TOP 30 Scenic hillside views in Massachusetts

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Located in the picturesque town of Sandisfield, Massachusetts, Hillside Garden Inn offers a charming and relaxing Bed and Breakfast experience. Housed in the historic Elijah Twining House, dating back to 1785, guests can enjoy immaculate accommodations and gracious hospitality. The inn boasts a spacious wrap-around porch overlooking the Farmington River, as well as a screened-in patio and hilltop gazebo with stunning panoramic views of the distant hills. Sandisfield, with its beautiful landscapes and thriving arts scene, is the perfect destination for outdoor enthusiasts and culture lovers alike. The Berkshires region offers plenty of activities year-round, from skiing and hiking to water sports and cultural events. For those who enjoy shopping, Prime Outlets are just a short drive away.

Located on 60 Masterson Road in the picturesque town of Whately, Massachusetts, Hillside House Bed & Breakfast offers a charming and cozy retreat for travelers looking for a peaceful and relaxing stay. This quaint lodging institution is nestled on a hillside, providing stunning views of the surrounding countryside. Guests can enjoy comfortable accommodations, delicious homemade breakfasts, and warm hospitality from the friendly staff. Whether you are visiting for a weekend getaway or a longer vacation, Hillside House Bed & Breakfast is the perfect place to unwind and recharge in the heart of New England.

Hillside Village Apartments is a charming residential community located at 17 Convent Hill Road in Ware, Massachusetts. Nestled in a picturesque setting, the apartments offer a peaceful and serene atmosphere with beautiful views of the surrounding hills. The property features spacious and well-maintained units, along with a range of amenities such as a swimming pool, fitness center, and on-site laundry facilities. With easy access to local shops, restaurants, and outdoor recreational areas, Hillside Village Apartments provides residents with a convenient and comfortable living experience in the heart of New England.

Hillside Disc Golf Course is a premier disc golf destination located at 221 Main Street in Boylston, Massachusetts, United States. This scenic course offers challenging holes set amidst rolling hills and lush greenery, providing players with a unique and exciting disc golf experience. With well-maintained fairways and stunning views, Hillside Disc Golf Course is perfect for both beginners and experienced players looking to test their skills. Whether you're looking to enjoy a casual round with friends or compete in a tournament, this course is sure to impress. Join us at Hillside Disc Golf Course for a memorable day of disc golf in a beautiful setting.

Hillside Park is a serene and picturesque park located on Conway Street in Greenfield, Massachusetts, United States. This beautiful park offers visitors a tranquil escape from the hustle and bustle of city life, with lush greenery, winding walking paths, and scenic views of the surrounding hillsides. Whether you're looking to enjoy a leisurely stroll, have a picnic with family and friends, or simply relax and unwind in nature, Hillside Park is the perfect destination. Come and experience the natural beauty and peaceful atmosphere of this charming park in Greenfield.

Welcome to Hillside Pond, a serene oasis nestled in the heart of Milton, Massachusetts. Located at 363-401 Hillside Street, this picturesque park offers a perfect escape from the hustle and bustle of everyday life. Whether you're looking for a peaceful spot to relax, a scenic backdrop for a leisurely walk, or a family-friendly area for a picnic, Hillside Pond has something for everyone. Surrounded by lush greenery and tranquil waters, Hillside Pond is a haven for nature enthusiasts and those seeking a moment of tranquility. The park's well-maintained trails provide an ideal setting for walking, jogging, or simply enjoying the beauty of the great outdoors. With ample seating areas and open spaces, it’s the perfect place to unwind with a good book or enjoy a picnic with loved ones.

Blue Hills Reservation is a stunning 7,000-acre park located in Milton, Massachusetts. This popular tourist attraction offers visitors a diverse range of activities including hiking, biking, picnicking, and birdwatching. With over 125 miles of trails, stunning vistas, and serene ponds, Blue Hills Reservation is the perfect destination for nature lovers and outdoor enthusiasts. The park is easily accessible from Boston and provides a peaceful escape from the hustle and bustle of city life. Whether you're looking for a leisurely stroll or a challenging hike, Blue Hills Reservation has something for everyone to enjoy.

Birchwood Hills is a real estate agency located at 54 Junction Square Drive in Concord, Massachusetts, United States. This institution is a community of 68 townhomes developed in 3 villages, surrounded by over 120 acres of stunning scenery and 250 acres of conservation land. Residents can enjoy walking trails, picnics, and beautiful sunsets over the hills. Birchwood Hills offers a peaceful and picturesque living environment for those seeking a tranquil retreat in nature.

Weir Hill is a stunning park and tourist attraction located in North Andover, Massachusetts, United States. Visitors can trace the western shoreline of Lake Cochichewick or hike through rare barrens habitat to enjoy scenic views of the Merrimack Valley. The 60-acre property features a diverse range of plant communities, including oak-hickory forests, wet meadows, and hillside seeps. The area's rich history of agricultural use, fire, and cutting and mowing regimes has created a unique patchwork landscape. Trails like the Edgewood Farm Trail and Weir Hill Trail offer opportunities to explore the beautiful surroundings, with options for easy to moderate hiking as well as more strenuous routes. The Mills to Hills Trail provides access to wet meadows and historic mills in downtown North Andover. The Stevens to Stevens Trail connects to the Stevens-Coolidge House & Gardens, offering a chance to explore more conservation land.

