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Check availability on Chatham Luxury Hotels

Our top choices for Chatham luxury hotels

Beach nearby

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (650 reviews)
Chatham Wayside Inn
Exterior

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (818 reviews)
  • cleanliness
    Indulge in seaside luxury at this 5-star Chatham resort offering a private beach, full-service spa, and exceptional concierge service.
The price is £398
includes taxes & fees
30 Apr - 1 May
Chatham Bars Inn
Round Cove Suite | Frette Italian sheets, premium bedding, down duvets, minibar

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (245 reviews)
  • cleanliness
    Seaside luxury awaits on a private beach with 6 restaurants and ocean-view dining.
The price is £294
includes taxes & fees
22 Apr - 23 Apr
Wequassett Resort and Golf Club
Exterior detail

Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
4.5 star property
Brewster
10.0 out of 10, Exceptional, (139 reviews)
  • cleanliness
    Coastal luxury retreat near Breakwater Beach offers pampering spa services and Italian linens in a serene Cape Cod setting.
The price is £320
includes taxes & fees
17 Apr - 18 Apr
Candleberry Inn on Cape Cod
Free daily self-service breakfast

Winstead Inn

Winstead Inn
4.0 star property
Harwich
9.4 out of 10, Exceptional, (127 reviews)
  • cleanliness
    Harwich beach guesthouse provides luxury accommodation near sand, featuring heated pool amid gardens.
The price is £148
includes taxes & fees
19 Apr - 20 Apr
Winstead Inn
Property entrance

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Coastal luxury flourishes at this historic Brewster hotel with a private beach, 5 spa treatment rooms, and championship golf.
The price is £203
includes taxes & fees
22 Apr - 23 Apr
The Mansion at Ocean Edge
Deluxe Room, 1 King Bed, Balcony, Beach View | Pillow-top beds, individually decorated, individually furnished

Winstead Beach Resort

Winstead Beach Resort
4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (60 reviews)
The price is £197
includes taxes & fees
3 May - 4 May
Winstead Beach Resort
Terrace/patio

Brewster by the Sea Inn

Brewster by the Sea Inn
4.0 star property
West Brewster
9.8 out of 10, Exceptional, (173 reviews)
The price is £273
includes taxes & fees
17 Apr - 18 Apr
Brewster by the Sea Inn
Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated

Sea Street Inn

Sea Street Inn
4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45 reviews)
The price is £233
includes taxes & fees
22 Apr - 23 Apr
Sea Street Inn
View from property

The Old Manse Inn

The Old Manse Inn
4.5 star property
Brewster
9.8 out of 10, Exceptional, (252 reviews)
  • cleanliness
    Charming Cape Cod getaway offers champagne service, garden retreats, and a delicious breakfast just steps from the beach.
The price is £243
includes taxes & fees
3 May - 4 May
The Old Manse 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.
View all properties

Find out more about Chatham

Chathamand its attractions for luxury travelers

Chatham, Massachusetts, is a gem on Cape Cod, offering luxury travellers a blend of coastal beauty and refined experiences. Begin your day with a stroll along the pristine shores of Chatham Lighthouse Beach, where the soft sands and gentle waves provide the perfect backdrop for relaxation or a morning jog. For those keen on marine adventures, consider a private yacht charter from the Chatham Fish Pier, allowing you to explore the stunning waters and perhaps even spot seals basking on the nearby Monomoy Islands. Foodies will delight in dining experiences at the acclaimed Chatham Bars Inn, where you can savour fresh, local seafood while overlooking the picturesque harbour. The charming, historic Main Street, lined with boutique shops and art galleries, invites leisurely explorations, and don’t miss a visit to the iconic Chatham Lighthouse, a perfect spot for photography enthusiasts. For a luxurious stay, choose accommodations near the waterfront, where upscale hotels provide stunning views, exceptional service, and easy access to all these attractions, ensuring your getaway is both indulgent and memorable.

Find the best luxury hotels and resorts in Chatham

For travelers seeking a luxurious escape in Chatham, Massachusetts, these top hotels offer exceptional amenities and an indulgent experience. From stunning views to exquisite dining, each hotel guarantees a memorable stay.

