A boat on a calm river, a large house with a red roof, and dense greenery in the background.

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Check availability on Chatham Luxury Hotels

Tonight
24 Oct - 25 Oct
Tomorrow
25 Oct - 26 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Chatham luxury hotels

A pathway leading to a beach with boats in the background and a building with a tower.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
  • Indulge in seaside luxury at this 5-star Chatham resort offering a private beach, full-service spa, and exceptional concierge service.
£334
includes taxes & fees
29 Oct - 30 Oct
Chatham Bars Inn
A large house with a patio area featuring outdoor furniture and a well-lit garden.
A living room with wicker furniture, a fireplace, and a staircase.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.
A garden with a pergola structure, a pathway, and a seating area.

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
£178
includes taxes & fees
2 Nov - 3 Nov
Chatham Wayside Inn
A large, multi-story beachfront hotel with a prominent balcony and multiple windows.
A clear swimming pool with blue chairs and umbrellas, a building with blue shutters, and a clear sky.
A beachfront property with a large building, a sandy beach, and a rocky shoreline.
A waterfront property with outdoor seating, a long pathway, and a view of the sea.

3. Lighthouse Inn

Lighthouse Inn
West Dennis
Lighthouse Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A dining area with tables set for two, overlooking a body of water with a sailboat.
A resort with a swimming pool, beach area, and a large building with a dome structure.
A sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.

4. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
  • Seaside luxury awaits on a private beach with 6 restaurants and ocean-view dining.
£333
includes taxes & fees
8 Nov - 9 Nov
Wequassett Resort and Golf Club
A swimming pool surrounded by lush greenery, a brick pathway, and a white house with a sloped roof.
A beach with a sandy shore, a grassy dune, and a clear blue sky.
A bedroom with a bed, an open book, and a pair of glasses on it.
A garden with hydrangea bushes and purple flowers.

5. Queen Anne Inn

Queen Anne Inn
Chatham
Queen Anne Inn
A four-poster bed with a champagne bucket and glasses, a fireplace, and a mirror above it.
A breakfast setting with a plate of food, a glass of orange juice, and a cup of coffee.
A wooden deck with wicker chairs and a chessboard, overlooking a white fence and a grassy yard.
A bedroom with a four-poster bed, a wooden desk, and a green chest labeled "Bristol Navigation and Shipping Company."

6. Captain's House Inn

Captain's House Inn
Chatham
Captain's House Inn
A sandy beach path with wooden fencing, leading to the ocean.
An outdoor patio with a fire feature, wicker furniture, and hanging flower baskets.
A hotel room with a bed, a nightstand, a mirror, a shower area, and a lamp.
A two-story house with a covered porch, a well-maintained garden, and a driveway.

7. Old Harbor Inn

Old Harbor Inn
Chatham
  • Retreat to Cape Cod's sanctuary with pillowtop beds, flowing Champagne, and beachside paradise.
£338
includes taxes & fees
1 Nov - 2 Nov
Old Harbor Inn
A house with a brick exterior, white exterior walls, and a front porch with white chairs.
A bedroom with a bed, a nightstand, a lamp, a window with curtains, a hat, and a magazine on the bed.
A white desk with a woven hat, a vase with white flowers, and two glasses of white wine.
An outdoor patio with white metal chairs and a table, surrounded by blooming pink trees.

8. Chatham Seafarer Inn

Chatham Seafarer Inn
Chatham
£199
includes taxes & fees
25 Oct - 26 Oct
Chatham Seafarer Inn
A swimming pool with blue water, surrounded by lounge chairs and a waterfall feature.
A covered porch with a lattice design, a stone pathway, and a view of a garden.
A circular wooden structure with illuminated edges in a garden setting.
A house surrounded by dense trees and a gravel path leading to the front door.

