A list by Anna Pinto & Ted Valentin. Updated March 2024.
We have created a list with the best castle hotels in Massachusetts, USA. We have also included hotels in historic properties, resorts, mansions, historic villas, conference venues, french "relais" (mansions) and country estates. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
Luxurious. Friendly staff. Popular among couples. Set on 2 acres of beautifully landscaped English gardens, this Chatham B&B is housed in an historic sea captain’s estate that dates to 1839. A complimentary gourmet breakfast is served each morning. A fireplace and a cable TV are provided with each room at Captain’s House Inn. A DVD player, an iPod dock and a seating area are provided as well. Featuring garden views, rooms also include an en suite bathroom with hairdryer. WiFi access is provided free of charge. Chatham Light Beach is just 2.3 km from the bed and breakfast. The Chatham town centre is only 1 km away.Show full description
Perhaps this is the most peaceful, luxurious and relaxing guest house in Massachusetts. It also has amazing staff and beautiful surroundings! It is very popular among couples travelling to Massachusetts.
Popular among couples. Offering views of the Atlantic Ocean, this oceanfront inn in Chatham, Massachusetts features 4 restaurants and a full-service spa. Each spacious accommodation provides a fully stocked minibar and flat-screen TV. An oceanfront heated pool with surrounding cabanas and the private beach area are available at Chatham Bars Inn. A 24-hour gym, tennis and croquet courts are on site as well. Decorated in New England design, each accommodation offers air conditioning, a state-of-the-art sound system and coffee facilities. The bathrooms include deluxe bath amenities, bathrobes and slippers. Chatham Inn offers local tours which leave from the private boat dock and travel to Martha’s Vineyard and Nantucket. Deep sea fishing, barrier beach walks and antique car tours can be arranged. The elegant Main Dining Room features panoramic views of the ocean. Local seasonal cuisine is offered. Guests can have a casual meal at the Sacred Cod Tavern or afternoon tea in the South Lounge.Show full description
Elegant. Great views. This Harwich waterfront resort offers an 18-hole golf course, free Wi-Fi, and brightly coloured rooms that offer a seating area and plush bedding. Central Harwich is 10 minutes’ drive. A work desk along with a private deck or patio is offered in each room at Wequassett Resort. Coffee making facilities and an en suite bathroom are also included. Twenty-Eight Atlantic Restaurant offers waterfront dining and serves succulent seafood cuisine. Other dining options serving American classic cuisine are also featured. Guests can swim in the seasonal outdoor pool or relax in the hot tub. A fitness centre, children’s playground, and tennis court are also available. Cape Cod National Golf Center is 5 minutes’ drive from Wequassett Resort and Golf Club. Cape Cod National Seashore is 18 miles away.Show full description
This elegant and luxurious hotel has a beachfront location with stunning bay views. The resort has beautifully maintained grounds, two pools, four tennis courts, and an 18-hole golf course.
Historic property. Great restaurant. Swim in the outdoor pool or take advantage of the on-site tennis courts at this Massachusetts bed and breakfast. Tanglewood Musical Center is 5 minutes’ drive away. Each uniquely styled room at the Hampton Terrace Bed and Breakfast Inn features free Wi-Fi access and a TV. Decorated with antique furnishings and plush bedding, these rooms have an en suite bathroom and assorted bathroom amenities. Relax by the living room fireplace listening to the sounds of the grand piano. Guests can enjoy a gourmet hot breakfast, including apple pancakes, eggs, and sausage on the sun porch or in the dining room. The Bousquet Ski Area is 5 miles from the Hampton Terrace B&B. The Mission House Museum and Gardens is 15 minutes’ drive away.Show full description
Beach front location. Tennis court. Offering access to a private beach and both an outdoor pool and an indoor pool, The Mansion at Ocean Edge Resort and Golf Club is located in Brewster. Free WiFi access is available in this resort. A golf course and tennis courts are located on-site at The Mansion in Brewster. Cape Cod Museum Of Natural History is 10 minutes’ drive from The Mansion at Ocean Edge Resort & Golf Club. Each guest room features a patio or balcony with views of the property gardens. The villas are equipped with a full kitchen and a living room. Additional facilities include a meeting room and a kids’ club. An array of activities can be enjoyed in the surroundings, including cycling. Guests can enjoy casual dining at Bayzo’s Pub or Linx Tavern. Lunch and drinks are also available at the seasonal Ocean Terrace. Wellfleet Drive-In Theatre & Cinemas is 18 minutes’ drive.Show full description
The Mansion at Ocean Edge Resort & Golf Club is a historic hotel in Cape Cod, built in 1890 and listed in the National Register of Historic Places. It provides luxurious accommodations, including villas and upscale guestrooms.
