The Chatham Wayside Inn is located in Chatham, a short walk from Chatham Light Beach and a 14-minute walk from Chatham Light Beach, with easy access to the area's natural beauty. The hotel has consistently received excellent ratings for its location, cleanliness, and overall guest experience. This family-friendly inn features a garden, a terrace, and a swimming pool, providing a relaxing atmosphere for guests. The hotel also offers a range of amenities, including a fitness centre, a restaurant, a bar, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
8.7 306 reviews
Chatham, MA
04/08 – 08/08
$1001/nighttotal: $4004 (4 )
Queen Anne Inn
1 2
hotel , Chatham
The Queen Anne Inn is situated in Chatham, just a short walk from Oyster Saltwater Inlet and 2.4 kilometres from the Chatham Lighthouse. It's a 4-star hotel with very good user ratings, making it a popular choice for travellers. This charming inn offers a range of amenities and activities for guests to enjoy, including a swimming pool, a Jacuzzi, a spa, and a fitness centre. There's also a restaurant and a bar on-site, as well as a garden and a terrace where you can relax and soak up the sun.
8.7 96 reviews
Chatham, MA
09/07 – 13/07
$1959/nighttotal: $7836 (4 )
Greyfinch Chatham Inn
2 6
hotel , Chatham
The Greyfinch Chatham Inn is situated just 900 metres from Oyster Pond Beach, within easy reach of the Cape Cod National Seashore and Chatham Lighthouse Beach, making it ideal for exploring the stunning coastal landscape of Chatham. This 4-star inn has received very good user ratings, reflecting its comfortable and convenient location. The inn offers one-bedroom lodgings with a floor area of 30 square metres. Guests can enjoy a range of amenities, including a seasonal outdoor pool, complimentary bikes, and a concierge service, perfect for those seeking a relaxing and active getaway.
8.2 1670 reviews
Chatham, MA
04/08 – 08/08
$372/nighttotal: $1488 (4 )
Rodeway Inn Orleans - Cape Cod
1 2
hotel , Orleans
The Rodeway Inn Orleans - Cape Cod is located in Lower Cape Cod, a short drive (under 1.6km) from Nauset and Skaket beaches and within walking distance (1.6km) of the French Cable Station Museum and Orleans' Main Street shops and restaurants. This 2-star inn offers rooms with refrigerators, cable TV, and free Wi-Fi, plus an outdoor pool, fitness centre, guest laundry facilities, and a picnic area; it's family-friendly and provides easy access to attractions like the Hyannis Whale Watcher Cruises (48km drive) and Chatham (26km drive).
9.2 250 reviews
Chatham, MA
04/08 – 08/08
$732/nighttotal: $2928 (4 )
Kingfisher Oceanside
1 2
hotel , Dennis
Kingfisher Oceanside is a 3-star motel in Dennis Port, just off Sea Street Beach and a short drive from The Plashes Conservation Area and Holiday Hill Miniature Golf. It consistently receives very good user ratings for its location, cleanliness, and overall experience. The motel offers a range of facilities for a comfortable stay, including a swimming pool, private patios, and satellite TV. Guests can enjoy the fresh air and sunshine on the private patios, relax by the pool, or explore the nearby attractions and natural beauty.
9.1 306 reviews
Chatham, MA
01/07 – 06/07
$1175/nighttotal: $5875 (5 )
The Winstead Inn
1 2
hotel , Harwich
The Winstead Inn is located in the charming village of Harwich Center, just a short walk from the Cape Cod Bike Rail Trail and a couple of miles from the Freedom Cruise Line boat tour. It's a 4-star hotel with excellent user ratings, making it a popular choice for travellers visiting the area. The hotel features a range of amenities, including a seasonal heated saltwater pool, a garden area, and a restaurant. Guests can also enjoy daily breakfast, comfortable rooms, and access to a private beach at the Winstead Beach Resort, just a short drive away.
Chatham, MA
04/08 – 08/08
$1121/nighttotal: $4484 (4 )
Charm On Main
1 2
hotel , Brewster
The Charm on Main inn is centrally situated in Brewster, a brief walk from The E Spa, Rail Trail Bike Shop, and Robbins Hill Beach. This adults-only accommodation offers complimentary Wi-Fi, on-site parking, laundry services, and a concierge, with an outdoor seasonal pool available from April 11 to September 30.
Chatham, MA
04/08 – 08/08
$525/nighttotal: $2100 (4 )
Bluebird Dennisport
1 2
hotel , Dennis
The Bluebird Dennisport, a 2-star hotel, enjoys a central location in Dennis Port, offering easy access to Sea Street Beach and Pleasant Road Beach, the precise distances of which are not specified. This pet-friendly guesthouse features an outdoor pool, free Wi-Fi, and a tour assistance desk, with some rooms offering city views; it includes one bathroom.
