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TOP 30 Historic hotel stay in Orleans, MA
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Orleans Waterfront Inn & Restaurant
Orleans Waterfront Inn & Restaurant is a charming establishment located in the picturesque town of Orleans, Massachusetts. Situated right on the waterfront at 3 Old County Road, this institution offers a unique combination of bar, food, lodging, and restaurant services. Guests can enjoy stunning views of the water while dining on fresh seafood and other delicious dishes prepared by talented chefs. The cozy inn provides comfortable accommodations for those looking to extend their stay and explore the beautiful Cape Cod area.
A Little Inn on Pleasant Bay
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.
Olde Tavern Motel & Inn
Olde Tavern Motel & Inn is a charming accommodation located at 151 Massachusetts 6A in Orleans, Massachusetts. This historic establishment offers cozy rooms and suites, each uniquely decorated with a touch of old-world charm. Guests can enjoy modern amenities such as free Wi-Fi, flat-screen TVs, and comfortable bedding. The inn also features a quaint tavern where visitors can relax and enjoy a drink after a day of exploring the nearby Cape Cod attractions. With its convenient location and welcoming atmosphere, Olde Tavern Motel & Inn is the perfect choice for a relaxing getaway on the Cape.
Inn at the Oaks
The Inn at the Oaks is a charming 13 room Inn located in Cape Cod's historic Eastham, Massachusetts. Our spacious and light-filled accommodations, delicious continental breakfasts, and attention to detail ensure that your Cape Cod vacation will be unforgettable. Situated across from the National Seashore Visitor Center and close to world-famous beaches, the Cape Cod Rail Trail, and historic towns like Chatham, Orleans, Wellfleet, and Provincetown, the Inn offers a perfect location for exploring the best of Old Cape Cod. Many guests consider the Inn their "home" on the Cape and return year after year. Children over the age of 10 are welcome, but please note that our property is not wheelchair accessible. Book 3 nights or more mid-week from March 1 to April 30 and save 10% on your entire stay when booking directly with the Inn using the code SPRING10. Come and experience the beauty and charm of Cape Cod at the Inn at the Oaks.
Nauset Rental
Nauset Rental is a real estate and travel agency located at 3 Main Street in Eastham, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences staying at Nauset Rental properties, praising the lovely houses and locations, short walks to beautiful beaches, and amenities such as games and music systems. The owner, Kent, has been described as a joy to work with, accommodating last-minute bookings and even welcoming guests with pets. The properties offer private beach access, stunning views, and a quiet, secluded neighborhood close to activities.
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