TOP 30 Inn with outdoor activities in Massachusetts

Holiday Inn Express & Suites Great Barrington - Lenox Area is a modern and comfortable lodging option located at 415 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Lenox Area, this hotel offers guests a convenient and relaxing stay with easy access to a variety of attractions and activities. The hotel features spacious and well-appointed guest rooms and suites, each equipped with modern amenities such as flat-screen TVs, free Wi-Fi, and comfortable bedding. Guests can also enjoy complimentary breakfast each morning, as well as access to a fitness center and indoor pool.

Thornewood Inn is a charming and historic lodging located at 453 Stockbridge Road in the picturesque town of Great Barrington, Massachusetts. Nestled in the heart of the Berkshires, this cozy inn offers a tranquil escape for guests looking to relax and unwind. The beautifully appointed rooms are elegantly furnished and offer modern amenities for a comfortable stay. Guests can enjoy a delicious breakfast each morning and explore the surrounding area, which is known for its scenic beauty and cultural attractions. Whether you are seeking a romantic getaway or a peaceful retreat, Thornewood Inn is the perfect destination for your next vacation.

The Egremont Village Inn is a charming and historic lodging establishment located at 17 Main Street in the picturesque town of Egremont, Massachusetts, United States. This cozy inn offers a comfortable and welcoming atmosphere, perfect for a relaxing getaway in the Berkshires. Guests can enjoy beautifully appointed rooms, delicious meals at the on-site restaurant, and easy access to the area's many attractions and outdoor activities. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, The Egremont Village Inn is the perfect choice for your stay in the Berkshires.

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.

Holiday Inn Express Ludlow - Chicopee Area is a modern and comfortable hotel located at 321 Center Street in Ludlow, Massachusetts. As part of the IHG Hotel chain, guests can expect excellent service and top-notch amenities during their stay. The hotel offers spacious and well-appointed rooms, a complimentary breakfast buffet, a fitness center, and a business center. Conveniently located near Chicopee and Springfield, guests can easily explore the attractions and activities in the area. Whether traveling for business or leisure, Holiday Inn Express Ludlow - Chicopee Area is the perfect choice for a relaxing and enjoyable stay.

River Inn is a charming lodging establishment nestled in the heart of Springfield, Massachusetts. Located in the United States, this cozy inn offers comfortable accommodations and a warm, inviting atmosphere for guests to relax and unwind. With a picturesque setting along the river, guests can enjoy scenic views and a peaceful environment. Whether you are traveling for business or leisure, River Inn provides a convenient and welcoming place to stay during your time in Springfield.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires is a charming lodging destination nestled in the picturesque town of Lee, Massachusetts. Surrounded by the stunning beauty of the Berkshires, this resort offers a perfect retreat for families and couples looking to relax and unwind in a peaceful setting. The resort features spacious accommodations, including comfortable rooms and suites, all equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a range of on-site facilities, including indoor and outdoor pools, a fitness center, tennis courts, and a game room. There are also organized activities and events for guests of all ages to enjoy.

The Chesapeake Inn of Lenox is a charming lodging establishment located at 210 West Street in the picturesque town of Lenox, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind in the heart of the Berkshires. With its convenient location near historic sites, cultural attractions, and outdoor activities, the Chesapeake Inn of Lenox is the perfect destination for a peaceful getaway or romantic retreat. Experience the beauty and hospitality of Lenox at this charming inn.

The Berkshire Inn is a charming lodging establishment located at 150 West Housatonic Street in the picturesque town of Pittsfield, Massachusetts. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay. Conveniently situated in the heart of the Berkshires, guests can easily explore the area's many attractions, including cultural venues, outdoor activities, and charming shops and restaurants. Whether visiting for business or pleasure, the Berkshire Inn is the perfect home away from home for travelers seeking a relaxing and enjoyable experience in the beautiful Berkshires region.

THE 1896 House Inn and Country Lodgings is a charming accommodation located at 910 Cold Spring Road in the picturesque town of Williamstown, Massachusetts. This historic institution offers a cozy and comfortable stay in a beautiful countryside setting. With a range of accommodations to choose from, including rooms in the main inn and private cottages, guests can enjoy a peaceful retreat surrounded by nature. The inn also features a delicious on-site restaurant, perfect for enjoying a meal after a day of exploring the nearby attractions such as the Williams College Museum of Art or the Clark Art Institute. Whether you are looking for a romantic getaway or a family vacation, THE 1896 House Inn and Country Lodgings provides a welcoming and relaxing atmosphere for all guests.

FairBridge Inn Express is a cozy and convenient lodging option located at 16 Cheshire Road in Pittsfield, Massachusetts. Whether you are visiting for business or pleasure, our inn offers comfortable accommodations at an affordable price. With easy access to nearby attractions and amenities, including shopping, dining, and outdoor activities, FairBridge Inn Express is the perfect home base for your stay in the beautiful Berkshires. Our friendly staff is dedicated to ensuring that your visit is enjoyable and stress-free. Book your stay with us today and experience the comfort and convenience of FairBridge Inn Express.

