Top 15 Romantic Weekend Escapes in Massachusetts

Massachusetts, a compact New England state renowned for Harvard, Boston, and films such as Good Will Hunting, is rich in character within its modest 10,554 square miles.

For your upcoming romantic retreat, accompany your partner and discover the charm and beauty of this northern state. Be it a coastal escape, a secluded woodland experience, or enjoying the city lights of Boston, this destination is bound to meet your expectations.

Explore our curated list of the top 15 places to enjoy a weekend immersed in romance in Massachusetts.

1. Martha’s Vineyard Resort and Hotel

Experience one of the “Top 25 Resorts in the United States” as identified by Conde Nast Traveler during your visit to Martha’s Vineyard Resort. This serene oasis enables you to leave behind daily stresses. Whether engaging in outdoor activities such as sailing, biking, golfing, and fishing, or unwinding with a good book on the porch, Martha’s Vineyard Resort is an ideal choice for you and your partner.

Within a short ten-minute stroll, you can reach beautiful beaches, charming shops, art galleries, and restaurants. At Martha’s Vineyard, you can relax and allow the hotel to cater to your needs.

Website: http://www.marthasvineyardresort.com/

2. Fifteen Beacon Hotel – Boston

Embrace the luxurious lifestyle at Fifteen Beacon Hotel in Boston. Situated in the heart of downtown, this upscale accommodation provides convenient access to the historic city while ensuring you return to pure comfort and refinement.

Wrap yourself in a cashmere blanket, or gather around the gas fireplace with your loved one while enjoying a complimentary bottle of champagne available in every room. This hotel exemplifies elegance, ensuring a pampering experience at every turn.

For those seeking a night in, Fifteen Beacon offers excellent dining options. Savor a meal at the hotel’s exceptional steakhouse, Mooo, or opt for room service and enjoy filet mignon without leaving your suite. Picture savoring a delicious steak in your robe while enjoying the vibrant city skyline as your backdrop.

Website: http://xvbeacon.com/

3. Harbor Light Inn – Marblehead

Recognized as “One of the USA’s Most Romantic Inns” by the New York Times, the Harbor Light Inn deserves a place on our list. This inn, located in one of Massachusetts’s few authentic coastal towns, offers guests a uniquely intimate experience.

The historic charm of the Harbor Light Inn provides a glimpse into 18th-century luxury, featuring chandeliers, intricate brasswork, hand carvings, pine flooring, and vintage art. Guests can enjoy the warmth of the inn while residing in rooms individually decorated to enhance comfort and character.

Select a room equipped with a double Jacuzzi, fireplace, and sundeck for an especially romantic experience. While at the Harbor Light, you can wake up to an extensive breakfast buffet, which includes treats such as a fresh salmon platter and crème brûlèe French Toast.

Website: http://www.harborlightinn.com/

4. Inns of Rockport

Located just an hour north of vibrant Boston, the Inns of Rockport provide patrons with a scenic retreat by the water. This quaint seaside village offers unique shops and fresh seafood.

Explore Rockport with your partner while staying in one of these 25 Massachusetts bed & breakfasts, cabins, and inns. Consider the Captain’s House for oceanfront lodging, grilling facilities, and a continental breakfast. Alternatively, the charming Seafarer Inn provides a cozy atmosphere for couples. Enjoy the ocean breeze on the Seafarer’s wrap-around porch or experience the beach life, which is just a short walk from the inn.

Website: http://www.innsofrockport.com/

5. Langham – Boston

This British-themed hotel, established in 1865, radiates charm and sophistication. Originally housing the Federal Reserve Bank of Boston, this historical site has been transformed into a beacon of hospitality and luxury. Visit the Langham in Boston to create cherished memories with your loved one.

Step outside to access the full spectrum of Boston’s attractions. Merely three blocks from the Langham, guests will find the picturesque waterfront, significant for its role during the Boston Tea Party. Additionally, four blocks away lies the city’s famous Faneuil Hall marketplace, known for its delicious cream pies, lobster rolls, and must-have souvenirs.

Inside the Langham, couples can choose from 318 rooms, each promising breathtaking views of the city skyline. Experience dining at The Reserve, the hotel’s restaurant, which serves a refined menu of New England cuisine with British influences. Additionally, every Saturday, indulge in the Saturday Chocolate Bar, featuring over 100 unique chocolate dessert combinations that evoke all the senses.

Website: http://www.langhamhotels.com/en/the-langham/boston/

6. The Wauwinet – Nantucket

Discover a seaside retreat on Nantucket Island, Massachusetts, for your next romantic rejuvenation. This picturesque waterfront mansion radiates charm and elegance, making it a superb location for relaxation.

At the renowned “Spa by the Sea,” you and your partner can indulge in ocean-inspired treatments. Purify your body with a Salt Polish or refresh your skin through an Algae Wrap. At Wauwinet, your comfort is paramount.

Website: http://www.wauwinet.com/

7. ShoreWay Acres Inn – Falmouth

Experience the essence of Cape Cod at this beachfront oasis in Falmouth, Massachusetts. Originally built in 1806, this historic inn has withstood eight attacks by the British during the War of 1812. After extensive preservation efforts, ShoreWay now offers a selection of contemporary or classic accommodations across its 80 rooms for a tranquil getaway.

Enjoy the warm atmosphere of ShoreWay, where you and your loved one can participate in summertime Lobster Clambakes in “The Lawn” located behind the inn. Traditional Lobster Clambakes represent a Cape Cod essential: featuring soft-shell steamer clams, a 1.25-pound whole lobster, corn on the cob, Portuguese Linguica sausage, and fresh watermelon. Be prepared to loosen your belt for this feast.