Delightful property. Comfortable beds. Situated on 30 acres, this scenic Berkshires bed and breakfast boasts a heated, seasonal outdoor pool and on-site tennis courts. Free WiFi access is provided, while Tanglewood Musical Center is 6 miles away and Greenock Golf Club is 650 metres away. Each guest room at the Devonfield Inn features a flat-screen cable TV and an en suite bathroom. They are uniquely styled with antique furniture as well as modern amenities. Select rooms offer a fireplace or a spa bath. Guests can relax by the fireplace and grand piano in the living room. The Devonfield B&B also has a library, a games room and a pool-side terrace. A full farm-to-table buffetbreakfast is served every morning and includes fresh produce, homemade baked goods, and a specialty entree. The fully stocked guest pantry offers refreshments 24 hours a day. The Norman Rockwell Museum is 12 minutes’ drive away. Ski Butternut is 11 miles from the inn and Jacob's Pillow Dance Festival is 15 minutes' drive away.Show full description
Absolutely adorable hotel with historical vibe and modern amenities is located in a perfect place, near Tanglewood and Norman Rockwell Museum. Multiple relaxation rooms - spacious living room with latest magazines, TV room with comfy sofas, big pool area, and magnificently maintained garden. Gorgeous rooms with fireplace and bathtub!
Charming. Superb breakfast. Located near Cape Cod Bay, and housed in an historic home that dates to 1843, this Yarmouth Port B&B features a blend of antique and modern furnishings. A garden is available on site at The Inn at Yarmouth Port. Guests can also relax on the sun deck or in the shared lounge. Yarmouth Port is 3.4 km from the property. Dennis Pond Conservation Area is just 3 minutes’ drive from the B&B. Cummaquid Golf Club is 1.5 km away while Mass Audubon Sanctuary at Long Pond is 3.1 km from the Inn.Show full description
I am in love with this little boutique hotel, it looks like a dollhouse from both outside and inside. Calm pastel colors, soft stylish furniture, and adorable flower decor. The rooms are simply amazing, bathrooms with luxurious toiletries, soft towels, and a bathtub. The outdoor sitting area with a fire pit is to die for!
Great location. Popular among couples. This historic hotel is within a 5-minute walk of Oyster Saltwater Inlet and is 2.4 km from the Chatham Lighthouse. The hotel offers massage services and rooms with bathrobes. Queen Anne Inn rooms include antique furniture. Some rooms have a private balcony and indoor whirlpool tub or outdoor Jacuzzi®. Guests at the Queen Anne can dine in the Eldredge Room, which serves breakfast and dinner. The restaurant also features the Garden Room, which has large windows with views of the hotel garden. The Queen Anne Cafe and Lounge also offers a full-service bar. The Queen Anne Inn features an outdoor pool. The hotel also has a library and gym. Queen Anne Inn is within a 15-minute walk of the Chatham Seaside Links Golf Course. The Monomoy National Wildlife Refuge is within a 10-minute drive of the hotel.Show full description
Highly elegant. Great value. Located on the coast of Martha’s Vineyard overlooking the Edgartown Lighthouse, this hotel is a 10-minute walk from downtown Edgartown. It features an on-site restaurant, 2 bars, and sailing lessons. The Harbor View Resort offers accommodations with cable TV and free Wi-Fi. A refrigerator and safety deposit box are provided in every room and seasonal room service is available. A seasonal outdoor pool and concierge services are part of this Martha’s Vineyard hotel. Martha’s Vineyard Airport is 15 minutes from Harbor View Hotel and Resort by car. The Edgartown Golf Club is 5 minutes from the property.Show full description
I would describe this as one of the most ELEGANT luxury hotels in Massachusetts.