Captain's House Inn

  • Why it's great for a luxury retreat: With an outstanding review rating of 9.8, Captain's House Inn is a luxurious retreat ideal for those seeking tranquillity. The hotel offers amenities such as fireplaces and designer toiletries, creating a warm and inviting atmosphere. Guests can also take advantage of concierge services to explore the beautiful surroundings with ease.
  • Other amenities: This charming inn features a terrace, patio, and complimentary breakfasts, ensuring a delightful start to each day. Guests can enjoy nearby kayaking and boat tours, or simply relax on the private beach. With self-parking and express check-in, Captain's House Inn provides a straightforward experience for luxury travelers.
  • Nearby attractions: Cape Cod Beaches - 0.7 km, Chatham Shark Center - 0.8 km, Chatham Fish Pier - 0.8 km

Old Harbor Inn

  • Why it's great for a luxury retreat: Old Harbor Inn is a luxurious gem with a review rating of 9.6, making it an excellent choice for travelers seeking an upscale experience. The hotel features premium bedding, bathrobes, and a delightful room service option, ensuring guests are treated to comfort and convenience during their stay.
  • Other amenities: This charming inn includes a terrace for relaxation, a fitness facility, and complimentary breakfast options. Guests can indulge in champagne service and enjoy the beautiful nearby beach. With express check-in and late check-out options, as well as onsite yoga classes, Old Harbor Inn caters to those looking to unwind in style.
  • 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: Chatham Bars Inn stands out as a premier luxury destination, a remarkable guest review rating of 9.2. Guests can indulge in lavish amenities such as in-room massages and premium bedding, perfect for those looking to unwind in style. The hotel features a private beach, onsite tennis courts, and concierge services that cater to every need, ensuring a truly pampered experience.
  • Other amenities: Beyond the luxury offerings, guests can enjoy a full-service spa, a health club, and a pool area with comfortable sun loungers. The hotel also provides designer toiletries, bathrobes, and convenient beach shuttles, enhancing the overall relaxation. With options for body treatments and aromatherapy, along with nearby golf facilities, Chatham Bars Inn is an oasis of comfort and indulgence.
  • Nearby attractions: Cape Cod Beaches - 0.4 km, Chatham Seaside Links - 0.2 km, Chatham Fish Pier - 0.6 km

Chatham Wayside Inn

  • Why it's great for a luxury retreat: The Chatham Wayside Inn combines elegance and charm, receiving a stellar review rating of 9.2. This hotel is perfect for luxury travelers, offering premium bedding and bathrobes that elevate the experience. Guests can also enjoy the convenience of a concierge and champagne service, ensuring a touch of sophistication throughout their stay.
  • Other amenities: In addition to its luxurious offerings, the inn features a garden view restaurant and a refreshing pool with sun loungers. Travelers will appreciate the complimentary breakfast and the nearby local shopping districts and nearby beaches. Self-parking, a fitness centre, and terrace seating enhance the comfort and accessibility, making it a well-rounded choice for travelers.
  • 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: Chatham Seafarer Inn offers a comfortable stay with a strong focus on quality, reflected in its review rating of 9.0. While it provides essential luxury amenities like air conditioning to ensure comfort, it also offers a relaxing atmosphere perfect for unwinding after a day of exploration.
  • Other amenities: Guests can enjoy daily housekeeping, a pool, and easy access to nearby beaches. The inn features kitchenettes for convenience and offers self-parking options. The lush garden surrounding the hotel adds a touch of nature, enhancing the serene experience for travelers seeking relaxation.
  • Nearby attractions: Cape Cod Beaches - 1.3 km, Ridgevale Beach - 1.3 km, Cockle Cove Beach - 2.1 km

Top Chatham Hotel Reviews

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Perfect "
Rivia 1-night trip
Posted 1 hour ago
Hyannis Plaza Hotel

Frequently asked questions

What are the top-rated luxury hotels in Chatham?
Among the top-rated luxury hotels in Chatham, Massachusetts, Chatham Bars Inn, Captain's House Inn, and Chatham Wayside Inn are consistently celebrated for their exceptional quality.

The 5-star Chatham Bars Inn, with a 9.2 rating, is a distinguished resort offering a private beach and a range of amenities including tennis courts and massage services. Customers frequently praise its excellent service, helpful staff, and beautiful location.

The 4-star Captain's House Inn, rated 9.8, is renowned for its exceptional full breakfast and spacious, clean rooms. Guests consistently praise the friendly and helpful staff, highlighting the exceptional quality of the food.

The 4-star Chatham Wayside Inn, with a 9.2 rating, is ideally situated in a shopping district. It offers a complimentary continental breakfast and features a garden view restaurant. Reviewers often mention its charming, clean rooms, great location, and friendly staff.
Which area of Chatham is best to stay in for luxury hotels?
The best area of Chatham for luxury hotels is along the waterfront near Main Street and Shore Road, offering direct access to the town's amenities and scenic views.

