TOP 30 Mountain resorts in Massachusetts

Welcome to Monument Mountain Motel, a budget-friendly lodging option in the heart of Great Barrington, Massachusetts. Located in the beautiful Berkshire Mountains, our motel offers comfortable rooms and family-style amenities. Whether you're in town for business or pleasure, our convenient location puts you near iconic attractions such as Tanglewood Music Festival, Ski Butternut Resort, and the Norman Rockwell Museum. At Monument Mountain Motel, we strive to provide a pleasant and affordable experience for all our guests. Enjoy free wifi, in-room microwaves and fridges, and a spacious patio with barbecue facilities. Family travelers will appreciate our family-friendly amenities, while business travelers will find our simplicity and affordability to be just what they need.

The Race Mountain House is a unique institution located at 894 South Undermountain Road in Sheffield, Massachusetts, United States. As a real estate agency and travel agency, The Race Mountain House specializes in providing exceptional services for those looking to buy or rent properties in the picturesque Berkshires region. Whether you're searching for your dream home or planning a relaxing getaway, our dedicated team is here to assist you every step of the way. Experience the beauty and tranquility of the Berkshires with The Race Mountain House.

Berkshire Mountain Lodge is a charming lodging institution located at 8 Dan Fox Drive in Pittsfield, Massachusetts. Situated in the beautiful Berkshires region, the lodge offers a perfect blend of cultural attractions, historical sites, and natural beauty. Guests can explore nearby attractions such as The Mount, the former estate of American author Edith Wharton, and Tanglewood, the summer home of the Boston Symphony Orchestra. Berkshire Mountain Lodge is a family-friendly vacation destination that offers a variety of amenities and activities for guests of all ages. The resort has received numerous awards, including the RCI Gold Crown Status, Tripadvisor's Travelers' Choice Award, and the Hotels.com Loved by Guests Award, all of which recognize the exceptional service and hospitality provided by the lodge.

Jiminy Peak Mountain Resort is a premier destination located at 37 Corey Road in Hancock, Massachusetts, United States. This institution offers a wide range of activities for visitors, including skiing and snowboarding in the winter, as well as hiking, biking, and zip-lining in the summer. With on-site lodging options, dining establishments, and a variety of recreational amenities, Jiminy Peak Mountain Resort is the perfect destination for a family vacation or weekend getaway. Experience the beauty of the Berkshire Mountains while enjoying all that this top-rated tourist attraction has to offer.

Experience the enchantment of Disney Magic at Jiminy Mountain, a charming lodging located at 37 Corey Road in Hancock, Massachusetts. Nestled in the picturesque landscapes of the United States, this institution offers a truly magical stay for guests of all ages. With cozy accommodations, breathtaking views, and a touch of Disney charm, guests can enjoy a one-of-a-kind experience surrounded by the beauty of nature. Whether you're looking for a relaxing retreat or a fun-filled family getaway, Disney Magic at Jiminy Mountain is the perfect destination for creating unforgettable memories.

Hawk Mountain Lodge is a charming lodging establishment located at 7 Main Street in the picturesque town of Charlemont, Massachusetts. Nestled in the heart of the United States, this cozy retreat offers a tranquil and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and friendly service, Hawk Mountain Lodge is the perfect home away from home for travelers exploring the beautiful New England region. Whether you're seeking adventure in the nearby mountains or simply looking to unwind and recharge, a stay at Hawk Mountain Lodge promises a memorable and rejuvenating experience.

Trailside Cottages at The Mountain Top Inn & Resort offers cozy and charming Vermont vacation homes for rent. Nestled in the picturesque mountains of Cambridge, Massachusetts, these cottages provide the perfect escape for those looking to unwind and reconnect with nature. Whether you're seeking a romantic getaway or a family adventure, our real estate and travel agency team is here to help you find the perfect accommodations for your stay. With breathtaking views and access to a variety of outdoor activities, Trailside Cottages at The Mountain Top Inn & Resort is the ideal destination for your next vacation. Book your stay with us today and experience the beauty of Vermont in comfort and style.

