The 30 Best Romantic getaway spots in Massachusetts

Gateway Getaway is a premier real estate agency located at 123 Packard Street in the picturesque town of Plymouth, Massachusetts. Our dedicated team of professionals is committed to helping clients find their dream homes or investment properties in this charming coastal community. Whether you're looking for a beachfront retreat, a historic colonial, or a cozy cottage, Gateway Getaway has the expertise and resources to make your real estate dreams a reality. Contact us today to start your journey towards finding the perfect gateway to your new life in Plymouth.

Brook Cove is a charming lodging institution located at 30 Linda Lane in the picturesque town of Great Barrington, Massachusetts. Surrounded by lush greenery and peaceful surroundings, Brook Cove offers a serene retreat for guests looking to escape the hustle and bustle of city life. The cozy accommodations and warm hospitality make it the perfect destination for a relaxing getaway. Whether you're looking to explore the beautiful Berkshires or simply unwind in nature, Brook Cove provides a tranquil and comfortable stay for all visitors.

Publick House Historic Inn is a charming and cozy establishment located at 277 Main Street in Sturbridge, Massachusetts. This historic inn offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway or a delicious meal. With its quaint New England charm and warm hospitality, Publick House Historic Inn provides guests with a truly memorable experience. Whether you're looking for a comfortable place to stay, a delectable meal, or a cozy spot to relax, this institution has everything you need for a delightful stay in Sturbridge.

The James is a vibrant and inviting bar, food, and restaurant located at 1027 Great Plain Avenue in Needham, Massachusetts. Known for its delicious menu offerings and craft cocktails, The James is a popular spot for locals and visitors alike. The cozy atmosphere and friendly staff make it the perfect place to unwind after a long day or catch up with friends over a meal. Whether you're looking for a casual drink, a tasty bite to eat, or a full dining experience, The James has something for everyone. Come in and see why it's a favorite destination in Needham.

The Red House on Lake Buel is a charming Berkshire lakeside cottage offering a peaceful retreat for those seeking relaxation and outdoor activities. Located at 24 Downs Road in New Marlborough, Massachusetts, this vacation rental property is just a short distance from popular attractions such as Tanglewood, Jacobs Pillow, Norman Rockwell Museum, and Chesterwood. This idyllic 4 bedroom cottage is situated right on the edge of Lake Buel, providing easy access to swimming, fishing, water sports, and hiking. The house features a spacious screened-in porch with comfortable seating and a dining table for 8, perfect for enjoying meals with a view of the lake. Guests can also bring their own boat and dock it at the private dock.

The Stagecoach Tavern at Race Brook Lodge is a charming and historic institution located in Sheffield, Massachusetts. Situated at 854 South Undermountain Road, this cozy tavern offers a unique dining experience in a rustic setting. Guests can enjoy a variety of delicious food and drinks, from classic pub fare to gourmet entrees, all served in a warm and inviting atmosphere. Whether you're looking for a casual meal with friends or a romantic dinner for two, The Stagecoach Tavern is the perfect spot to relax and unwind. With its friendly staff, excellent service, and beautiful surroundings, this institution is a must-visit destination for anyone in the area.

Villa Sofia is a charming restaurant located at 17 Main Street in Brimfield, Massachusetts. Known for its delicious and authentic cuisine, Villa Sofia offers a cozy and welcoming atmosphere for guests to enjoy a memorable dining experience. With a menu featuring a variety of Italian dishes made with fresh, high-quality ingredients, Villa Sofia is a popular choice for both locals and visitors alike. Whether you're looking for a casual meal with friends or a romantic dinner for two, Villa Sofia is the perfect spot to satisfy your cravings for delicious food in a warm and inviting setting.

Dream Vacations is a premier travel agency located at 229 Reed Street in Warren, Massachusetts. With a team of experienced travel experts, we specialize in creating unforgettable vacation experiences for our clients. Whether you're looking for a relaxing beach getaway, an adventurous hiking trip, or a romantic European escape, we have the expertise to make your dream vacation a reality. From booking flights and accommodations to arranging tours and activities, we handle all the details so you can focus on making memories that will last a lifetime. Contact us today to start planning your next dream vacation!