This central area is where you'll find the most upscale accommodation options. It's very walkable, with many hotels boasting views of the ocean or Oyster Pond. Main Street itself is lined with unique shops, art galleries, and acclaimed restaurants, all within easy reach. The Chatham Lighthouse is a prominent landmark just a short distance away, superb for a morning stroll.

Couples often find this area ideal for a sophisticated getaway. The proximity to fine dining, boutique shopping, and picturesque coastal walks creates a refined holiday experience. Many luxury hotels here offer high-end spa services and exquisite dining experiences on-site.

For those seeking a more secluded, yet still luxurious, experience, properties further along Shore Road towards North Beach Island provide exclusive access to private beaches and often come with expansive grounds.
How much does a luxury hotel in Chatham cost?
Luxury hotel prices in Chatham vary, but you can find a great deal from £68 on Expedia. To find the best prices on luxury stays, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to see our lowest rates.
Which luxury hotels in Chatham are good for families?
For families seeking luxury accommodation in Chatham, the Chatham Wayside Inn and Chatham Bars Inn offer exceptional experiences.

The 4-star Chatham Wayside Inn, with a 9.2 rating, is known for its charming and clean rooms, as well as its excellent location within a shopping district. Reviewers frequently praise the friendly and extremely helpful staff, and the complimentary continental breakfast is a popular feature.

The 5-star Chatham Bars Inn, rated 9.2, is a resort-style property with a private beach. Its amenities are considered top, including on-site outdoor tennis facilities. Customers consistently highlight the excellent service and the beautiful, superb location.
What are the best luxury hotels in Chatham with a pool?
Chatham offers several excellent luxury hotels with a pool, including Chatham Bars Inn, Chatham Wayside Inn, and Queen Anne Inn.

The 5-star Chatham Bars Inn, with a 9.2 rating, is an extensive resort offering a private beach and a range of amenities. Reviewers consistently praise the excellent service, helpful staff, and top amenities, including its pools.

The 4-star Chatham Wayside Inn, rated 9.2, is ideally situated in a shopping district. Guests frequently highlight the clean and charming rooms, the excellent location, and the clean pool. A complimentary breakfast is also available.

The 4-star Queen Anne Inn, with an 8.8 rating, provides a relaxing stay with its outdoor seasonal pool and sun loungers.
Which luxury hotels in Chatham are good for couples?
For couples seeking a luxury experience in Chatham, the Chatham Wayside Inn is an excellent choice.

The 4-star Chatham Wayside Inn, with a 9.2 rating, is particularly well-suited for a romantic getaway. It is located within a shopping district, offering convenience for guests. The hotel provides amenities such as bathrobes, champagne service, and designer toiletries, enhancing the luxury experience. Customers frequently praise the charming and clean rooms, the excellent location, and the friendly and extremely helpful staff. Complimentary continental breakfast is also available.
Are there any top luxury hotels near Chatham Lighthouse Beach?
For luxury accommodation near Chatham Lighthouse Beach, the Chatham Wayside Inn is an excellent choice.

The 4-star Chatham Wayside Inn, with a 9.2 rating, is conveniently located within a shopping district and offers a range of premium amenities, including bathrobes, designer toiletries, and premium bedding. Guests frequently praise its charming, clean rooms and the friendly, extremely helpful staff. The hotel also provides complimentary Continental breakfast.
What luxury activities and experiences are there in Chatham?
The best area to stay for luxury activities and experiences in Chatham is the area around Main Street and Shore Road, particularly close to the Chatham Bars Inn.

This central part of Chatham is the heart of the town, offering a refined blend of upscale amenities and classic New England charm. Main Street itself is lined with elegant boutiques, art galleries, and fine dining restaurants, all within easy walking distance. The Chatham Bars Inn, a prominent landmark, anchors the luxury experience here, boasting its own private beach and offering a range of high-end services.

Couples looking for a sophisticated getaway will find this area particularly appealing. You can enjoy strolls along Shore Road with views of the ocean, indulge in gourmet meals at top-rated restaurants, or explore the unique shops for local crafts and designer goods. Many luxury hotels here provide exclusive access to amenities like spa treatments, private boat charters, and bespoke culinary experiences.
How can I save on a luxury hotel in Chatham with Expedia?
There are plenty of ways to save on a luxury hotel in Chatham. Join One Key™, our free travel rewards programme, to unlock Member Prices across a range of hotels. Typically, booking in advance will help you save on hotel bookings. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book a luxury Chatham hotel and flights as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my luxury hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right luxury hotel in Chatham for you.

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