9. Pleasant Bay Village Resort

Pleasant Bay Village Resort
Chatham
£190
includes taxes & fees
25 Oct - 26 Oct
Pleasant Bay Village Resort
A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.
A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.
An indoor water park with slides, a pirate-themed ship, and a sign reading "Pirate Bay".
A restaurant with a blue and yellow color scheme, wooden walls, and a central palm tree. Tables and chairs are arranged for dining.

10. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
Hyannis
  • Hyannis resort offers beachside luxury with water park, spa, and dining near Cape Cod's shores.
£180
includes taxes & fees
25 Oct - 26 Oct
Margaritaville Resort Cape Cod
View all properties

Find out more about Chatham

Chatham and its attractions for luxury travelers

In Chatham, luxury travellers will find a wealth of experiences that cater to their refined tastes. Begin your journey with a visit to the stunning coastal landscapes, where scenic walks along the beach offer breathtaking views of the ocean, perfect for a leisurely stroll or a romantic sunset picnic. For those who appreciate history, the rich maritime heritage of the area can be explored through guided tours of charming historical sites, providing insights into the local culture and traditions. Art enthusiasts will delight in the vibrant local art scene, featuring galleries that showcase both contemporary and classic works, allowing for an inspiring afternoon of exploration. Culinary aficionados can indulge in exquisite dining experiences at upscale restaurants that emphasize fresh, local ingredients and innovative cuisine, ensuring every meal is a memorable occasion. Finally, unwind at a luxurious spa that offers a range of treatments designed to rejuvenate and relax, providing the perfect complement to your adventure. With a variety of upscale accommodations available, you can enjoy a plush retreat that embodies comfort and elegance, making your stay in Chatham truly exceptional.

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

Greyfinch Chatham Inn

Greyfinch Chatham Inn

10/10 Excellent
"Everything was lovely, definitely recommend."
Nahleena 2-night trip
Posted 17 hours ago
Greyfinch Chatham Inn
Hyannis Travel Inn

Hyannis Travel Inn

8/10 Good
"We loved the two gentlemen who helped at the check in desk when we arrived - very knowledgeable and helpful!"
Linda 1-night trip
Posted 1 day ago
Hyannis Travel Inn
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Staff very friendly"
suzanne 3-night trip
Posted 1 day ago
Bayside Resort Hotel
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Overall, the hotel and our room were lovely. There was a large event taking place during our stay, and a significant number of younger guests from the event were gathered throughout the public areas. While completely understandable, it did make it difficult for us to enjoy those spaces. Our only real disappointment was breakfast. We needed something quick and were directed to the to-go area, but waited more than 20 minutes for a simple breakfast sandwich. When it was made incorrectly, the interaction felt unnecessarily dismissive and we were made to feel as though the mistake was our fault. A little more customer-service-minded handling would have made a big difference. Aside from that experience, we had a lovely room and enjoyed our stay overall."
Anne 4-night trip
Posted 2 days ago
Margaritaville Resort Cape Cod
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Wonderful hotel, clean and right on the beach. Will stay they again!"
AGNIESZKA 7-night trip
Posted 2 days ago
Riviera Beach Resort
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 6 days ago
Chatham Bars Inn
Old Harbor Inn

Old Harbor Inn

10/10 Excellent
"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."
Glenn 2-night trip
Posted 11 days ago
Old Harbor Inn

