TOP 30 Best Skiing holidays in Massachusetts

Butternut Ski Area and Tubing Center is a popular tourist attraction located at 380 State Road in Great Barrington, Massachusetts. This institution offers a wide range of winter activities for visitors to enjoy, including skiing, snowboarding, and tubing. The ski area features well-maintained slopes for all skill levels, while the tubing center provides a thrilling experience for all ages. With stunning views of the surrounding area and top-notch facilities, Butternut Ski Area and Tubing Center is the perfect destination for outdoor enthusiasts looking for a fun and exciting winter adventure.

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.

Sky's The Limit Travel, LLC is a premier travel agency located at 87 Nyes Lane in Acushnet, Massachusetts, United States. We specialize in creating customized travel experiences that exceed our clients' expectations. Whether you're looking for a relaxing beach getaway, an adventurous trek through the mountains, or a luxurious cruise around the world, our team of experienced travel experts is here to make your dream vacation a reality. With a commitment to exceptional customer service and attention to detail, Sky's The Limit Travel, LLC is your go-to destination for all your travel needs. Let us help you reach new heights in your travel adventures.

Outer Limits Cycle & Ski is a premier bicycle and ski store located in Greenfield, Massachusetts. Our store is a one-stop shop for all your cycling and skiing needs, offering a wide range of bikes, skis, accessories, and apparel. Whether you are a seasoned cyclist or skier, or just starting out, our knowledgeable staff is here to help you find the perfect gear for your next adventure. Come visit us at 334 High Street and let us help you reach your outer limits!

The Ski Monster is a store located at 60 Canal Street in Boston, Massachusetts, United States. This institution is now appointment only for in-store services and shopping, ensuring that every customer receives a personalized experience with the expert staff. Whether you're looking for gear or planning ahead with a gift card, The Ski Monster has everything you need for your skiing adventures.

Welcome to Leo J. Martin Ski Track, your premier destination for outdoor winter adventure in Weston, Massachusetts. Nestled at 190 Park Road, our park offers a picturesque setting for all levels of cross-country skiing enthusiasts. Whether you're a seasoned skier or a beginner eager to explore the trails, Leo J. Martin Ski Track provides a welcoming and invigorating environment for everyone. Our meticulously groomed ski tracks wind through beautiful landscapes, ensuring an enjoyable experience amidst nature's tranquility. We offer equipment rentals, lessons, and a cozy lodge where you can warm up and relax after your outdoor activities. Join us at Leo J. Martin Ski Track for a memorable day of skiing and fun in the great outdoors.

Welcome to Otis Ridge Ski Camp, your premier destination for winter fun and adventure in the heart of the Berkshires! Nestled on Judd Road in the charming town of Otis, Massachusetts, our ski camp offers a unique and family-friendly experience for skiers and snowboarders of all ages and skill levels. At Otis Ridge, we pride ourselves on providing a warm, welcoming atmosphere where you can enjoy the thrill of the slopes without the crowds of larger resorts. Our diverse terrain caters to everyone, from beginners taking their first steps on snow to seasoned enthusiasts seeking a challenge. With expertly groomed trails, a dedicated team of instructors, and a commitment to safety, we ensure every visit is both enjoyable and memorable.

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.

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.

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.

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.

Welcome to Brook Farm Inn, a charming lodging establishment located at 15 Hawthorne Street in Lenox, Massachusetts. Our Victorian Inn offers 15 guest rooms, including a carriage house with three luxury accommodations, perfect for a relaxing getaway in the beautiful Berkshires. Surrounded by trees and award-winning gardens, our inn provides a serene and secluded atmosphere, while still being just a short walk from historic Lenox village. Built in 1882 and furnished with antiques, our elegant inn features a library filled with poetry, history, and literature, where guests can enjoy the soothing sounds of classical music. Each room at Brook Farm Inn includes a full plated breakfast, providing a perfect start to the day before exploring all that the Berkshires have to offer. From skiing and hiking to theater and antiquing, there is something for everyone to enjoy in the area.

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.

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.

