lighthouses to explore, scenic nature trails within easy reach, and surfing lessons. Ride the old carousel at Paragon Carousel and Museum, situated on the shores of Nantasket Beach. It’s also fun to take the ferry to the Boston Harbor or go on a romantic dinner cruise.

Nantasket Beach Resort

8.4 Very good (2236 reviews)