Very stylish. Lovely interior design. Popular among couples. This historic bed & breakfast is located within a 5-minute walk of Nauset Beach. The rooms are uniquely decorated in the Cape Cod style and guests can enjoy a terrace with a seasonal fire pit. Cable TV is standard in all rooms at the Ship’s Knees Inn. Some rooms have partial views of the Atlantic Ocean or private entrances. Guests are provided with a daily continental breakfast buffet. The property also has a seasonal outdoor pool. Free Wi-Fi is accessible. The Ship’s Knees Inn is 2.5 miles from the Cape Cod Rail Trail, a bike trail. The Cape Cod Museum of Natural History is within a 10-minute drive of the bed & breakfast.Show full description
Luxurious. Cosy rooms. The Inn at Hastings Park is located in Lexington, Massachusetts and is 24.1 km from Boston. It is 483 metres from the historic Lexington Battle Green, also known as Lexington Commons, where the American Revolutionary War began. Part of the Relais & Châteaux Hospitality Association, the inn features two preserved guest houses and a barn. The Inn at Hastings Park, Relais and Châteaux offers complimentary WiFi and uniquely decorated rooms. Each room features a flat-screen cable TV, iPod docking station, private bathrooms and bathrobes. Complimentary newspapers and a 24-hour front desk is also available. It blends historic heritage with a more contemporary aesthetic. The on-site restaurant, Artistry on the Green serves seasonal New England Cuisine. The National Heritage Museum is 3.5 km from The Inn at Hastings Park.Show full description
Nice pool. Situated in Brewster, this resort features a Nicklaus Design golf course. The resort boasts 5 pools, a 42-km bike trail, 11 tennis courts and rooms furnished with Cape Cod décor. The Villages at Ocean Edge Resort is located 1 mile away from the main historic mansion. Each room at The Villages at Ocean Edge Resort & Golf Club includes an iPod docking station and cable TV. The villas are equipped with full kitchens and separate bedroom and living areas. Lessons are available and include golf, tennis and exercise classes. The Villages at Ocean Edge Resort & Golf Club offers the Ocean Terrace Restaurant with views of Cape Cod Bay. Bayzo’s Pub is decorated like an English Tavern with live music on the summer weekends. Other dining options include grilled dishes, burgers, cocktails and ice cream. Nickerson State Park is 8.5 km from the The Villages at Ocean Edge Resort & Golf Club. Crosby Beach is 2.1 km away.Show full description
Close to beach front. Relaxing atmosphere. Stunning pool facilities. Situated on 7.5 acres, this West Yarmouth resort boasts a private sandy beach on Lewis Bay, miniature golf, free Wi-Fi and spacious accommodation. John F. Kennedy Museum is 3 miles away. Green Harbor Resort offers a kitchenette or full kitchen and a living area in every accommodation. Multiple TVs with cable and DVD players and an outdoor grill are provided. Most overlook the bay. Guests can relax at the ocean-view pool or play basketball and shuffleboard. Rental bikes and canoes are available, and Green Harbor’s extensive Kid’s Klub offers organized games and arts and crafts. Resort Green Harbor also provides access to the championship golf course and full-service spa at its sister property, Red Jacket Beach Resort. Cape Cod Mall is 3 miles from this resort and Chatham Lighthouse, a working lighthouse, is within a 40-minute drive.Show full description
This resort has a great beach front location and lovely pool facilities.
Beach front location. Great value. Located just off Route 6A and occupying 17 wooded acres, this resort features a variety of sports courts and 2 pools. Nickerson State Park is less than 1 mile away. Brewster Green Resort offers comfortably decorated suites with a fully equipped kitchen, private balcony and a fireplace. A barbeque grill, 2 TVs and laundry facilities are included. Guests of Brewster Green can enjoy sports including basketball, racquetball and tennis. A sauna, whirlpool and fitness center are also available. Children are welcome to have fun on the playground. The Resort at Brewster Green is 4 miles from Breakwater Beach and less than 6 miles from Rock Harbor Charter Boat Services.Show full description
This resort has a great SPA and great tennis facilities.