VRBO Rental is a cozy lodging option located at 22 Charter Street in the historic town of Salem, Massachusetts. This institution offers a variety of vacation rentals for visitors looking to explore the rich history and culture of the area. With comfortable accommodations and convenient amenities, VRBO Rental is the perfect home base for your next getaway in the United States. Whether you're looking to relax on the beach, explore the local attractions, or simply enjoy a peaceful retreat, VRBO Rental has something for everyone. Book your stay today and experience all that Salem has to offer!

Resort Sampler is a premier travel agency located at 190 Meadow Street in Lee, Massachusetts, United States. Our agency specializes in curating the perfect vacation experience for our clients by offering a diverse selection of top-rated resorts and destinations around the world. Whether you're looking for a relaxing beach getaway, an adventurous ski trip, or a luxurious spa retreat, Resort Sampler has something for everyone. Our team of experienced travel experts is dedicated to providing personalized service and ensuring that every detail of your trip is taken care of. Let Resort Sampler help you create unforgettable memories on your next vacation.

Bonnie's Travel - Your Vacation Station is a premier travel agency located at 36 Hope Street in Seekonk, Massachusetts. Our dedicated team of travel experts is committed to helping you plan the perfect getaway, whether it's a relaxing beach vacation, an adventurous safari, or a romantic European tour. With personalized service and attention to detail, we strive to make your travel dreams a reality. Stop by our office or give us a call to start planning your next unforgettable vacation experience with Bonnie's Travel - Your Vacation Station.

Winter Rendezvous is a premier travel agency located at 50 Victory Road in Boston, Massachusetts. Specializing in winter getaways, our expert team is dedicated to creating unforgettable experiences for our clients. Whether you're looking for a cozy ski resort, a thrilling snowboarding adventure, or a relaxing winter retreat, Winter Rendezvous has you covered. Let us help you plan the perfect winter escape and make memories that will last a lifetime.

Five Star Vacation Rental is a premier real estate and travel agency located at 183 North Shore Boulevard in Sandwich, Massachusetts. We specialize in providing luxurious vacation rental properties in the United States. Our properties are meticulously selected to ensure the highest quality and comfort for our guests. Whether you are looking for a beachfront villa, a cozy mountain cabin, or a chic urban apartment, we have the perfect accommodation for your dream vacation. With our five-star service and attention to detail, we strive to make your vacation experience truly unforgettable. Book with Five Star Vacation Rental for a truly exceptional getaway.

New England Trips Inc. is a premier travel agency located at 90 Canal Street in the heart of Boston, Massachusetts. We specialize in creating unforgettable travel experiences throughout the picturesque New England region. Our team of expert travel advisors are dedicated to crafting unique and personalized itineraries that showcase the best of what New England has to offer. Whether you're looking to explore historic sites, enjoy outdoor adventures, or indulge in delicious local cuisine, we have the perfect trip for you. Contact us today to start planning your dream vacation in New England!

The Country Store at Jiminy Peak is a charming and cozy establishment located at 37 Corey Road in Hancock, Massachusetts. This quaint store offers a wide variety of delicious food items, snacks, and beverages for visitors to enjoy during their time at the resort. Whether you're looking for a quick bite to eat or a souvenir to take home, The Country Store has everything you need to make your stay at Jiminy Peak even more enjoyable. Stop by and browse their selection of local products and unique gifts, or grab a hot cup of coffee to warm up after a day on the slopes. With its convenient location and friendly staff, The Country Store is the perfect spot to refuel and relax during your visit to Jiminy Peak.

DICK'S Sporting Goods in Brockton, Massachusetts is your one-stop shop for all of your sporting needs. Whether you're looking for new workout gear, golf equipment, or the latest running shoes, we have you covered. Our store offers a wide selection of top brands for every sport and season, ensuring that you'll find exactly what you need. Stop by today and let our PROS service your gear, or take advantage of our free in-store and curbside pickup options for a quick and easy shopping experience. With gifts for him, her, and kids, as well as must-have items under $50 and $25, we have everything you need to make this holiday season a winning one. Visit DICK'S Sporting Goods in Brockton today and gear up for success.

Boston Logan Anywhere Inc is a premier travel agency located at 319 Lincoln Street in Hingham, Massachusetts. We specialize in creating customized travel experiences for our clients, whether they are looking for a relaxing beach getaway, an adventure-filled ski trip, or a cultural exploration in a bustling city. Our team of experienced travel experts is dedicated to providing top-notch service and ensuring that every trip is seamless and unforgettable. Contact us today to start planning your next adventure with Boston Logan Anywhere Inc.

