Luxury Hotels & Resorts in Chatham from AU$102

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Best Chatham Luxury Hotels

Chatham Wayside Inn

4.0 star property
Chatham
9.2 out of 10, Wonderful, (602)
"Super cozy and clean with fantastic staff and great location loved everyday spent here "
United States
noushin
Chatham Wayside Inn

Chatham Bars Inn

5.0 star property
Chatham
9.2 out of 10, Wonderful, (797)
"Great accommodation and staff."
United States
Michael
The price is AU$615
includes taxes & fees
14 Dec - 15 Dec
Chatham Bars Inn

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

4.0 star property
Chatham
10.0 out of 10, Exceptional, (21)
"House was wonderful with plenty of room. Great outdoor spaces with a deck and patio. Very convenient location. Host responsive to our needs. Would definitely stay again. "
United States
Sally S.
The price is AU$3,624
includes taxes & fees
10 Dec - 11 Dec
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

4.0 star property
Chatham
10.0 out of 10, Exceptional, (18)
"Walk to all the shops and beaches. Quiet neighborhood, yet still in the heart of a beautiful Cape Cod home. Large table on a pretty porch that sits 12 people comfortably. Nice back yard. Very clean. Bill, the owner, was very responsive. You will enjoy your stay here!!"
United States
Diane C.
The price is AU$2,665
includes taxes & fees
10 Dec - 11 Dec
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

The Mansion at Ocean Edge

4.0 star property
Brewster
8.2 out of 10, Very good, (1000)
"Amazing stay and location! "
United States
Joanne
The price is AU$362
includes taxes & fees
8 Dec - 9 Dec
The Mansion at Ocean Edge

Wequassett Resort and Golf Club

5.0 star property
Harwich
9.4 out of 10, Exceptional, (241)
"Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. "
United States
Charles
Wequassett Resort and Golf Club

Brewster by the Sea Inn

4.0 star property
West Brewster
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is AU$548
includes taxes & fees
1 Jan - 2 Jan 2026
Brewster by the Sea Inn

Doubletree by Hilton Cape Cod - Hyannis

4.0 star property
Hyannis
8.4 out of 10, Very good, (876)
"Nice room, freindly staff. The downside is the food was pricey. "
United States
Steffanie
The price is AU$198
includes taxes & fees
26 Dec - 27 Dec
Doubletree by Hilton Cape Cod - Hyannis

Candleberry Inn on Cape Cod

4.5 star property
Brewster
10.0 out of 10, Exceptional, (139)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is AU$636
includes taxes & fees
8 Dec - 9 Dec
Candleberry Inn on Cape Cod

Sea Street Inn

4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45)
"Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings."
United States
Jori
The price is AU$406
includes taxes & fees
2 Jan - 3 Jan 2026
Sea Street Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Chatham

Chathamand its attractions for luxury travelers

Chatham, Massachusetts, is a charming coastal town that offers a wealth of experiences for luxury travellers. Start your day with a leisurely stroll along the picturesque Chatham Lighthouse Beach, where the soft sands and gentle waves create a perfect backdrop for relaxation. For dining, indulge in fresh seafood at The Impudent Oyster, where the local catch is expertly prepared in a stylish setting that caters to discerning palates. Nature enthusiasts will appreciate a trip to the Monomoy National Wildlife Refuge, where guided tours can lead you through stunning landscapes filled with wildlife, including seals basking on the shores. Shopping aficionados can explore the unique boutiques in Chatham's historic downtown, where upscale shops showcase local artisans' crafts and luxurious goods. To enhance your stay, consider accommodations at the Chatham Bars Inn, a luxurious resort that offers stunning ocean views, a private beach, and a world-class spa, ensuring a pampered experience. Here, you can unwind in elegant surroundings while enjoying exceptional service, making your exploration of this beautiful town both relaxing and indulgent.

Find the best luxury hotels and resorts in Chatham

Chatham, Massachusetts, offers an exquisite selection of luxury hotels that promise an indulgent retreat. From stunning ocean views to premium amenities, these accommodations are perfect for travelers seeking a lavish experience.