The Hong Kong is a vibrant and bustling institution located at 65 Chatham Street in Boston, Massachusetts. This popular spot is a bar, restaurant, and food establishment all rolled into one, offering a unique and exciting dining experience. With a diverse menu featuring delicious Asian cuisine and a wide selection of drinks, The Hong Kong is the perfect place to unwind with friends or enjoy a fun night out. Whether you're looking for a tasty meal, refreshing cocktails, or a lively atmosphere, The Hong Kong has something for everyone. Come visit us and see why we're a favorite destination in Boston!

Sunset Meadow of Massachusetts is a charming institution located at 296 South Main Street in Sheffield, Massachusetts. This multi-faceted establishment offers a variety of services including a bar, food options, a liquor store, and a general store. Guests can enjoy a relaxing atmosphere while sipping on cocktails at the bar, indulging in delicious food offerings, or browsing through a selection of wines and spirits at the liquor store. The general store also provides a convenient shopping experience for everyday essentials. Whether you're looking for a place to unwind with friends or simply need to pick up some groceries, Sunset Meadow of Massachusetts has something for everyone.

Asia is a popular Asian restaurant located at 3 Greene Street in Mashpee, Massachusetts. Known for its delicious and authentic Asian cuisine, Asia offers a wide range of dishes from various regions of Asia, including China, Japan, Thailand, and more. The restaurant provides a cozy and inviting atmosphere for guests to enjoy their meals, whether dining in or taking out. With a diverse menu and friendly staff, Asia is a go-to spot for anyone craving flavorful and satisfying Asian dishes in the United States.

The Log Cabin is a cozy and inviting bar located at 500 Easthampton Road in Holyoke, Massachusetts. With its rustic decor and warm atmosphere, it is the perfect spot to unwind and enjoy a drink with friends. Whether you're looking for a casual night out or a place to celebrate a special occasion, The Log Cabin offers a welcoming environment and a wide selection of beverages to choose from. Come visit us and experience the charm of this local favorite.

Carbuncle Beach House is a charming park located at 12 Carbuncle Drive in Oxford, Massachusetts, United States. This serene and picturesque institution offers a peaceful retreat for visitors looking to escape the hustle and bustle of everyday life. With its beautiful beachfront setting and lush green surroundings, Carbuncle Beach House is the perfect place to relax, unwind, and connect with nature. Whether you're looking to enjoy a leisurely stroll along the shoreline, have a picnic with loved ones, or simply soak up the sun, Carbuncle Beach House provides a tranquil and rejuvenating experience for all who visit.

Happy Place Berkshires is a charming clothing store located at 312 Main Street in Great Barrington, Massachusetts. Step into a world of colorful and stylish fashion where you can find the perfect outfit to express your unique personality. From trendy tops to cozy sweaters, our store offers a wide selection of clothing for men and women. Whether you're looking for a casual everyday look or a special outfit for a night out, Happy Place Berkshires has something for everyone. Come visit us and experience the joy of shopping in a welcoming and cozy environment.

Riverboat is a vibrant and lively institution located at 11 South End Bridge in Agawam, Massachusetts. This unique establishment offers a combination of a bar, food, and restaurant all in one. With its cozy atmosphere and picturesque views of the nearby river, Riverboat is the perfect spot to unwind and enjoy a delicious meal or drinks with friends and family. Whether you're looking for a casual night out or a special occasion, Riverboat has something for everyone. Come visit us and experience the charm of this hidden gem in Agawam.