The Mountain Club is a premier outdoor recreation institution located at 6 Anthony Street in Adams, Massachusetts, United States. With a focus on promoting adventure and exploration in the beautiful surroundings of the Berkshires, the Mountain Club offers a wide range of activities for outdoor enthusiasts of all ages and skill levels. From hiking and camping to rock climbing and skiing, the club provides opportunities for members to connect with nature and experience the thrill of outdoor adventure. Join us at the Mountain Club and embark on your next great outdoor adventure!

Welcome to the Otis Town Office, your hub for local government services and community information in the charming town of Otis, Massachusetts. Situated at 1 North Main Road, Otis, MA 01253, our office is dedicated to serving the needs of our residents and visitors alike. Nestled in the scenic southeast corner of Berkshire County, Otis is a picturesque town bordered by Tyringham, Monterey, Becket, Sandisfield, Tolland, and Blandford. Established in 1810, Otis boasts a rich history as a settlement along the historic Old Knox Trail, also known as the Old Boston to Albany Turnpike.

Welcome to Avis Car Rental in Dedham, Massachusetts! Conveniently located at 55 Ariadne Rd, near the junction of I-95 & Rt 1A, Avis Car Rental in Dedham offers a wide selection of vehicles to meet your travel needs. Whether you're planning a weekend getaway or require a vehicle for business travel, we have an array of options from intermediate to full-size four-door cars, all maintained to the highest safety standards.

Welcome to Avis Car Rental, your trusted car rental service conveniently located at 270 Atlantic Avenue, Boston, Massachusetts 02110. Nestled near the Boston Harbor and just a short walk from Boston South Station, our location offers easy access whether you're arriving by train, bus, cruise ship, or through Logan International Airport. At Avis Boston, we pride ourselves on offering a wide selection of high-quality rental cars, ranging from economy and luxury options to meet the diverse needs of our customers. Whether you're here for business or leisure, visiting local universities like MIT and Harvard, or exploring the vibrant downtown area, we have the perfect vehicle for you.

Welcome to Budget Car Rental, conveniently located at 15 Transportation Way, Boston, Massachusetts 02128, just minutes from Boston Logan International Airport. Whether you're visiting for business, education, or leisure, Budget Car Rental offers a wide variety of vehicles to suit your travel needs, ranging from compact cars to spacious SUVs and passenger vans. Take advantage of our special offer: enjoy one day free of daily time and mileage charges on an intermediate (Group C) through a full-size four-door (Group E) car rental. This offer is valid for a minimum three-day rental, and taxes, concession recovery fees, customer facility charges, and fuel charges are extra. Optional items and surcharges may also apply. Please note that this offer cannot be used for one-way rentals and may not be combined with other promotions. Advance reservations are required, and the offer is subject to vehicle availability.

Welcome to Avis Car Rental at Boston Seaport, your go-to destination for convenient and affordable car rental services in the heart of Boston. Located at 2 Seaport Lane, Boston, Massachusetts 02210, our facility offers a wide variety of vehicles to suit your travel needs, whether you're here for business or leisure. Take advantage of our special offer: enjoy one day free of the daily time and mileage charges on an intermediate (Group C) through a full-size four-door (Group E) car rental. This offer is valid on a minimum three-day rental, and taxes, concession recovery fees, customer facility charges, and fuel charges are additional. Please note that optional items such as LDW and other surcharges may apply, and the offer is subject to availability and certain conditions.

Welcome to Diamond Key Real Estate, your premier destination for all your real estate needs in Massachusetts, New Hampshire, and Florida. Located at 780 Main Street, Haverhill, Massachusetts 01830, our dedicated team is here to provide you with the best real estate search experience for homes, condos, land, and foreclosure properties. Our website is designed with you in mind, offering an easy-to-use platform that is updated every 15 minutes by the official Realtor®'s database. Whether you are looking to buy or sell, you can save your searches and receive daily email alerts about new listings, price changes, sold data, and market reports. Our Interactive Map Search feature allows you to view properties on a map or refine your search by drawing boundaries around your desired area.