The 30 Best Family friendly boutique hotel in Chatham, Massachusetts

Surfside Inn Chatham is a charming lodging located at 25 Holway Street in the picturesque town of Chatham, Massachusetts. Situated just a short walk away from the beautiful beaches of Cape Cod, this inn offers guests a relaxing and comfortable stay in a serene coastal setting. The well-appointed rooms feature modern amenities and cozy furnishings, providing a home away from home for visitors. With its convenient location near local shops, restaurants, and attractions, Surfside Inn Chatham is the perfect choice for a peaceful getaway on the Cape.

Greyfinch Chatham Inn, located at 946 Main Street in Chatham, Massachusetts, is a lodging institution that welcomes adventurous travelers, friends, young families, and couples to enjoy a seaside oasis. The newly renovated Greyfinch offers elegantly transformed guestrooms and enhanced outdoor spaces, providing a tranquil retreat just minutes away from Chatham's best beaches and downtown shops and restaurants. Guests can indulge in the allure of elegant accommodations that exude a welcoming atmosphere, making them feel right at home. The inn also offers luxury amenities for a truly indulgent stay. The property is steeped in Chatham's rich history of fishing, farming, seafaring, and hospitality, giving guests a glimpse into local life on the Cape.

The Chatham Seafarer Inn, located at 2079 Main Street in Chatham, Massachusetts, is a charming lodging option for your Cape Cod vacation. Just a short walk from the best beaches in Cape Cod and steps away from the Cape Cod Rail Trail bike path, this inn offers a relaxing retreat with a heated swimming pool for guests to enjoy. With easy access to the center of historic Chatham, as well as a variety of dining options nearby, the Chatham Seafarer is the perfect choice for your Cape Cod getaway. Recently renovated and fully updated, this inn combines traditional Cape Cod charm with modern comforts to ensure a memorable stay for you and your family. Experience the best of Chatham at the Chatham Seafarer Inn.

Chatham Guest Rooms is a cozy lodging facility located at 1409 Main Street in the charming town of Chatham, Massachusetts. Nestled in the heart of Cape Cod, our guest rooms offer a comfortable and inviting atmosphere for travelers looking to relax and unwind. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy the convenience of being just a short walk away from the town's shops, restaurants, and beaches. Whether you're visiting for a weekend getaway or an extended vacation, Chatham Guest Rooms provides a welcoming home away from home for all travelers.

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.

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.

Eider Duck Cottages is a charming lodging institution located at 1470 Main Street in the picturesque town of Chatham, Massachusetts, United States. Nestled in a tranquil setting, these cozy cottages offer a perfect retreat for those seeking a peaceful and relaxing getaway. Each cottage is beautifully decorated and equipped with all the modern amenities to ensure a comfortable stay. Guests can enjoy the serene surroundings, explore the nearby attractions, or simply unwind on the porch and take in the breathtaking views. Eider Duck Cottages is the ideal destination for a memorable vacation on Cape Cod.

Culdesac Cottage Bed and Breakfast is a charming lodging located at 49 Glover Square in the picturesque town of Chatham, Massachusetts. Situated in a peaceful cul-de-sac, this cozy cottage offers a serene and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The accommodations are tastefully decorated and feature modern amenities to ensure a comfortable stay. Guests can enjoy a delicious homemade breakfast each morning, served in the inviting dining area. With its convenient location near beaches, shopping, and dining options, Culdesac Cottage Bed and Breakfast is the perfect choice for a memorable stay on Cape Cod.