Historical inn with charm in Massachusetts

Longfellow's Wayside Inn is a historic institution located at 72 Wayside Inn Road in Sudbury, Massachusetts, United States. This charming establishment offers a unique combination of food, lodging, and a restaurant experience. Guests can enjoy delicious meals in a cozy and welcoming atmosphere, as well as stay overnight in one of the well-appointed rooms. With its rich history and picturesque surroundings, Longfellow's Wayside Inn is the perfect destination for a relaxing getaway or a special occasion.

The Inn at Castle Hill is a charming lodging located at 280 Argilla Road in Ipswich, Massachusetts. Nestled in a picturesque setting, this historic inn offers guests a peaceful and relaxing retreat. With comfortable rooms, stunning views, and welcoming hospitality, The Inn at Castle Hill is the perfect destination for a weekend getaway or a romantic escape. Guests can explore the beautiful grounds, enjoy delicious meals at the on-site restaurant, and take in the natural beauty of the surrounding area. Whether you're looking for a peaceful retreat or a romantic getaway, The Inn at Castle Hill is the perfect choice for your next vacation.

Located at 1 Lighthouse Inn Road in Dennis, Massachusetts, the Lighthouse Inn is a charming lodging institution that has been welcoming guests for 86 seasons. Opening on May 24th, 2024, this historic inn on Cape Cod offers a nostalgic escape to a simpler time. Nestled on nine acres of oceanfront property, the Lighthouse Inn boasts a private sandy beach, heated pool, tennis courts, and a full-service restaurant with stunning views of the ocean. Perfectly situated along the tranquil shores of Nantucket Sound, this inn provides a secluded and relaxing retreat for guests seeking a classic Cape Cod experience. Whether you're looking to unwind with refreshing ocean breezes or participate in family-friendly activities, the Lighthouse Inn has something for everyone.

The Sagamore Inn Restaurant, located at 1131 Sandwich Road in Bourne, Massachusetts, is a historic establishment with a rich history dating back to 1900. Originally built along the old road to Provincetown, the inn unfortunately burned down in 1930. Despite efforts to save the building, it was ultimately lost to the flames. Today, the Sagamore Inn Restaurant continues to serve delicious food in a charming and inviting atmosphere. Guests can enjoy a variety of dishes and drinks while soaking in the history and nostalgia of this iconic location.

The Longwood Inn is a charming lodging establishment located at 123 Longwood Avenue in Brookline, Massachusetts, United States. This historic inn offers comfortable accommodations in a convenient location near many attractions and amenities. Guests can enjoy a cozy and welcoming atmosphere, along with friendly service and modern amenities. Whether visiting for business or pleasure, the Longwood Inn provides a relaxing and enjoyable stay for all guests.

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.

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.

Devonfield Inn is a charming lodging establishment located at 85 Stockbridge Road in Lee, Massachusetts, United States. Nestled in the picturesque Berkshire Mountains, this cozy inn offers a peaceful and serene retreat for guests seeking a relaxing getaway. The beautifully appointed rooms and suites are tastefully decorated and provide all the comforts of home. Guests can enjoy a delicious homemade breakfast each morning, as well as afternoon tea and snacks. The inn also features a lovely garden area, perfect for unwinding and taking in the natural beauty of the surrounding landscape. Whether you're looking for a romantic escape or a peaceful retreat, Devonfield Inn is the perfect destination for your next vacation.

The Lyttleton Inn is a charming lodging establishment located at 423 King Street in Littleton, Massachusetts, United States. This historic inn offers a cozy and welcoming atmosphere for guests looking for a peaceful retreat. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast in the morning and relax in the beautiful garden area. The inn is conveniently located near local attractions, shops, and restaurants, making it the perfect choice for travelers exploring the area. Experience New England hospitality at its finest at The Lyttleton Inn.

The Crocker House Inn is a charming lodging establishment located at 12 Crocker Avenue in the picturesque town of Tisbury, Massachusetts, United States. This historic inn offers guests a cozy and comfortable retreat with beautifully decorated rooms, modern amenities, and warm hospitality. Situated in a convenient location near local attractions, shops, and dining options, the Crocker House Inn is the perfect choice for travelers looking for a relaxing and memorable stay on Martha's Vineyard. Whether you're visiting for a romantic getaway, family vacation, or business trip, the Crocker House Inn provides a welcoming atmosphere and top-notch service for all guests.

The Inn at 7 Central is a charming lodging establishment located at 7 Central Street in the picturesque town of Provincetown, Massachusetts. This cozy inn offers comfortable accommodations and personalized service, making it the perfect home away from home for travelers visiting the area. Guests can enjoy a peaceful stay in beautifully decorated rooms, relax in the inviting common areas, and take advantage of the convenient location near local attractions, shops, and restaurants. Whether you're seeking a romantic getaway or a relaxing retreat, the Inn at 7 Central has everything you need for a memorable stay in Provincetown.