Frequently asked questions

Which area of Chatham, Massachusetts, United States of America is best to stay in for luxury hotels?
The downtown village area of Chatham is the premier choice for travellers seeking luxury hotels. This vibrant hub, particularly around Main Street and the picturesque harbourfront, seamlessly blends convenience with classic Cape Cod charm. Here, you'll discover a delightful array of upscale dining, unique boutiques, and breathtaking coastal vistas, all within easy walking distance.For those who appreciate the finest in hospitality, this area provides direct access to renowned luxury properties such as the Chatham Bars Inn and Chatham Inn Relais & Châteaux.
How much does a luxury hotel in Chatham cost?
Luxury hotel prices in Chatham vary, but you can find a great deal from £138 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.
What are the top-rated luxury hotels in Chatham?
The Captain's House Inn, a splendid 4-star establishment with an exceptional guest rating of 9.8, promises an intimate and luxurious escape. Each room is thoughtfully appointed with plush bathrobes, designer toiletries, and premium bedding, ensuring utmost comfort. Many rooms also feature a cosy fireplace, great for romantic evenings, and guests can start their day with a complimentary full breakfast, consistently praised as excellent and amazing by previous visitors.For those seeking the pinnacle of luxury, the 5-star Chatham Bars Inn, boasting a 9.2 guest rating, offers an unparalleled experience. Indulge in the finest designer toiletries and premium bedding, and for an exclusive touch, some accommodations include a fireplace. This resort truly shines with its private beach access, ideal for serene seaside strolls, and boasts on-site outdoor tennis courts for active couples. The option of a relaxing massage adds to the allure, making it a great retreat for indulgence.Another excellent choice for a luxurious stay is the 4-star Chatham Wayside Inn, also rated 9.2 by guests. This charming inn elevates the experience with its complimentary champagne service, great for celebrating special moments. Guests will appreciate the designer toiletries and premium bedding, and can savour a complimentary continental breakfast.
What luxury activities and experiences are there in Chatham, Massachusetts, United States of America?
Chatham, Massachusetts, offers a wealth of luxurious activities and experiences, with many clustered around the prestigious Chatham Bars Inn. This oceanfront resort epitomises upscale coastal living, providing guests with private beach access, a rejuvenating spa, multiple pools, and an array of recreational facilities like tennis and golf. For those seeking refined relaxation, the Inn's full-service spa and wellness amenities, including a heated pool and poolside service, promise a truly indulgent escape.For couples and those desiring an exclusive maritime adventure, Chatham excels in private coastal excursions. Imagine classic sailing voyages, romantic sunset cruises, or bespoke private charters exploring the stunning coastline. Seal watching and harbour cruises offer intimate encounters with local wildlife, adding a unique touch to your luxury getaway.Families and active solo travellers will appreciate the curated active leisure options available. Guests can cycle along scenic trails, enjoy a round of golf, partake in yoga or fitness classes, or engage in classic lawn games like croquet. For an immersive wildlife experience, consider private or guided outings such as whale-watching tours, fishing charters, lobstering expeditions, or paddleboarding along the picturesque shores.Food connoisseurs will find their palates delighted by Chatham's high-end culinary experiences. The Chatham Bars Inn boasts several exquisite restaurants, complemented by engaging cooking and mixology classes. Additionally, the Chatham Inn, a boutique hotel, offers concierge services to arrange exclusive local experiences, from sailing trips to seasonal Cape Cod activities, all within walking distance of charming galleries, boutiques, and cultural attractions.
Which luxury hotels in Chatham are good for families?
The Chatham Bars Inn, a magnificent 5-star resort with an outstanding guest rating of 9.2, offers an idyllic escape for families seeking both adventure and relaxation. This exquisite property boasts a private beach, allowing for exclusive seaside enjoyment, and features onsite outdoor tennis courts for active guests. Every detail is considered for your comfort, from designer toiletries and plush bathrobes to premium bedding and fireplaces, ensuring a truly luxurious stay. Should you desire a moment of pampering, indulge in a massage, and rest assured that the air conditioning will keep you cool on warmer days.For those who appreciate both charm and convenience, the 4-star Chatham Wayside Inn, also highly rated at 9.2 by guests, presents a delightful option. While perhaps not as overtly extravagant as its 5-star counterpart, it offers wonderful touches like complimentary continental breakfast to start your day right. Guests can revel in the comfort of premium bedding and bathrobes, and the availability of designer toiletries adds a touch of elegance. Its prime location within a shopping district means you're never far from local treasures, and the garden-view restaurant provides a serene dining experience.