Old-world charm combines with modern amenities and facilities at this charming Wrentham, Massachusetts hotel. Elegant French Victorian architecture and furnishing, complete with comfortable accommodation and exceptional service, make every stay memorable. The Proctor Mansion Inn is situated in the heart of the picturesque city centre. Guests can easily discover a number of antique stores, shopping districts, gourmet dining and more. Guests can enjoy the Proctor's cosy guestrooms, each furnished with antiques, hand-crafted artwork and the original windows from 1860 as well as complimentary wireless internet access.Show full description
Charming hotel sets in a historical building. The rooms have comfy furniture, a lovely interior design, and spacious bath space. The hotel is surrounded by a beautiful garden with well-organized outdoor sitting areas which are perfect for an afternoon cup of tea!
The Chapter House Inn is located on historic Old King’s Highway in Yarmouth Port, MA which is centrally located in the heart of Cape Cod. It occupies a stately, 3-story property dating from the 17th century. This inn is located near year-round restaurants, theatre, golf courses, tennis courts, churches, antiques shops, and many historic points of interest. The Inn is convenient to both fresh and salt-water beaches. At the inn, you can explore Cape Cod's history, stroll Yarmouth Port's 60 acres of nature trails, bask in the sun or just relax on our porch or in our bar.Show full description
Situated on 10 acres, this oceanfront property boasts an award-winning conference center, direct beach access and rooms with free Wi-Fi. Historic Salem is 10 minutes’ drive from this Beverly hotel. The elegant rooms at The Wylie Inn and Conference Center at Endicott College feature a flat-screen cable TV, work desk and coffee maker. A hairdryer and ironing facilities are also provided and refrigerators are available. The Wylie Inn and Conference Center at Endicott College features a 1900s classic fountain on the front lawn. The conference area offers a full-size auditorium, billiards room and library. Guests at The Wylie Inn and Conference Center at Endicott College have free access to the Post Center featuring a modern gym, rock climbing wall and racquetball courts. A computer and printer is station available in the lobby and free coffee is offered all day. Whale watching in Gloucester, antique shopping in Essex and the House of the Seven Gables are all within a 20-minute drive.Show full description
Situated on nine acres, this West Dennis resort offers free Wi-Fi, a private sandy beach, and uniquely decorated rooms that include a refrigerator. Five golf courses are located within 5 miles of the property. All rooms include an en suite bathroom and air-conditioning. The Waterfront at Lighthouse Inn Restaurant serves breakfast, lunch and dinner in July and August. The Pool Snack Bar serves a light fare along with frozen drinks and ice cream. Guests can swim in the seasonal outdoor heated pool or play a game of tennis on the tennis court. Miniature golf, volleyball and basketball available. Cape Cod Lighthouse Inn has private beach and located adjacent to West Dennis Public Beach.Show full description
Beach front location. Great pool. Nestled on Cape Cod's Nantucket Sound in South Yarmouth, Massachusetts, this resort offers a beautiful private beach, access to a variety of activities and on-site dining options. Red Jacket Beach Resort features an outdoor swimming pool with stunning ocean views as well as an indoor pool. After playing a game of tennis or shuffleboard, guests can relax with a massage in the on-site spa. The resort's concierge service is also available to assist with dinner reservations, whale watching tours and ferry trips. Guests at the Beach Resort Red Jacket can enjoy breakfast and lunch in the resort's dining room. With an outdoor terrace and barbecue grill, the Asa Eldridge Lounge is a great place to relax in the afternoon.Show full description
Offering a seasonal outdoor pool and hot tub, The Ponds at Foxhollow is located in Lenox in the Massachusetts Region, 4 km from Tanglewood. Tanglewood Musical Center is 4.2 km from the property. The accommodation is air conditioned and has a dining area and a seating area with a TV. There is also a kitchen, equipped with a dishwasher. An oven and coffee machine are also featured. Towels and bed linen are available. The Ponds at Foxhollow also includes a sauna, fitness centre, and indoor pool. Free use of bicycles is available at the property and the area is popular for fishing and canoeing. The nearest airport is Albany International Airport, 64 km from The Ponds at Foxhollow.Show full description
We do our best to keep this list very up to date. It was last edited in March 2024. If you know of a castle hotel that should be on the list, let us know. Click here to contact us. Thanks!
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