The Long Dell Inn is a charming and cozy lodging located at 436 South Main Street in Barnstable, Massachusetts. This historic inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind. The inn's convenient location allows for easy access to local attractions, shops, and restaurants. With its personalized service and attention to detail, the Long Dell Inn is the perfect choice for a memorable stay on Cape Cod.

The Inn at Cook Street is a charming bed and breakfast located in the heart of Provincetown, Massachusetts. Situated at 7 Cook Street, this historic inn offers cozy and comfortable accommodations for guests looking to experience the beauty of Cape Cod. With its convenient location near the beach, shops, and restaurants, the Inn at Cook Street is the perfect place to relax and unwind during your stay in Provincetown. Enjoy a delicious homemade breakfast each morning and take advantage of the inn's welcoming atmosphere and personalized service. Whether you're visiting for a romantic getaway or a weekend escape, the Inn at Cook Street is a wonderful choice for your lodging needs.

The Inn at Yarmouth Port is a charming lodging establishment located in the heart of Yarmouth, Massachusetts. Situated at 168 Massachusetts 6A, this historic inn offers a cozy and inviting atmosphere for guests looking to relax and unwind on Cape Cod. The Inn features beautifully decorated rooms, each with its own unique character and modern amenities. Guests can enjoy a delicious breakfast each morning, as well as complimentary Wi-Fi and parking. The Inn's convenient location allows easy access to local attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a peaceful retreat, The Inn at Yarmouth Port is the perfect choice for your next vacation.

The Sea Meadow Inn, located at 1187 Main Street in Brewster, Massachusetts, is a charming lodging institution housed in a historic building dating back to 1783. The inn has been beautifully restored to preserve its unique architectural features, including wide-plank pumpkin pine floors and fireplaces. The B&B style rooms offer luxurious beds, private baths, and exceptional amenities for a peaceful night's sleep. Surrounded by serene acres of gardens filled with local flowers and wildlife, guests can relax on the tree swing, hammock, or enjoy birdwatching from the back porch. The outdoor shower, grill, and firepit are perfect for enjoying evenings with family and friends after a day at the nearby bay beach or exploring the National Seashore, Provincetown, Nantucket, or Martha's Vineyard.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.

Candleberry Inn Cape Cod Bed and Breakfast is a charming and cozy establishment located on Main Street in Brewster, Massachusetts. This historic inn offers comfortable accommodations and a warm, inviting atmosphere for guests looking to relax and unwind on Cape Cod. The inn features beautifully decorated rooms, a delicious breakfast served each morning, and a restaurant offering delectable meals made with locally sourced ingredients. Whether you are visiting for a romantic getaway or a family vacation, Candleberry Inn is the perfect choice for a memorable stay on the Cape.

A Little Inn on Pleasant Bay is a charming and romantic boutique Bed & Breakfast located in Orleans, Massachusetts. Winner of the 2023 LuxLife Hospitality Awards for Most Charming Bed & Breakfast in MA, our inn offers guests quintessential European hospitality in an all-American setting. Situated between the historic villages of Chatham and Orleans on Cape Cod, our nine-room inn overlooks the picturesque Pleasant Bay. Each room is named after sailboats that sail the waters of Cape Cod, with a strong New England identity and beautifully designed by interior designer Matthew Yee.

The Old Harbor Inn is a charming lodging establishment located at 22 Old Harbor Road in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil and historic setting, this inn offers guests a cozy and welcoming atmosphere with comfortable accommodations. Whether you are looking for a romantic getaway or a relaxing retreat, The Old Harbor Inn provides the perfect home away from home. With its convenient location near the harbor and local attractions, guests can easily explore the beauty and charm of Chatham. Experience exceptional hospitality and personalized service at The Old Harbor Inn for a memorable stay in Cape Cod.

The Cat's Pajamas Inn is a charming bed and breakfast located at 306 Salem Street in Wakefield, Massachusetts. This cozy and welcoming establishment offers guests a comfortable and relaxing stay in a historic building with modern amenities. The Inn features beautifully decorated rooms, a delicious breakfast served each morning, and friendly staff ready to assist with any needs. Whether you are visiting for business or pleasure, The Cat's Pajamas Inn is the perfect place to unwind and enjoy a peaceful retreat in the heart of New England.

The Parsonage Inn, located at 202 Main Street in Orleans, Massachusetts, is a historic 250-year-old home offering a unique and charming getaway in East Orleans. Originally used as a Parsonage for the local church in the 19th Century, The Parsonage now provides a blend of historic charm and modern comforts for vacationers visiting Cape Cod. The institution offers a variety of accommodation options to suit different needs, including a cozy three-bedroom cottage and a spacious seven-bedroom house with ensuite bathrooms, designer kitchen, and landscaped garden with a hot tub. Guests can also book one of the four guest bedrooms for a relaxing stay during the shoulder seasons.

