Top Chatham Accommodations with Seaside Allure

We checked thousands of reviews on and to find the best hotels for your stay
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Nestled in the charming town of Chatham where historic charm meets seaside serenity, lies a hidden gem for travelers seeking a quintessential New England getaway. Boasting a plethora of picturesque accommodations, Chatham Massachusetts hotels offer a unique blend of luxury, comfort, and unparalleled hospitality. From quaint boutique inns exuding old-world charm to modern beachfront resorts, there is a perfect lodging option to suit every traveler's preferences.

Immerse yourself in the idyllic coastal atmosphere of Chatham, where the gentle ocean breeze whispers tales of relaxation and rejuvenation. Wake up to stunning sunrise views over the Atlantic, enjoyed from the balcony of your elegant hotel room or suite. Explore the vibrant local scene, filled with artisan shops, gourmet eateries, and historic landmarks, all just a stone's throw away from your conveniently located hotel in Chatham Massachusetts.

Whether you seek a romantic retreat, a family-friendly escape, or a solo adventure, Chatham has something to offer every discerning traveler. Indulge in world-class amenities, personalized service, and unforgettable experiences during your stay in the enchanting seaside town of Chatham the allure of Chatham Massachusetts hotels be the cornerstone of your next unforgettable vacation experience.
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Our Top 7

(Sorted by rating & number of reviews)

1. The Hawthorne Motel
2. Chatham Wayside Inn
3. Chatham Bars Inn
4. Chatham Tides Hotel
5. Chatham Bars Inn
6. Captain'S House Inn
7. Wequassett Resort And Golf Club

Luxury Retreats in Chatham Massachusetts Hotels

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Chatham
Dec 19, 2025 - Dec 20, 2025

The Hawthorne Motel

8.7

Good

(97 Reviews)

+ 44 photos
Located within walking distance of Lighthouse Beach, The Hawthorne provides a family-friendly retreat with comfortable accommodations and easy access to Chatham's renowned beaches and attractions. The hotel offers a variety of room types, including suites with separate bedrooms or ocean views, catering to families of all sizes. Guests can enjoy complimentary beach gear rentals, outdoor seating areas, and a central location near family-friendly dining options.
Address: 196 Shore Rd
Rating: Good 8.7 (97 Reviews)
Rooms: 26
Price: From 215$

Chatham Wayside Inn

8.7

Good

(128 Reviews)

+ 52 photos
Situated in the heart of downtown Chatham offers a cozy and welcoming atmosphere perfect for family getaways. The inn features spacious rooms and suites, some with kitchenettes or separate living areas, ideal for families traveling together. Guests can explore the town's shops and attractions on foot, relax in the inviting common areas, and enjoy casual dining at the on-site restaurant.
Address: 512 Main St
Rating: Good 8.7 (128 Reviews)
Rooms: 54
Price: From 256$

Seaside Elegance at Chatham Massachusetts Hotels

Experience the allure of seaside elegance with our curated selection of Chatham Massachusetts hotels that embody the charm and tranquility of coastal living. These accommodations offer a seamless blend of luxury, comfort, and captivating ocean views, providing guests with an unforgettable retreat in this picturesque New England town. From intimate boutique hotels to upscale beachfront resorts, each property highlighted in this section promises an enchanting seaside escape in Chatham .

Chatham Bars Inn

8.5

Good

(38 Reviews)

+ 120 photos
Situated along the shores of Cape Cod, the Chatham Bars Inn offers an upscale beachfront retreat with a rich history dating back to 1914. Guests can choose from elegant rooms, suites, or private cottages, each boasting breathtaking views of the ocean or surrounding gardens. The hotel's renowned dining options, luxurious spa treatments, and personalized concierge services ensure a truly exquisite stay in Chatham.
Address: 297 Shore Rd
Rating: Good 8.5 (38 Reviews)
Rooms: 175
Price: From 344$

Chatham Tides Hotel

9.1

Good

(150 Reviews)

+ 28 photos
Perched on the shores of Nantucket Sound, Chatham Tides is a boutique hotel that embodies laid-back luxury and seaside serenity. The oceanfront suites boast stunning views, private balconies, and cozy interiors that capture the essence of coastal living. Guests can relax on the sandy beach, enjoy water activities like kayaking and paddleboarding, and savor fresh seafood at nearby waterfront restaurants.
Address: 394 Pleasant Street
Rating: Good 9.1 (150 Reviews)
Rooms: 22
Price: From 589$

Family-Friendly Escapes in Chatham Massachusetts Hotels

Explore family-friendly escapes in Chatham Massachusetts hotels that cater to guests of all ages, ensuring a memorable and enjoyable stay for the whole family. These accommodations combine comfort, convenience, and a range of engaging activities and amenities designed to entertain both children and adults. From spacious suites to kid-friendly amenities, each hotel in this section promises a fun-filled family vacation in charming Chatham .

Chatham Bars Inn

8.5

Good

(38 Reviews)

+ 120 photos
Nestled on 25 acres of beautifully landscaped grounds overlooking the ocean, Chatham Bars Inn offers an unparalleled luxury experience in the very heart of Chatham. The historic resort boasts elegant guestrooms, suites, and private cottages, each exquisitely appointed with luxurious furnishings and modern amenities. Guests can unwind at the spa, savor gourmet dining experiences, and partake in outdoor activities like golf and private beach access.
Address: 297 Shore Rd
Rating: Good 8.5 (38 Reviews)
Rooms: 175
Price: From 344$

Captain'S House Inn

9.2

Good

(239 Reviews)

+ 199 photos
Experience the charm of a bygone era at Captain's House Inn, a refined boutique hotel located in the heart of Chatham. This historic inn features beautifully appointed rooms and suites, each combining classic elegance with modern comforts. Guests can enjoy a gourmet breakfast in the atmospheric dining room, relax in the serene garden courtyard, and explore the nearby shops and galleries in downtown Chatham.
Address: 369 Old Harbor Road
Rating: Good 9.2 (239 Reviews)
Rooms: 16
Price: From 230$

Wequassett Resort And Golf Club

8.6

Good

(31 Reviews)

+ 79 photos
Set amidst lush gardens and overlooking Pleasant Bay, Wequassett Resort and Golf Club epitomizes luxury and refinement in Chatham resort features lavish accommodations, including waterfront suites and secluded cottages, all exuding a sense of tranquility and serenity. Indulge in world-class dining, relax at the poolside cabanas, and rejuvenate at the exclusive Cape Cod-inspired spa.
Address: 2173 Route 28
Rating: Good 8.6 (31 Reviews)
Rooms: 120
Price: From 421$