Title: TOP Luxury Hotels in Chatham, MA for 2026 - Chatham Upscale Hotels | Expedia.co.uk [Hotels in Chatham](https://expedia.co.uk/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Holiday Rentals in Chatham](https://expedia.co.uk/Chatham-Holiday-Rentals.d10743.Travel-Guide-HolidayRentals)[Flights to Chatham](https://expedia.co.uk/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chatham.d10743.Car-Hire-Guide)[Chatham Holidays](https://expedia.co.uk/Chatham.d10743.Holidays-City-Breaks) ![Chatham showing wild flowers, general coastal views and a windmill](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10743/d3f8b886-55a4-46b3-afab-39fd14b1b518.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chatham Luxury Hotels Tonight [15 Jan - 16 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10743&startDate=2026-01-15&endDate=2026-01-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [16 Jan - 17 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10743&startDate=2026-01-16&endDate=2026-01-17&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10743&startDate=2026-01-16&endDate=2026-01-18&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=10743&startDate=2026-01-23&endDate=2026-01-25&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Chatham luxury hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment room(s), body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5695h3900x5y0-3649fa2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/efc614b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn [](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) Chatham 9.2/10 Wonderful (804 reviews) "Rooms were quaint, clean, and unique. Will definitely be staying again!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gustavo £310 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Superior Room, 2 Double Beds, Kitchenette | Private kitchen | Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/2260ae8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/084008b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/531a1847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/5000000/4620000/4616500/4616460/f4f57159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chatham Motel [](https://www.expedia.co.uk/Chatham-Hotels-The-Chatham-Motel.h4616460.Hotel-Information) Chatham 9.2/10 Wonderful (631 reviews) "Staff were super friendly and helpful and the room was super clean and perfect for what we needed. Can't recommend this place enough! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher [](https://www.expedia.co.uk/Chatham-Hotels-The-Chatham-Motel.h4616460.Hotel-Information) ![Seasonal outdoor pool, pool loungers](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/8a15db85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/e981387d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/57262a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, in-room safe, soundproofing](https://images.trvl-media.com/lodging/8000000/7470000/7461700/7461681/be663734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greyfinch Chatham Inn [](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) Chatham 8.8/10 Excellent (254 reviews) "Wonderful place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John [](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Highlander-Village-Inn.h7461681.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/6cee3705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/13b9e255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/0d81202e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Suite | Premium bedding, pillow-top beds, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1510000/1502100/1502039/35241387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Harbor Inn [](https://www.expedia.co.uk/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) Chatham 9.6/10 Exceptional (162 reviews) "The room was cozy and very clean. Service was friendly and welcoming. We fell in love with the whole Chatham area and had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffery [](https://www.expedia.co.uk/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) 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](https://expedia.co.uk/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30®ionId=10743&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## 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**](https://www.expedia.co.uk/Chatham-Hotels-Captains-House-Inn.h2824230.Hotel-Information) - **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**](https://www.expedia.co.uk/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) - **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**](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) - **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**](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) - **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**](https://www.expedia.co.uk/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.Hotel-Information) - **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 ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/b57e0b1f_y.jpg) ### Margaritaville Resort Cape Cod 10/10 Excellent "Evrything is so clean! We love staying here with our family with small children. The kids love it and so do we! We go back every year. It's become a tradition! " [](https://expedia.co.uk/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Amazing!" [](https://expedia.co.uk/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![The Mansion at Ocean Edge](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52_y.jpg) ### The Mansion at Ocean Edge 10/10 Excellent "Over the top, Mansion full of history, c Great food, wonderful view of bay water. Best bread pudding ever! And what a surprise when we found our room stocked with wine, chocolates, nuts fruits cheese and cake in honor of our 52 nd anniversary, with a card! ALWAYS WANTED TO STAY THERE, M NOW I WILL RETURN EACH YEAR. Room was spacious and close to the mansion and so comfortable. If you want to feel special come here." [](https://expedia.co.uk/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/w5700h3895x0y5-016d240d_y.jpg) ### Chatham Bars Inn 10/10 Excellent "Rooms were quaint, clean, and unique. Will definitely be staying again!!" [](https://expedia.co.uk/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Hyannis Travel Inn](https://images.trvl-media.com/lodging/2000000/1380000/1379200/1379109/fe11d49f_y.jpg) ### Hyannis Travel Inn 10/10 Excellent "Very kind staff. Functional, clean room. Had an early bus and they let me take a few things for breakfast the night before." [](https://expedia.co.uk/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) ![Freebird Motor Lodge by Reverie Boutique Collection](https://images.trvl-media.com/lodging/7000000/6590000/6589400/6589307/82e2d962_y.jpg) ### Freebird Motor Lodge by Reverie Boutique Collection 10/10 Excellent "Very clean room. Staff was exceptionally nice." [](https://expedia.co.uk/West-Yarmouth-Hotels-Hunters-Green-Cape-Cod.h6589307.Hotel-Information) ## Frequently asked questions ### What are the top-rated luxury hotels in Chatham? > 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? > 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? ### Which luxury hotels in Chatham are good for families? > 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? > 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? > 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? > 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? > 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? ### Is it cheaper to book a luxury Chatham hotel and flights as a package? ### Can I cancel my luxury hotel reservation on Expedia? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - More ways to book - [5 Star Hotels in Harwich ](https://www.expedia.co.uk/5Star-Harwich-Hotels.s50-0-d183331.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Boston ](https://www.expedia.co.uk/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Sports Hotels in Boston ](https://www.expedia.co.uk/Boston-Hotels-Adventure-Sport-Hotel.0-0-d178239-tAdventureSportHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Boston ](https://www.expedia.co.uk/Boston-Hotels-Green-Sustainable.0-0-d178239-tGreenSustainable.Travel-Guide-Filter-Hotels) - 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