Captain's House Inn

  • Why it's great for a luxury retreat: With an impressive review rating of 9.8, Captain's House Inn epitomises luxury with its stunning accommodations. Guests are greeted with elegant décor, including fireplaces and indulgent bathrobes that enhance the feeling of comfort and relaxation. The attentive concierge service ensures that every detail is taken care of, allowing travelers to focus on unwinding and enjoying their getaway.
  • Other amenities: The inn offers a lovely terrace and patio for those looking to enjoy the fresh coastal air. Guests can start their day with a complimentary full breakfast and later explore nearby kayaking and sailing opportunities. Beach towels are provided for those who wish to take a stroll along the stunning coastline. The hotel also offers express check-in and check-out services, ensuring a seamless experience for all visitors.
  • Nearby attractions: Cape Cod Beaches - 0.7 km, Chatham Fish Pier - 0.8 km, Chatham Shark Center - 0.8 km

Old Harbor Inn

  • Why it's great for a luxury retreat: Old Harbor Inn is a luxurious haven with a remarkable traveler review rating of 9.6. This charming inn offers an inviting atmosphere with premium bedding and elegant bathrobes. Guests can enjoy the convenience of room service and the luxury of champagne service, making for a truly indulgent experience.
  • Other amenities: The inn features a lovely terrace for enjoying the outdoors and a fitness facility for those looking to stay active. Guests can indulge in a complimentary buffet breakfast and explore the nearby beach for a day of sun and relaxation. The hotel also offers contactless check-in, ensuring a smooth arrival experience. With beautiful gardens and opportunities for windsurfing nearby, travelers can enjoy a perfect blend of relaxation and adventure.
  • Nearby attractions: Chatham Seaside Links - 0.9 km, Veterans Field - 0.4 km, Chatham Windmill - 1 km

Chatham Bars Inn

  • Why it's great for a luxury retreat: For those seeking a refined escape, Chatham Bars Inn stands out with its exceptional traveler review rating of 9.2. This luxurious resort offers a private beach location, enabling travelers to unwind in style. Visitors can relish in premium bedding, designer toiletries, and in-room massages, ensuring a pampered stay that epitomises luxury.
  • Other amenities: Guests can enjoy access to a full-service spa, tennis courts, and a well-equipped fitness centre. The resort also features a beautiful garden and a beach bar, perfect for relaxing afternoons. Additional offerings include complimentary beach shuttles, a concierge service, and various water sports for adventurous travelers. Beach umbrellas and loungers are provided for a comfortable seaside experience, along with on-site shopping for those looking to indulge in a little retail therapy.
  • Nearby attractions: Chatham Seaside Links - 0.2 km, Cape Cod Beaches - 0.4 km, Chatham Fish Pier - 0.6 km

Chatham Wayside Inn

  • Why it's great for a luxury retreat: Chatham Wayside Inn is a charming choice for luxury travellers, with an excellent review rating of 9.2. The hotel’s elegant ambience is complemented by premium bedding, designer toiletries, and attentive concierge services to cater to every need. Guests can delight in champagne service, making for a truly celebratory experience.
  • Other amenities: The inn features a delightful garden-view restaurant and offers complimentary breakfast options daily. Guests can unwind by the pool or explore the nearby shopping district for unique finds. For those interested in outdoor activities, golf courses and winery tours are conveniently located nearby. With accessible parking and a focus on traveler comfort, this inn ensures a relaxing and enjoyable stay.
  • Nearby attractions: Cape Cod Beaches - 0.9 km, Veterans Field - 0.9 km, Chatham Windmill - 0.7 km

Chatham Seafarer Inn

  • Why it's great for a luxury retreat: While more modest in luxury, Chatham Seafarer Inn offers a comfortable retreat with a good review rating of 9.0. The inn features air-conditioned rooms for a pleasant stay, and daily housekeeping ensures a tidy environment throughout travelers' visits. This charming hotel provides a serene atmosphere, ideal for those seeking a relaxed getaway.
  • Other amenities: The inn offers a kitchenette in select rooms, making it convenient for light meals. Guests can enjoy the outdoor pool and the beautiful garden area. With a nearby beach, travelers can easily venture out for seaside relaxation while self-parking is provided for added convenience. The serene environment and essential amenities make it a great base for exploring Chatham's beautiful coastline.
  • Nearby attractions: Cape Cod Beaches - 1.3 km, Ridgevale Beach - 1.3 km, Cockle Cove Beach - 2.1 km

Top Chatham Hotel Reviews

Frequently asked questions

Are you looking for a luxury hotel for your stay in Chatham?
During your visit, you might want to enjoy the beaches which Chatham is known for.
What's the best luxury place to stay in Chatham?
Chatham Bars Inn is a luxury resort with a private beach and a full-service spa, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Chatham?
Planning for the weather is an important factor for making your trip to Chatham a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 19°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chatham is 1362 mm.
What's there to see and do in Chatham?
Enjoy Chatham with a stop at Chatham Fish Pier, Chatham Lighthouse and Chatham Lighthouse Beach. If you have some spare time during your trip, you might want to check out Ridgevale Beach and Cape Cod Beaches.

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