The Goldenrod Country Inn is a charming bar and lodging establishment located at 144 Huntington Road in the picturesque town of Worthington, Massachusetts. Nestled in the heart of the countryside, this cozy inn offers a warm and inviting atmosphere for guests looking to relax and unwind. With comfortable accommodations, a well-stocked bar, and friendly staff, The Goldenrod Country Inn is the perfect destination for a weekend getaway or a peaceful retreat in the New England countryside.

Sugar Maple Trailside Inn is a cozy and charming lodging located at 62 Chestnut Street in the picturesque town of Northampton, Massachusetts. Nestled in a serene and scenic setting, this inn offers a peaceful retreat for guests looking to unwind and relax. With comfortable accommodations, friendly staff, and a warm and inviting atmosphere, Sugar Maple Trailside Inn is the perfect place to stay for a weekend getaway or a longer vacation. Whether you're exploring the nearby trails and outdoor activities or simply enjoying the local shops and restaurants, this inn provides a comfortable and convenient home base for your adventures in the beautiful Pioneer Valley.

Knights Inn Hadley is a cozy lodging option located at 208 Russell Street in Hadley, Massachusetts, United States. This charming inn offers comfortable accommodations for travelers looking for a convenient place to stay in the area. With its convenient location and affordable rates, Knights Inn Hadley is the perfect choice for both business and leisure travelers. Guests can enjoy a peaceful and relaxing stay while exploring the nearby attractions and activities. With friendly staff and a welcoming atmosphere, Knights Inn Hadley is the ideal home away from home during your visit to Hadley.

The Black Walnut Inn is a charming lodging establishment located at 1184 North Pleasant Street in Amherst, Massachusetts. Nestled in the heart of the historic town, this inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The inn's cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast in the quaint dining area or relax in the beautiful garden courtyard. With its convenient location and welcoming atmosphere, The Black Walnut Inn is the perfect choice for travelers seeking a memorable stay in Amherst.

Located in the charming town of Newburyport, Massachusetts, the Compass Rose Inn offers a cozy and welcoming lodging experience. Situated at 5 1/2 Center Street, this quaint inn is the perfect destination for travelers seeking a peaceful retreat. The Compass Rose Inn boasts comfortable accommodations, friendly staff, and a convenient location near local attractions and dining options. Whether you're visiting for business or pleasure, you'll feel right at home at the Compass Rose Inn.

The Inn at Ring's Island is a charming lodging establishment located at 175 Bridge Road in Salisbury, Massachusetts. Nestled in a picturesque setting, this quaint inn offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. With comfortable accommodations and friendly service, The Inn at Ring's Island provides a cozy and welcoming atmosphere for travelers seeking a relaxing getaway. Whether you're visiting for business or pleasure, this charming inn is the perfect place to rest and rejuvenate during your stay in the United States.

Menemsha Inn & Cottages is a charming and peaceful retreat located at 457 North Road in the picturesque town of Chilmark, Massachusetts. This unique institution offers a combination of health, lodging, and park amenities, providing guests with a truly rejuvenating experience. The inn features cozy cottages nestled among lush gardens and scenic surroundings, offering a tranquil escape from the hustle and bustle of everyday life. Guests can enjoy comfortable accommodations, delicious meals, and a variety of wellness activities such as yoga classes, spa treatments, and nature walks.

The Inn On Onset Bay is a charming lodging located at 181 Onset Avenue in Wareham, Massachusetts. Situated right on the picturesque Onset Bay, this cozy inn offers comfortable accommodations with beautiful views of the water. Guests can enjoy a relaxing stay in one of the well-appointed rooms and take advantage of the convenient location near local attractions, shops, and restaurants. Whether you're looking for a peaceful getaway or a fun-filled vacation, the Inn On Onset Bay is the perfect choice for your stay in Wareham.

Shea's Riverside Inn & Motel is a charming lodging establishment located at 132 Main Street in the picturesque town of Essex, Massachusetts, United States. Nestled along the banks of the Essex River, this cozy inn offers a peaceful and scenic retreat for guests looking to unwind and relax. The well-appointed rooms and suites are tastefully decorated and provide all the comforts of home. Guests can enjoy a leisurely stroll along the river, relax on the outdoor patio, or explore the nearby shops and restaurants in the quaint town center. Whether you're looking for a romantic getaway or a peaceful weekend escape, Shea's Riverside Inn & Motel is the perfect destination for your next vacation.

The Red Lion Inn is a charming and historic establishment located in Cohasset, Massachusetts. Situated at 71 South Main Street, this institution offers a unique combination of food, lodging, and dining experiences. Guests can enjoy comfortable accommodations in a picturesque setting, along with delicious meals served at the on-site restaurant. With its warm and welcoming atmosphere, The Red Lion Inn is the perfect destination for a relaxing getaway or a memorable dining experience.