Berkshire East Mountain Resort is a charming lodging destination nestled in the picturesque town of Charlemont, Massachusetts. Situated at 66 Thunder Mountain Road, this resort offers guests a peaceful and serene retreat surrounded by the stunning Berkshire Mountains. With cozy accommodations, breathtaking views, and a range of outdoor activities including skiing, snowboarding, and hiking, Berkshire East Mountain Resort is the perfect destination for those seeking a relaxing getaway in the heart of nature.

Bousquet Mountain Ski Area is a popular winter sports destination located at 101 Dan Fox Drive in Pittsfield, Massachusetts, United States. This family-friendly ski resort offers a variety of slopes for all skill levels, from beginner to expert, as well as a terrain park for snowboarders and freestyle skiers. With stunning views of the surrounding Berkshire Mountains, Bousquet Mountain Ski Area provides a fun and exciting atmosphere for visitors to enjoy skiing, snowboarding, and other winter activities. The resort also offers ski lessons, equipment rentals, and a cozy lodge with a fireplace to warm up after a day on the slopes. Whether you're a seasoned skier or trying it for the first time, Bousquet Mountain Ski Area is the perfect place to experience the thrill of winter sports.

Romance By The Mountains is a charming travel agency located at 76 Railroad Street in Bellingham, Massachusetts. Specializing in creating unforgettable romantic getaways in the picturesque mountains of the United States, this agency offers personalized trip planning services to help couples create lasting memories. Whether you're looking for a cozy cabin retreat, a luxury mountain resort experience, or an adventurous outdoor excursion, Romance By The Mountains has the expertise to curate the perfect romantic escape for you and your loved one. Let us help you plan your next romantic adventure amidst the stunning beauty of the mountains.

Welcome to Bear Mountain, a serene and picturesque park nestled in the heart of the Berkshires at 69 Blue Hill Road, Monterey, Massachusetts. Our park offers a tranquil escape from the hustle and bustle of everyday life, inviting visitors to immerse themselves in the natural beauty of the region. Bear Mountain is a haven for outdoor enthusiasts and families alike, offering a variety of recreational activities throughout the year. Explore our scenic hiking trails that wind through lush forests and offer breathtaking views of the surrounding landscape. In the warmer months, enjoy picnicking in our well-maintained areas or embark on a bird-watching adventure to spot some of Massachusetts' native wildlife.

Welcome to the Appalachian Trail at Beartown Mountain Road, a serene and picturesque park located in the charming town of Monterey, Massachusetts. Nestled within the heart of the Berkshire Hills, this section of the iconic Appalachian Trail offers nature enthusiasts, hikers, and outdoor adventurers an unforgettable experience amidst the stunning landscapes of New England. Explore miles of well-maintained trails that wind through lush forests, tranquil streams, and breathtaking vistas. Whether you are a seasoned hiker seeking a challenging trek or a family looking for a leisurely walk in nature, the diverse terrain caters to all skill levels and promises a rewarding journey for everyone.

Welcome to Washington Mountain Lake Dam Nestled in the serene landscapes of Washington, Massachusetts, Washington Mountain Lake Dam offers a picturesque escape for nature lovers and adventure seekers alike. Conveniently located on Washington Mountain Road, our destination is a haven for those looking to immerse themselves in the tranquility of New England's natural beauty.

Welcome to October Mountain Shelter, your ultimate destination for a serene getaway nestled in the heart of the Berkshires. Located in the picturesque town of Washington, Massachusetts, our campground offers a perfect blend of natural beauty and modern comfort, providing an idyllic retreat for nature enthusiasts and adventure seekers alike. At October Mountain Shelter, we pride ourselves on offering a range of accommodation options to suit every camper's needs, from rustic tent sites to cozy cabins. Our well-maintained facilities ensure a comfortable stay, while our friendly staff is always on hand to assist with any requirements you may have. Surrounded by the lush landscapes of October Mountain State Forest, our location is a haven for outdoor activities. Whether you're hiking through scenic trails, fishing in pristine waters, or simply unwinding under the stars, there's something for everyone to enjoy.

