Title: Book the Best Chatham LUXURY Hotels - Upscale Hotels in Chatham, MA | Expedia.ca [Chatham Travel Guide](https://expedia.ca/Chatham.dx10743)[Hotels in Chatham](https://expedia.ca/Chatham-Hotels.d10743.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.ca/Chatham-Vacation-Rentals.d10743.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.ca/Cheap-Flights-To-Chatham.d10743.Travel-Guide-Flights)[Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Chatham.d10743.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.ca/Chatham.d10743.Destination-Travel-Guides) ![Chatham featuring a windmill, general coastal views and wild flowers](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__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Jan 20 - Jan 21](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-20&endDate=2026-01-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-21&endDate=2026-01-22&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/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) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10743&startDate=2026-01-30&endDate=2026-02-01&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Chatham luxury hotels ![Beach nearby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/1adc0002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, garden views ](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/97707902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/e74c9a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1520000/1517300/1517204/0ed95706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Wayside Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) Chatham 9.2/10 Wonderful (621 reviews) "Yes, lovely place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $164 CA $248 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/c3fa2de8.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/efc614b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chatham Bars Inn [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) Chatham 9.2/10 Wonderful (808 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 CA $505 CA $578 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/9f940314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/5e37150d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/e8d49199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40500/40461/dbd19b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Doubletree by Hilton Cape Cod - Hyannis [](https://www.expedia.ca/Hyannis-Hotels-Doubletree-By-Hilton-Cape-Cod-Hyannis.h40461.Hotel-Information) Hyannis 8.4/10 Very good (885 reviews) "It was a decent stay I can’t complain " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rony CA $157 CA $180 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Hyannis-Hotels-Doubletree-By-Hilton-Cape-Cod-Hyannis.h40461.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/5d8fbc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/1aab8bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/ca3f17d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/8000/7948/cb01c753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mansion at Ocean Edge [](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) Brewster 8.2/10 Very good (1,001 reviews) "Really nice spot- friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $209 CA $318 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Brewster-Hotels-The-Mansion-At-Ocean-Edge.h7948.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/e05c3d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/0ad12b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/20b53391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Resort Cape Cod [](https://www.expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) Hyannis 8.8/10 Excellent (431 reviews) "We are very happy with all the people at margaritaville, they are awesome 💝" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ewerton CA $373 CA $507 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.Hotel-Information) ![Round Cove Suite](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/ce420299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Frette Italian sheets, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/2c23c623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/58f6c718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3700/3689/bf11cab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wequassett Resort and Golf Club [](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) Harwich 9.4/10 Exceptional (244 reviews) "The staff is amazing, they are kind and always looking for ways to help and make you feel welcome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla [](https://www.expedia.ca/Harwich-Hotels-Wequassett-Resort-And-Golf-Club.h3689.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/c2ed8a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/67aecefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, Private Bathroom (Bayberry Room)](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/5a3acb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1160000/1159200/1159118/9803ffe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brewster by the Sea Inn [](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) West Brewster 9.8/10 Exceptional (172 reviews) "Perfect stay! Amy was so friendly & made a delicious breakfast! The room was big & clean with Cape cod charm. We had the best time & would definitely stay there again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $422 CA $483 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Brewster-Hotels-Brewster-By-The-Sea-Inn.h1159118.Hotel-Information) ![Luxury King Room ](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/c0638e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/c6220c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/b45ea86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26470000/26468700/26468676/f8a15f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Street Inn [](https://www.expedia.ca/Hyannis-Hotels-Sea-Street-Inn.h26468676.Hotel-Information) Hyannis 9.8/10 Exceptional (45 reviews) "Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jori CA $311 CA $356 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Hyannis-Hotels-Sea-Street-Inn.h26468676.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.