The Yankee Clipper Inn is a charming lodging located at 127 Granite Street in the picturesque town of Rockport, Massachusetts. Nestled along the beautiful New England coastline, this historic inn offers guests a peaceful and relaxing retreat with stunning ocean views. The inn features cozy rooms, elegant decor, and modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast in the morning and relax on the spacious outdoor patio overlooking the Atlantic Ocean. With its convenient location near local attractions and activities, the Yankee Clipper Inn is the perfect destination for a memorable getaway in Rockport.

The Beacon Waterfront Inn is a luxurious boutique hotel located at 52 Salisbury Street in Hull, Massachusetts, United States. Just a short walk from Nantasket Beach, this waterfront inn offers a unique blend of charm and customization, providing an unforgettable experience for singles, couples, business travelers, and small families. The lavish accommodations at The Beacon Waterfront Inn feature elegant interiors with designer furnishings and stunning views of Nantasket Bay. Each room is equipped with top-of-the-line mattresses and bed linens, as well as modern amenities such as flat-screen TVs, complimentary WiFi, and charging stations for electronic devices. Suites also include a cozy living area with a pull-out queen couch, refrigerator, and Keurig coffee maker.

The West Tisbury Inn is a charming lodging establishment located at 1070 State Road in the picturesque town of West Tisbury, Massachusetts. This historic inn offers a cozy and welcoming atmosphere for guests looking to relax and unwind in the heart of Martha's Vineyard. With comfortable accommodations, friendly staff, and convenient access to local attractions, the West Tisbury Inn is the perfect choice for a memorable getaway. Whether you're exploring the island or simply enjoying a peaceful retreat, this quaint inn provides the ideal home away from home.

Fairfield Inn & Suites by Marriott Cape Cod Hyannis is a charming lodging establishment located at 867 Iyannough Road in Barnstable, Massachusetts, United States. Situated in the heart of Cape Cod, this hotel offers comfortable accommodations and modern amenities for travelers looking to explore the beautiful surroundings. The hotel features spacious rooms and suites, a complimentary breakfast buffet, a fitness center, an indoor pool, and free Wi-Fi. With its convenient location and friendly staff, Fairfield Inn & Suites by Marriott Cape Cod Hyannis is the perfect choice for a relaxing stay on the Cape.

Eden Pines Inn is a charming lodging establishment located at 48 Eden Road in Rockport, Massachusetts. This quaint inn offers cozy accommodations in a beautiful coastal setting, perfect for a relaxing getaway. The inn features comfortable rooms, stunning views, and a warm and welcoming atmosphere. Guests can enjoy a delicious breakfast each morning and explore the nearby attractions such as beaches, shops, and restaurants. Whether you are looking for a romantic retreat or a family vacation, Eden Pines Inn is the perfect choice for your stay in Rockport.

Village Inn Cape Cod is a charming lodging establishment located at 92 Massachusetts 6A in Yarmouth, Massachusetts, United States. Nestled in the heart of Cape Cod, this quaint inn offers cozy accommodations and a warm, welcoming atmosphere. Guests can enjoy comfortable rooms, friendly service, and convenient amenities during their stay. Whether you're exploring the area's beautiful beaches, shopping in nearby boutiques, or simply relaxing in the peaceful surroundings, Village Inn Cape Cod is the perfect home away from home for your Cape Cod getaway.

Located at 135 Massachusetts 28 in Yarmouth, Massachusetts, the Tidewater Inn is a charming lodging institution in the heart of Cape Cod. With a prime location minutes away from beaches, boating, fishing, golf, shopping, and family-friendly attractions, guests can enjoy all that the area has to offer. Situated on three and a half acres next to Mill Creek, guests can relax and enjoy the serene surroundings that lead to Lewis Bay and Nantucket Sound. Family-owned for almost half a century, the Tidewater Inn prides itself on hospitality and serving as an ambassador for the Cape Cod community. With a variety of rooms to choose from, guests can find the perfect accommodation for their stay. The on-site Helen's Breakfast Diner offers affordable and delicious grab-and-go options, with outdoor seaside seating available.

Experience a luxurious stay at Ambassador Inn & Suites, located in the charming town of Yarmouth, Massachusetts. Our newly renovated rooms offer a perfect blend of comfort and style, ensuring a relaxing retreat on the beautiful shores of Cape Cod. Start your day with a delicious continental breakfast, take a refreshing dip in our indoor or outdoor pools, and unwind in the sauna. Stay connected with high-speed WiFi and enjoy our game room for entertainment. With ample parking available, your stay will be stress-free and convenient. Explore our gallery to see the impeccable accommodations and amenities that await you. To secure your reservation, book now through our secure online booking engine. Contact us at 508-394-4000 or info@ambassadorcapecod.com. Relaxation and satisfaction await you at Ambassador Inn & Suites.

Cape Shore Inn is a charming lodging establishment located at 793 Massachusetts 28 in Yarmouth, Massachusetts. Situated in the picturesque United States, this inn offers comfortable accommodations for travelers seeking a relaxing getaway. With its convenient location and cozy atmosphere, Cape Shore Inn is the perfect choice for visitors looking to explore the beautiful surroundings of Cape Cod. Enjoy a peaceful stay at this welcoming institution, where you can unwind and recharge in a tranquil setting.