Welcome to Peak Chum Mountain, a serene and picturesque park nestled in the heart of Gosnold, Massachusetts. Located at the charming address of Gosnold, MA 02713, our park offers a perfect escape into nature for both locals and visitors alike. At Peak Chum Mountain, you'll find a wealth of outdoor activities to enjoy, whether you're looking for a peaceful hike, a family picnic, or simply a place to relax and soak in the beauty of the natural surroundings. Our well-maintained trails cater to all levels of hikers, offering breathtaking views of the lush landscape and diverse wildlife that call this area home.

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.

Waggerz' Lounge is a charming pet store located at 17 Mountain Street East in Worcester, Massachusetts. This cozy store is a haven for pet lovers, offering a wide range of products and services for all your furry friends. From premium pet food and toys to stylish accessories and grooming supplies, Waggerz' Lounge has everything you need to keep your pets happy and healthy. With knowledgeable staff and a welcoming atmosphere, this store is a must-visit destination for pet owners in the Worcester area. Visit Waggerz' Lounge today and treat your pets to the best in pet care!

Bluebird & Co. is a unique dining experience located at 137 Brodie Mountain Road in Hancock, Massachusetts. Nestled on the banks of Bentley Brook and just a short walk from Jiminy Peak Mountain Resort, this restaurant is the latest offering from the renowned Mezze Hospitality Group. Whether you choose to dine indoors or enjoy the fresh air on our outdoor patio, Bluebird & Co. promises a culinary adventure like no other. Our outdoor space features lawn games, live music, and a vibrant atmosphere perfect for gathering with friends and family.

Hendrick's Summit Lodge is an upscale pub dining establishment located in Lanesborough, Massachusetts, United States. Situated on the 3rd floor of the Country Inn, John Harvard’s Restaurant offers a cozy and relaxed atmosphere with stunning views of the mountain. The lodge serves classic American cuisine, with a menu featuring giant nachos, burgers, salads, sandwiches, wraps, vegetarian options, award-winning chicken wings, and a wide selection of draft beers. The rustic tavern is open every operating day and evening during the winter season, offering a variety of delicious options from breakfast specialties to burgers, burritos, pizza, and more.

Slopeside Bar & Grill is a cozy establishment nestled at 1000 Main Street in Shrewsbury, Massachusetts, offering a unique blend of bar, food, restaurant, and store experiences. Whether you're stopping by for a delicious meal, grabbing a drink with friends, or shopping for unique gifts and souvenirs, Slopeside Bar & Grill has something for everyone. With its welcoming atmosphere and mouthwatering menu, this institution is a must-visit destination for locals and tourists alike.

Located on the shores of Cedar Lake in Sturbridge, Massachusetts, the Sturbridge Host Hotel & Conference Center offers a relaxing retreat with modern amenities and stunning views. With 35,000 square feet of event space, it is the perfect venue for weddings, conferences, and other special events. Guests can enjoy the private beach, paddle boats, and water activities on Cedar Lake, as well as nearby attractions such as Old Sturbridge Village, Wachusett Mountain, and Six Flags New England. Whether you are looking to relax by the lake or explore the area's attractions, the Sturbridge Host Hotel is the ideal choice for your stay in central New England. Contact us for more information and to book your stay.

Grieshaber's Getaway is a premier travel agency located at 60 Sutton Place in East Longmeadow, Massachusetts. We specialize in creating unforgettable travel experiences for our clients, offering a wide range of services including booking flights, accommodations, and activities. Our team of experienced travel experts is dedicated to providing personalized service and expert advice to help you plan the perfect getaway. Whether you're looking for a relaxing beach vacation, a thrilling adventure, or a romantic escape, Grieshaber's Getaway has you covered. Contact us today to start planning your dream vacation!

Wind in the Pines is a serene retreat nestled in the heart of Great Barrington, Massachusetts. Located at 949 South Main Street, this institution offers a tranquil and peaceful environment surrounded by the beauty of nature. Visitors can relax and rejuvenate in the midst of towering pine trees, listening to the gentle rustling of the wind. Whether seeking a quiet escape or a place for reflection and meditation, Wind in the Pines provides a welcoming sanctuary for all who enter its doors.