Wales Town Beach is a picturesque waterfront destination located at 14 Union Road in Wales, Massachusetts, United States. This charming beach offers stunning views of the surrounding landscape and a tranquil atmosphere perfect for relaxing and unwinding. Visitors can enjoy swimming in the clear waters, sunbathing on the sandy shore, or picnicking in the designated areas. The beach is also equipped with amenities such as restrooms, changing rooms, and a playground for children. Whether you're looking for a peaceful retreat or a fun day out with family and friends, Wales Town Beach is the ideal spot to soak up the sun and enjoy the beauty of nature.

Stonover Farm is a charming lodging institution located at 169 Under Mountain Road in Lenox, Massachusetts, United States. Surrounded by picturesque countryside, this tranquil farm offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The property features beautifully appointed rooms, a cozy fireplace, and stunning views of the rolling hills. Guests can enjoy a relaxing stay in this idyllic setting, with opportunities for hiking, biking, and exploring the nearby attractions. Whether you're seeking a romantic getaway or a peaceful weekend retreat, Stonover Farm provides a warm and welcoming atmosphere for a memorable stay.

Vacation Village in the Berkshires is a charming lodging institution located at 276 Brodie Mountain Road in Hancock, Massachusetts, United States. Nestled in the picturesque Berkshires region, this resort offers cozy accommodations and top-notch amenities for a relaxing and enjoyable vacation experience. Guests can unwind in spacious suites equipped with modern comforts, take a dip in the indoor or outdoor pools, or explore the nearby attractions such as ski slopes, hiking trails, and cultural venues. Whether you're seeking a romantic getaway or a fun family vacation, Vacation Village in the Berkshires is the perfect destination for your next trip.

Welcome to Starlight Llama Solar Bed & Breakfast, located at 940 Chesterfield Road in Northampton, Massachusetts. Our unique lodging institution offers a peaceful and environmentally-friendly retreat for guests looking to escape the hustle and bustle of everyday life. Nestled in the picturesque surroundings of Northampton, our bed and breakfast is powered by solar energy and features charming llama companions for guests to interact with. Enjoy a comfortable stay in our cozy rooms, complete with modern amenities and stunning views of the surrounding landscape.

The Whately Inn is a charming establishment located in Whately, Massachusetts. Offering a blend of comfortable lodging, delicious dining options, and warm hospitality, The Whately Inn is the perfect destination for travelers looking for a cozy and inviting place to stay. Situated at 193 Chestnut Plain Road, this institution offers a variety of accommodations to suit every guest's needs. Whether you're looking for a relaxing weekend getaway or a convenient stopover during your travels, The Whately Inn has everything you need for a memorable stay. Enjoy a delectable meal at the on-site restaurant, featuring a menu of locally sourced ingredients and classic New England flavors. With its picturesque surroundings and welcoming atmosphere, The Whately Inn is a true gem in the heart of Massachusetts.

Stone House Farm is a charming lodging institution located at 649 East Pleasant Street in Amherst, Massachusetts. Nestled in the picturesque countryside of New England, this historic stone house offers a peaceful and serene retreat for guests seeking a relaxing getaway. The farm is surrounded by lush greenery and beautiful gardens, providing a tranquil atmosphere for visitors to unwind and rejuvenate. With its cozy rooms, warm hospitality, and scenic views, Stone House Farm is the perfect destination for those looking to escape the hustle and bustle of city life and immerse themselves in the beauty of nature.

Baia Maddie is a reputable dental institution located at 1445 Main Street in Tewksbury, Massachusetts. Our team of experienced professionals is dedicated to providing top-notch dental care and ensuring the oral health of our patients. From routine cleanings to advanced procedures, we offer a wide range of services to meet all of your dental needs. Visit us today and experience the difference at Baia Maddie.