Located at 91 Walker Street in Lenox, Massachusetts, the Hampton Terrace Inn is a historic bed and breakfast that has been rated the #1 place to stay in Lenox on Tripadvisor. Originally built in 1897, this inn was once owned by some of the wealthiest families in the country and was among the first of the "Berkshire cottages" to welcome guests. Today, the inn offers romantic cottages and suites that have been updated with modern amenities while still preserving the property's rich history. Just a 5-minute walk from downtown Lenox, Hampton Terrace Inn is the perfect location for a Berkshires getaway. Guests can enjoy private baths, air conditioning, HDTVs, free Wi-Fi, complimentary cognac and liqueurs, and a full breakfast buffet included in their room rate. The inn also features a heated pool, jetted tubs, and fireplaces for guests to relax and unwind after a day of exploring the Berkshires.

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.

Chambery Inn is a charming lodging and spa located at 199 Main Street in Lee, Massachusetts. This historic inn offers a tranquil and luxurious retreat for guests seeking a peaceful getaway in the heart of the Berkshires. The beautifully appointed rooms feature elegant decor and modern amenities, creating a cozy and inviting atmosphere for relaxation. Guests can indulge in rejuvenating spa treatments, unwind in the serene garden courtyard, or explore the nearby attractions and activities in the picturesque town of Lee. With its convenient location and exceptional service, Chambery Inn is the perfect destination for a memorable and rejuvenating stay.

Harbour House Inn B&B is a charming lodging establishment located at 725 North State Road in the picturesque town of Cheshire, Massachusetts, United States. This cozy bed and breakfast offers comfortable accommodations in a historic building, with a warm and inviting atmosphere. Guests can enjoy a delicious homemade breakfast each morning, as well as access to a peaceful garden and relaxing common areas. Whether you are looking for a romantic getaway or a peaceful retreat in the Berkshires, Harbour House Inn B&B is the perfect choice for your stay.

The Dancing Bear Guest House, also known as Blooming Inn, is a charming accommodation option located in the heart of Shelburne Falls, Massachusetts. Housed in the historic Moses W. Merrill homestead dating back to 1852, this inn offers comfortable lodgings in a setting that exudes historic elegance. Each room is equipped with a private bathroom for convenience, and guests can enjoy spacious living and dining rooms for relaxation. The inn also provides self-serve coffee, tea, and toast-making facilities, as well as access to a refrigerator for storing personal food items. Guests can customize their breakfast with English Muffins and special bread, adding to the flexibility of their morning routine. Additionally, the lovely garden and outdoor breakfast option enhance the overall guest experience, providing a serene setting for a memorable stay. The cozy guest sitting rooms and dining room offer inviting spaces for socializing, reading, or enjoying a quiet moment. With amenities like fireplaces and scenic views, these common areas enhance comfort and relaxation. Whether visiting for a short-term stay or longer duration, the Dancing Bear Guest House AKA Blooming Inn offers a convenient and pleasant lodging option within a historic setting.

The Daniel Stebbins House Inn is a charming lodging located at 25 Woodbridge Street in South Hadley, Massachusetts, United States. This historic inn offers a unique experience with rooms named after significant figures in local history. The Red Room, Blue Room, Cream Room, Green Room, and Royal Room each offer luxury linens, gas fireplaces, private baths, and access to modern amenities such as wireless internet and TV streaming. Guests can enjoy a peaceful stay in this "home away from home" atmosphere, where they can relax in the beautifully landscaped gardens or on the porch. The inn is conveniently located near Mt. Holyoke College and other nearby colleges, as well as the downtown area with restaurants, shops, and entertainment options.

The North Bridge Inn is a charming lodging establishment located at 21 Monument Street in historic Concord, Massachusetts. Nestled in the heart of this picturesque New England town, the inn offers cozy accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near the famous North Bridge, where the first shots of the American Revolutionary War were fired, visitors can explore the rich history of the area and enjoy the beauty of the surrounding nature trails and historic sites. Whether you are looking for a peaceful retreat or a convenient base for exploring all that Concord has to offer, The North Bridge Inn is the perfect choice for your next getaway.

Hawthorne Inn is a charming lodging institution located at 462 Lexington Road in Concord, Massachusetts, United States. Nestled in a picturesque setting, the inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location, guests can easily explore the historic town of Concord and its many attractions. Whether you are visiting for business or pleasure, Hawthorne Inn provides a cozy retreat for a memorable stay.

The Samuel Sewall Inn is a charming lodging establishment located at 143 Saint Paul Street in Brookline, Massachusetts. This historic inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to experience the rich history and culture of the area. With its convenient location near Boston and its cozy rooms, the Samuel Sewall Inn is the perfect place to stay for both leisure and business travelers. Enjoy a peaceful retreat in this quaint New England inn while exploring all that the vibrant city of Brookline has to offer.