Otis Ridge Ski Camp is a premier winter sports destination located at 159 Monterey Road in Otis, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this institution offers a range of ski and snowboard programs for all ages and skill levels. With expert instructors, well-groomed slopes, and top-notch facilities, Otis Ridge Ski Camp provides a safe and enjoyable environment for winter sports enthusiasts to improve their skills and have fun on the slopes. Whether you're a beginner looking to learn the basics or an experienced skier seeking a new challenge, Otis Ridge Ski Camp has something for everyone. Come experience the thrill of winter sports at this renowned institution in the heart of Massachusetts.

The Ponds at Foxhollow is a secluded resort located in the heart of the Berkshire Mountains at 3 Fox Hollow Drive, Lenox, Massachusetts. The resort offers one and two bedroom condominiums for timesharing or rental purposes, each with a master bedroom, fully equipped kitchen, living area with a double sleeper sofa, and a deck overlooking a picturesque pond. The property spans 223 acres, perfect for hiking in the warmer months and cross country skiing in the winter. The resort also offers outdoor activity equipment and canoes for guests to use. With breathtaking mountain views and a variety of recreational and cultural activities nearby, The Ponds at Foxhollow is the perfect destination for a relaxing getaway. Please note that the hot tub is temporarily out of service, but a new one is on the way.

Berkshire Lakeside Lodge is a charming lodging located at 3949 Jacobs Ladder Road in Becket, Massachusetts. Situated in the stunning Berkshire Mountains, this cozy retreat offers guests a peaceful and serene escape surrounded by nature. With comfortable accommodations and beautiful views of the nearby lake, Berkshire Lakeside Lodge is the perfect destination for those looking to relax and unwind. Whether you're seeking a romantic getaway or a family vacation, this lodge provides a warm and welcoming atmosphere for all guests to enjoy.

Whistler's Inn is a charming lodging establishment located at 5 Greenwood Street in the picturesque town of Lenox, Massachusetts, United States. This cozy inn offers comfortable accommodations and personalized service to make guests feel right at home. With its convenient location near popular attractions such as Tanglewood and the Norman Rockwell Museum, Whistler's Inn is the perfect choice for travelers looking to experience the beauty and culture of the Berkshires. Whether you're visiting for a romantic getaway or a family vacation, Whistler's Inn provides a peaceful retreat in the heart of Lenox.

Foolhardy Hill is a charming campground, lodging, and park located at 232 Zoar Road in the picturesque town of Charlemont, Massachusetts, United States. Nestled in the rolling hills of the Berkshires, this institution offers a one-of-a-kind experience for nature lovers and outdoor enthusiasts. With spacious campsites, cozy cabins, and a variety of recreational activities, including hiking, fishing, and birdwatching, Foolhardy Hill provides the perfect getaway for those looking to unwind and reconnect with the great outdoors. Whether you're seeking a peaceful retreat or an action-packed adventure, this hidden gem is sure to delight visitors of all ages.

Kingfisher Lodging is a pet-friendly accommodation located at 177 Main Street in Dennis, Massachusetts. Since 2001, the Fisher family has been welcoming guests to this historic property on Cape Cod. The recently renovated motel is just a short drive from some of the finest beaches, restaurants, and attractions in the area. Guests can relax at the outdoor pool, one of the largest in the region, or take their four-legged friend to the fenced-in dog run. The hotel prides itself on being one of the few pet-friendly options on Cape Cod.

Upper Goose Pond Cabin is a charming wilderness retreat nestled in the heart of Lee, Massachusetts. This rustic lodging offers a tranquil escape from the hustle and bustle of city life, surrounded by the natural beauty of the Berkshire Mountains. The cabin is located right on the shores of Upper Goose Pond, providing guests with stunning views and opportunities for fishing, swimming, and hiking. Whether you're looking for a peaceful weekend getaway or a basecamp for outdoor adventures, Upper Goose Pond Cabin is the perfect destination.