Rocky Narrows, located at 87 Forest Street in Sherborn, Massachusetts, is a breathtaking park and tourist attraction that offers unparalleled views of the Charles River. Originally deeded to The Trustees in 1897 by Frederick Law Olmsted, Jr., this 21-acre reservation features a mix of hardwoods and evergreens, ancient 50-foot rock walls, and a diverse trail system for visitors to explore. Visitors can hike or canoe along the Charles River, admiring the scenic beauty of the granite cliff walls and wooded hillsides. The property also connects to the adjacent Sherborn Town Forest, offering seven miles of trails through pine groves, wetlands, and past King Philip's Overlook and Noon Hill Reservation.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

Welcome to Blueberry Hill Hawkwatch Nestled in the picturesque landscape of Granville, Massachusetts, Blueberry Hill Hawkwatch is a hidden gem within the Phelon Memorial Forest. Just a short distance from Tolland and Granville State Forests, this park offers a serene escape into nature with its deep woodlands and breathtaking views.

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace. Managed by The Trustees of Reservations, Fork Factory Brook Reservation is dedicated to preserving the scenic, historic, and ecological treasures of Massachusetts for all to enjoy. Explore the park's winding trails, which meander through lush woodlands and alongside the tranquil brook that gives the reservation its name. With almost 10 miles of family-friendly paths, visitors can immerse themselves in the beauty of diverse landscapes, from dense forests to open fields and charming wetlands. This idyllic setting is perfect for walking, hiking, and nature watching, offering a peaceful retreat from the hustle and bustle of everyday life.

Welcome to Signal Hill Reservation, a tranquil oasis nestled in the heart of Greater Boston. Located at 99 University Road, Canton, Massachusetts, this inviting park offers breathtaking views of the Blue Hills and the distant Boston skyline from its modest summit of 188 feet. Ideal for nature enthusiasts and families alike, Signal Hill is a perfect spot for a leisurely hike, birdwatching, or a peaceful day by the river. As you ascend the gentle former cart path, be sure to bring your binoculars. Hawks gracefully soar on thermal drafts between the Blue Hills and the Neponset River, while songbirds find sanctuary in the lush woods and wetlands. This area is steeped in history; early paleo-Americans once used Signal Hill as a seasonal dwelling as they settled the Neponset River Valley.

Welcome to Sherrin Woods, a hidden gem nestled in the heart of Boston, Massachusetts. Located at 1 Marston Street in the Hyde Park neighborhood, Sherrin Woods is a captivating park and tourist attraction dedicated to preserving the city's natural beauty. As part of the Urban Wilds Initiative, this picturesque site offers Boston residents and visitors a unique opportunity to explore and enjoy nature's treasures both now and for generations to come. Spanning a diverse landscape, Sherrin Woods is seamlessly integrated into the expansive Stony Brook Reservation. One of its notable features is a City-owned parcel adjacent to the George Wright Golf Course and High Point Village, boasting a lush cattail marsh and upland forest. This wetland area is believed to be a habitat for the rare spotted turtle, adding to the ecological significance of the site.

Welcome to West Street Urban Wild, a hidden gem nestled at 2 West Street in the heart of Boston's Hyde Park neighborhood. As a vital component of the Urban Wilds Initiative, West Street Urban Wild is dedicated to preserving Boston's natural treasures for both current and future generations. This serene oasis offers a rare piece of greenspace along the Neponset River, providing a peaceful retreat from the bustling city life. The West Street Urban Wild is part of the larger Stony Brook Reservation ecosystem, featuring a diverse landscape that includes a healthy cattail marsh, upland forests, and a variety of wetland species. This unique habitat supports a range of wildlife, including the rare spotted turtle, making it a valuable ecological site.

Welcome to Deer Island Pier - A Hidden Gem in Boston Harbor Located at Deer Island Loop Trail in Winthrop, Massachusetts, Deer Island Pier is a unique park and part of the Boston Harbor Islands National Recreation Area. Once an island, Deer Island is now a peninsula that offers visitors a blend of natural beauty and modern infrastructure.

Welcome to Long Hill, a captivating park and tourist attraction nestled at 572 Essex Street, Beverly, Massachusetts. Immerse yourself in the vibrant history and natural beauty of this public garden, which has been flourishing for over a century. Originally the cherished summer retreat of the Sedgwick family from 1916 to 1979, Long Hill is renowned for its elegant and diverse plantings that reflect the creative vision of Mabel Cabot Sedgwick and Marjorie Russell Sedgwick. Explore the enchanting gardens, which are an exquisite blend of structured and naturalistic designs, spanning five acres of cultivated grounds. Wander through garden 'rooms' adorned with ornaments, statuary, and mature plantings that seamlessly integrate with the surrounding 100 acres of woodland. The gardens are a horticultural delight, offering a vivid display of colors and aromas, particularly in May and June, and maintain their beauty throughout the year.