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04®ionId=10743&adults=2&sort=LUXURY&star=40,50&openPlayBack=true) ## Find out more about Chatham ### Chathamand its attractions for luxury travelers For luxury travellers seeking an unforgettable experience in Chatham, Massachusetts, the stunning Chatham Lighthouse is a must-visit, standing tall at the entrance of the harbour, offering breathtaking coastal views and rich maritime history. Nearby, the charming Chatham Fish Pier is perfect for those who appreciate fresh seafood, where you can watch the day's catch being unloaded and even enjoy a meal at local eateries that pride themselves on their fresh offerings. Nature enthusiasts will delight in the Cape Cod National Seashore, where pristine beaches and scenic landscapes provide ample opportunities for leisurely walks or picnics with family. Don't miss the enchanting Monomoy National Wildlife Refuge, where guided boat tours allow for close encounters with seals and migratory birds, making for a truly unique experience. For a truly luxurious stay, consider the waterfront properties along the picturesque Main Street, where upscale hotels such as The Chatham Bars Inn offer exquisite amenities like private beaches, fine dining, and spa services, ensuring personalised attention and a pampered experience throughout your stay. ### Find the best luxury hotels and resorts in Chatham For those seeking an indulgent getaway in Chatham, Massachusetts, these luxurious hotels offer opulent amenities and exceptional service for an unforgettable experience. [**Captain's House Inn**](https://www.expedia.ca/Chatham-Hotels-Captains-House-Inn.h2824230.Hotel-Information) - **Why it's great for a luxury retreat:** Renowned for its exceptional service and luxury, Captain's House Inn boasts an impressive review rating of 9.8\. Guests will appreciate the elegant touches such as fireplaces and premium bedding, alongside designer toiletries that enhance their stay. The inn’s intimate atmosphere makes it a perfect sanctuary for luxury-seeking travellers. - **Other amenities:** Guests can indulge in complimentary full breakfasts each morning and explore the nearby beach locations. The inn also features a terrace and patio for relaxation, with opportunities for kayaking and sailing just a stone's throw away. With express check-in and late check-out options, guests will enjoy a seamless and personalised experience throughout their stay. - **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.ca/Chatham-Hotels-Old-Harbor-Inn.h1502039.Hotel-Information) - **Why it's great for a luxury retreat:** Old Harbor Inn is a luxurious haven with a review rating of 9.6, perfect for those seeking a romantic getaway or a special retreat. Guests are treated to upscale comforts such as room service and in-room fireplaces, along with premium bedding and bathrobes for a touch of elegance. - **Other amenities:** The inn offers a complimentary breakfast each morning, alongside features like a terrace for outdoor relaxation. Guests can enjoy yoga classes on-site, and there are options for private picnics on the beach. The surrounding area provides opportunities for windsurfing and other water sports, while self-parking and express check-in add to the convenience of a luxurious stay. - **Nearby attractions:** Chatham Seaside Links - 0.9 km, Veterans Field - 0.4 km, Chatham Windmill - 1 km [**Chatham Bars Inn**](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) - **Why it's great for a luxury retreat:** Chatham Bars Inn is the epitome of luxury, a stellar review rating of 9.2\. This stunning resort offers guests an array of upscale amenities including elegant in-room fireplaces, premium bedding, and designer toiletries, ensuring a lavish stay. Guests can also enjoy tennis on the outdoor courts and unwind at the private beach, making it the perfect retreat for discerning travellers. - **Other amenities:** The hotel features an extensive spa with treatment rooms and a variety of massage options to pamper guests, alongside a fitness centre and a heated pool for those looking to stay active. The concierge service is on hand to assist with bespoke arrangements, while the beach bar and on-site dining options provide delightful culinary experiences. Additional features include free beach shuttles, daily housekeeping, and luxurious bathrobes for ultimate comfort. - **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.ca/Chatham-Hotels-Chatham-Wayside-Inn.h1517204.Hotel-Information) - **Why it's great for a luxury retreat:** With a review rating of 9.2, Chatham Wayside Inn delivers a blend of elegance and comfort. Guests are welcomed with premium bedding and bathrobes, complemented by thoughtful touches such as champagne service. The hotel’s restaurant offers beautiful garden views, making every meal a special occasion for luxury travellers. - **Other amenities:** This charming inn features a refreshing pool with sun loungers, along with a terrace that provides a serene place to relax. Guests can enjoy a complimentary breakfast, and the concierge service is available to help with local attractions or reservations. The inn is conveniently located near a vibrant shopping district and local beaches, enhancing the overall experience with easy access to leisure activities. - **Nearby attractions:** Cape Cod Beaches - 0.9 km, Veterans Field - 0.9 km, Chatham Windmill - 0.7 km [**Chatham Seafarer Inn**](https://www.expedia.ca/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.Hotel-Information) - **Why it's great for a luxury retreat:** Chatham Seafarer Inn provides a comfortable and stylish retreat with a solid review rating of 9.0\. While it is more modest in luxury, it offers essential amenities for a pleasurable stay, including air-conditioned rooms that provide a refreshing escape during warmer months. - **Other amenities:** The inn features daily housekeeping to ensure cleanliness and comfort, alongside a kitchenette for added convenience. Guests can enjoy the inviting pool and lush garden, while nearby beach access allows for lovely seaside strolls. Free self-parking is available, making it easy for guests to explore the beautiful surroundings of Chatham. - **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](https://images.trvl-media.com/lodging/2000000/1120000/1119300/1119277/f7fc1d07_y.jpg) ### Hyannis Plaza Hotel 10/10 Excellent "The room was a spotless. Everything was clean. Very nice service. I love it. I would definitely stay again." [](https://expedia.ca/Hyannis-Hotels-Hyannis-Plaza-Hotel.h1119277.Hotel-Information) ![Bayside Resort Hotel](https://images.trvl-media.com/lodging/1000000/900000/896700/896697/85f07916_y.jpg) ### Bayside Resort Hotel 10/10 Excellent "Yes really good everything sarissha the one clean room she did good job " [](https://expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) ![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.ca/Hyannis-Hotels-Cape-Codder-Resort-And-Spa.h12897.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.ca/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.ca/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.ca/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.ca/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 - Lodging - Packages - Cars - More ways to book - [Adults Only Resorts & in Boston ](https://www.expedia.ca/Boston-Hotels-Adults-Only-Resorts.0-0-d178239-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Business Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Business-Hotel.0-0-d178239-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Boston ](https://www.expedia.ca/Boston-Hotels-Couples-Resorts-Hotels.0-0-d178239-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Boston ](https://www.expedia.ca/Boston-Hotels-Golf-Hotel.0-0-d178239-tGolfHotel.Travel-Guide-Filter-Hotels) - 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