Website: http://www.shorewayacresinn.com/

8. Stonehedge Inn & Spa – Tyngsboro

As the proprietors describe, the Stonehedge is “close to Boston, yet worlds away.” This classic country inn provides couples with a romantic setting for an intimate weekend retreat from the hectic pace of everyday life. Nestled in the tranquil New England woods, the Stonehedge is well-known for its Wine Dinners, Craft Beer Dinners, and traditional local cuisine.

Enhance the romance with the “Romance under the Stars” Package at the Stonehedge Inn. This package includes a bottle of champagne, a dozen red roses, a private spa treatment, dinner for two (either in the hotel’s restaurant or in the tranquility of your room), breakfast in bed, and a suite featuring a Jacuzzi, fireplace, and porch.

Website: http://www.stonehedgeinnandspa.com/

9. Surfside Hotel & Suites – Provincetown

The Surfside Hotel, located in Provincetown, Massachusetts, epitomizes an oceanfront, laid-back, and casual escape in New England. This delightful destination places you moments from the scenic sand and surf of Cape Cod.

With a heated outdoor saltwater pool, a complimentary deluxe hot breakfast, a private beach for guests, and packages such as the “Whale Watching” offer, you may find it difficult to depart from Surfside.

Experience waterfront dining at the many nearby restaurants, including The Lobster Pot, famous for its exquisite lobster dishes. Begin your meal with a Lobster Avocado Cocktail or indulge in Lobster Arancini for something warm. Save room for Lobster Ravioli Alfredo or the Lobster & Clam Cakes Royale. If you’re seeking straightforward New England flavor, do not miss the Boiled Lobster, available in various sizes from 1 to 2 pounds.

Website: http://www.surfsideinn.cc/

10. The Berkshires of Western MA – Plymouth

Retreat into the mountains at this secluded collection of lodges in Western Massachusetts, a region abundant in life and activities. Located in nature’s embrace, visitors can enjoy adrenaline-pumping adventures such as zip lining, hiking, and biking, while summer offers a paradise for water enthusiasts with options like kayaking, whitewater rafting, and boating. When winter blankets the area in snow, the Berkshires transform into a haven for skiing and snowboarding. Couples looking to escape their office routines for a weekend immersed in nature should consider the Berkshires.

Upon your arrival, you will discover a myriad of lodging options. Some may prefer the rustic charm of cabins and campgrounds, where camping by the lake is a delightful experience. Others might elect to stay at the cozy bed & breakfasts dotted throughout the region. For those desiring maximum comfort, a variety of hotels and resorts await.

Website: http://berkshires.org/

11. Concord’s Colonial Inn

This exquisite colonial inn welcomed guests since 1716, long before the establishment of the United States! A century later, from 1835 to 1837, Henry David Thoreau resided in this very inn while attending Harvard, where he likely began formulating his ideas on civil disobedience and simple living. Immerse yourself in history at this remarkable destination in charming Concord, Massachusetts.

Couples may opt for the honeymoon suite at the Colonial, regardless of their marital status. This elegant suite, once occupied by Thoreau, features a king-size bed, living/dining area, full kitchen, and a bathroom equipped with a Jacuzzi. Surely, this surpasses the accommodations at Harvard dormitories.

Website: http://www.concordscolonialinn.com/

12. Bass Rocks Ocean Inn – Gloucester

When envisioning New England, the Bass Rocks Ocean Inn embodies it perfectly. This colonial-era white mansion is positioned along the Atlantic coastline, beautifully restored. Each room offers ocean views and opens to patios on the ground floor or balconies on the second floor at this historic gem.

Should you require further motivation to visit Bass Rocks beyond its stunning ocean vistas, consider the complimentary seaside breakfasts served each morning, along with a heated outdoor pool and hot tub available daily. Guests at Bass Rocks can partake in whale watching or deep-sea fishing, or simply soak in the sun on the beach.

Website: http://www.bassrocksoceaninn.com/

13. DoubleTree Hotel – Bedford

Only 18 miles from Boston, this luxurious hotel represents an ideal retreat for Bostonians seeking a reconnection. You will be welcomed with a warm chocolate chip cookie upon your arrival, setting the stage for a wonderful stay. Enjoy access to the DoubleTree’s heated indoor pool year-round, or participate in various activities including tennis, sand volleyball, bocce, and basketball.

As the day draws to a close, relax in the plush “Sweet Dreams” beds, allowing all your worries to dissipate. This sanctuary is perfect for couples yearning for peace, tranquility, and relaxation.

Website: http://doubletree3.hilton.com/en/hotels/massachusetts/doubletree-by-hilton-hotel-boston-bedford-glen-BOSBFDT/index.html

14. The Verve Crowne Plaza Hotel – Natick

Situated just west of Boston, the town of Natick offers a refreshing escape with easy access to the city. At the Verve in Natick, couples can indulge in their romantic getaway enveloped in sophisticated luxury.

Relax in the Violet Thorn, the Verve’s lounge, alongside your loved one for an enjoyable evening filled with signature cocktails and a vibrant atmosphere. Dine at The Pantry, the hotel’s restaurant inspired by Julia Child. Across the street lies New England’s largest shopping mall, the Natick Collection, featuring retailers such as Nordstrom, Anthropologie, BCBGMAXAZRIA, Macy’s, and many more.

Website: http://www.vervehotelnatick.com/

15. Lamb and Lion Inn – Barnstable

Unwind at this charming bed & breakfast in Cape Cod. The Lamb and Lion offers the ultimate B&B experience characterized by warmth and comfort, positioned a mere minute’s walk from the beach.

For enhanced privacy during your romantic sanctuary, consider the “Lamb’s Retreat,” a converted 1700s horse stable resembling a spacious cottage, or the “Lion’s Den,” a secluded haven featuring a king-size bed, wood-burning fireplace, and kitchenette.

Website: http://www.lambandlion.com/