The Nantasket Beach Hotel is a charming lodging institution located at 115 Nantasket Avenue in Hull, Massachusetts, United States. Situated at the entrance to Nantasket Beach, this beach hotel offers stunning ocean views and is only 20 miles from Boston. The family and dog-friendly guest rooms are contemporary and comfortable, each with a private bath and options for ocean or garden views, and 1 king bed or 2 queen beds. Guests can enjoy the convenience of being right across the street from Nantasket Beach, where they can swim, fish, walk, jog, or simply relax on the sand. Hull is a historic and picturesque town on a narrow peninsula surrounded by two waterfronts, making it a popular destination for those seeking ocean air. The town has been a summer home to notable figures such as Calvin Coolidge and former Boston mayor John F. Fitzgerald. Guests at the Nantasket Beach Hotel can explore the town's world-class restaurants, historic sites, and enjoy the peaceful and comfortable accommodations. With clean, modern rooms, friendly staff, and a great location, the Nantasket Beach Hotel is the perfect spot for a relaxing beach getaway.

Thatch Quarters on Broadway is a charming lodging establishment located at 30 West Broadway in the bustling city of Boston, Massachusetts. Nestled in the heart of the historic city, this quaint inn offers cozy accommodations and personalized service to make your stay truly memorable. Whether you are visiting for business or pleasure, Thatch Quarters on Broadway provides a comfortable and convenient home away from home. Experience the charm of Boston while staying at this unique institution.

Located at 278 Cabot Street in Beverly, Massachusetts, The Cabot Lodge is a charming boutique hotel just steps away from The Cabot Theater. Guests can enjoy the many restaurants, bars, and local breweries within walking distance. The lodge is conveniently located just 2 miles away from historic downtown Salem, making it the perfect spot for exploring the area. Guests rave about the cozy and clean rooms, friendly staff, and great amenities. Whether you're in town for parents weekend at a local college or looking for a romantic getaway, The Cabot Lodge is the ideal place to stay.

Weymouth is a reputable dental institution located just 3 miles outside of Weymouth, Massachusetts, in the United States. Our team of skilled dentists and healthcare professionals are dedicated to providing top-notch dental care and promoting overall health and well-being. From routine cleanings to more complex procedures, we offer a wide range of services to meet the needs of our patients. With a focus on patient comfort and satisfaction, Weymouth is committed to helping you achieve a healthy and beautiful smile. Visit us today to experience the difference in quality dental care.

Blue - Inn on the Beach is a charming lodging located at 20 Fordham Way in Newbury, Massachusetts, United States. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sand and surf. The inn offers comfortable accommodations with a cozy, beachy vibe, perfect for a relaxing getaway. With friendly staff and a convenient location, Blue - Inn on the Beach is the ideal spot for a seaside retreat.

Rockmere Inn is a charming lodging establishment located at 2 Mechanic Street in the picturesque town of Marblehead, Massachusetts. Nestled in a historic building, this inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind. The rooms are tastefully decorated and feature modern amenities, while the common areas provide a perfect spot to socialize or enjoy a cup of coffee. With its convenient location near the heart of Marblehead, guests can easily explore the town's shops, restaurants, and attractions. Whether you're visiting for a weekend getaway or a longer stay, Rockmere Inn is the perfect home away from home.

The Beach & King Street Inn is a charming lodging establishment located at 2 King Street in Rockport, Massachusetts, right across from Front Beach. This stunning Cape Ann beach house on the North Shore offers picturesque accommodations with breathtaking ocean views. Just a 5-minute walk away from historic Bearskin Neck and the village, our Rockport beach house rental is the perfect place to stay while exploring one of New England's premier destination spots. Rockport, MA is known for its artist galleries, unique shops, and superb seafood restaurants, making it a delightful place to visit. Enjoy evening strolls along the shore, soak in the small town atmosphere, and indulge in delicious local cuisine. Our vacation rental provides a relaxing getaway with ocean breezes and the soothing sounds of the surf to rejuvenate your spirits.

The Cove At Rockport is a charming lodging located at 1 King Street in the picturesque town of Rockport, Massachusetts. Situated in the United States, this institution offers cozy accommodations with stunning views of the surrounding area. Guests can enjoy a peaceful retreat by the sea, with easy access to local attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a family vacation, The Cove At Rockport provides a comfortable and welcoming atmosphere for all travelers.