What are the best luxury hotels in Chatham with a pool?
The Chatham Bars Inn, a 5-star resort boasting a stellar 9.2 guest rating, is an exceptional choice for couples seeking a luxurious escape in Chatham. This exquisite property offers a private beach, superb for romantic strolls and enjoying the serene coastal beauty. Indulge in the comfort of premium bedding and designer toiletries, and for those cooler evenings, select rooms even feature a cosy fireplace. For the active couple, there are on-site outdoor tennis courts, and after a match, you can unwind with a rejuvenating massage. The resort structure itself exudes an air of exclusivity, making it a truly memorable experience.Another excellent option, particularly for its pool, is the Chatham Wayside Inn, a 4-star hotel also rated highly at 9.2 by guests. While not a 5-star, its charm and amenities make it a compelling choice. This inn offers the delightful convenience of a free continental breakfast, ensuring a pleasant start to your day. Guests frequently praise its clean and great pool, ideal for a refreshing dip.
Which luxury hotels in Chatham are good for couples?
The Chatham Wayside Inn, a charming 4-star establishment, is an excellent choice for couples seeking a luxurious and romantic escape. This inn, boasting an impressive 9.2 guest rating, truly understands the art of indulgence, offering delightful champagne service to toast your special moments and designer toiletries to elevate your pampering experience.Couples will particularly appreciate the romantic ambience of the restaurant, where you can enjoy delicious meals with a picturesque garden view. The inn also ensures a restful night's sleep with premium bedding, and you can unwind in plush bathrobes after a day of exploring. To start your mornings right, a complimentary continental breakfast is provided.Strategically located within a vibrant shopping district, the Chatham Wayside Inn places you right in the heart of the action, superb for a leisurely stroll and discovering local treasures.
Are there any top luxury hotels near Chatham Seaside Links?
The Chatham Bars Inn, a magnificent 5-star resort with an outstanding guest rating of 9.2, offers an unparalleled luxury experience. Couples seeking an exclusive getaway will adore its private beach, great for romantic strolls, and the opportunity to indulge in a relaxing massage. The inn further pampers guests with designer toiletries, plush bathrobes, and premium bedding, ensuring every comfort is met. For those who enjoy an active escape, the on-site outdoor tennis courts provide a wonderful way to unwind, while the cosy fireplaces in select accommodations add a touch of intimate charm.Alternatively, the Chatham Wayside Inn, a delightful 4-star establishment with an impressive guest rating of 9.2, presents a fantastic option for couples. Situated conveniently within a shopping district, it offers champagne service to celebrate special moments and a restaurant with captivating garden views.
Which luxury hotels in Chatham are near Hyannis, MA (HYA-Barnstable Municipal)?
The Chatham Wayside Inn, boasting a 9.2 guest rating, promises a truly charming stay with its delightful rooms and an excellent location right in the heart of a shopping district. You'll be treated to complimentary continental breakfast and can indulge in designer toiletries, all while enjoying premium bedding for a restful night's sleep. The restaurant, with its garden views, offers a serene dining experience, and for those who appreciate a touch of luxury, champagne service is readily available.For a truly exceptional experience, the Captain's House Inn, with an outstanding guest rating of 9.8, offers spacious and clean rooms, many featuring a cosy fireplace – superb for a romantic evening. Guests rave about the amazing, complimentary full breakfast, and the premium bedding ensures ultimate comfort. Designer toiletries and plush bathrobes add to the luxurious touches, making it an ideal retreat for couples seeking an intimate getaway.Lastly, the Chatham Bars Inn, a prestigious 5-star resort with a 9.2 rating, offers an unparalleled level of luxury and exclusivity. This Preferred Hotels and Resorts property boasts a private beach right on site, allowing for secluded relaxation. You can enjoy a game of tennis on the outdoor courts, indulge in a soothing massage, and return to air-conditioned comfort with designer toiletries and premium bedding. Many rooms also feature a fireplace, adding to the opulent ambiance.
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.
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 instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your luxury hotel stay. 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. 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. *Savings vary and are not available on all flight and hotel bookings.

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