8.8 39 reviews
Chatham, MA
04/08 – 08/08
$528/nighttotal: $2112 (4 )
An English Garden
1 2
hotel , Dennis
The An English Garden bed and breakfast is situated just one block from the beach in Dennis, a two-minute walk to the ocean. This 3-star accommodation has received very good user ratings and is known for its charming English garden aesthetic. The rooms all have a balcony or seating area with ocean views and feature a blend of English garden aesthetics. Guests can enjoy a full American breakfast in the sun-filled garden room from May to October, unwind by the fireplace in the parlour, or make use of the provided beach towels and chairs.
10 1 review
Chatham, MA
04/08 – 08/08
$670/nighttotal: $2680 (4 )
Dennisport Surf Club Boutique Hotel
1 2
hotel , Dennis
The Dennisport Surf Club Boutique Hotel is located in Dennis, 2.1 kilometres from Sea Street Beach and 32.2 kilometres from Nauset Lighthouse. This hotel offers air-conditioned rooms with private bathrooms, free WiFi, and an on-site hot tub, with pets and families welcome.
9.5 40 reviews
Chatham, MA
09/07 – 13/07
$1370/nighttotal: $5480 (4 )
Pleasant Bay Village Resort
2 6
hotel , Chatham
Pleasant Bay Village Resort in Chatham, Massachusetts is situated 4km from the Chatham Railroad Museum and 3.2km from Chatham Municipal Airport. This 4-star hotel offers spacious rooms with cable TV, refrigerators, and work desks, plus on-site amenities including a hot tub, seasonal outdoor pool, and children's playground.
8.8 15 reviews
Chatham, MA
09/07 – 13/07
$4079/nighttotal: $16316 (4 )
Wychmere Beach Club
6 6
hotel , Harwich
Wychmere Beach Club, situated in Harwich Port, offers direct beach access to Bank Street Beach, is 2.6km from Red River Beach, and 27km from Nauset Lighthouse. This Harwich Port lodging boasts an outdoor pool, tennis courts, a restaurant and bar (seasonal), a fitness centre, free Wi-Fi, and free private parking, alongside air-conditioned rooms with private bathrooms.
Best Chatham, MA luxury hotels (4 and 5 stars)
Among the 94 accommodations in Chatham, MA, here are the 1 best luxury hotels
8.5 27 reviews
Chatham, MA
04/08 – 08/08
$970/nighttotal: $3880 (4 )
Kingfisher Harwich Port
1 2
hotel , Harwich
The Kingfisher Harwich Port hotel is located just a short walk from Bank Street Beach and the harbour in the charming seaside town of Harwich Port. It's a 4-star property with very good user ratings. This hotel offers a comfortable and stylish stay for travellers. The rooms are modern and well-equipped, and the hotel has a terrace, parking, air conditioning and free Wi-Fi. You can enjoy easy access to shops, restaurants and the beautiful Wychmere Harbour.
Best Chatham, MA hotels with a pool
Among the 94 accommodations in Chatham, MA, here are the 1 best hotels with a pool
8.2 407 reviews
Chatham, MA
04/08 – 08/08
$570/nighttotal: $2280 (4 )
Bluebird Dennisport
1 2
hotel , Dennis
The Bluebird Dennisport is a 2-star hotel situated in Dennis, a short walk from Sea Street Beach and within easy driving distance of Nauset Lighthouse, Wellfleet Bay Wildlife Sanctuary, and Cape Cod National Seashore. It has received very good ratings from previous guests for its location, cleanliness, and overall experience. The hotel offers a range of amenities including free parking, Wi-Fi, and a swimming pool. Guests can also enjoy the barbecue facilities and select rooms feature a terrace.
Frequently Asked Questions about hotels in Chatham, MA
How can travelers relax during a week in and arond Chatham, MA?
Chatham is a great place to relax. You could spend a day at the Chatham Beach, which has soft sand and clear water. You could also visit the Chatham Light Beach, which is a great place to watch the sunset.
What are the best hotels with a swimming pool in Chatham, MA?
What amenities can travelers expect in hotel rooms in Chatham, MA?
Most hotels in Chatham offer standard amenities like Wi-Fi, air conditioning, and a TV. Some hotels also have swimming pools, fitness centers, and restaurants on site. You might find some hotels with fireplaces, balconies, and kitchens, too.
What are the most popular 2, 3 and 4-star hotels in Chatham, MA?
When is the best time to book a hotel in Chatham, MA?
The best time to book a hotel in Chatham is during the off-season, which is from September to May. You'll find better deals and fewer crowds during this time. If you're visiting during the summer, you'll need to book your hotel well in advance, especially if you're travelling with a group.
What are some pet-friendly activities in and around Chatham, MA?
You can take your dog for a walk on the Chatham Coastal Trail. The trail is dog-friendly and offers beautiful views of the coast. You could also visit the Chatham Dog Park, where your dog can run and play off-lead.
What are the best family friendly hotels in Chatham, MA?
Which towns or cities worth a visit near Chatham, MA?
You could visit the town of Harwich Port, which is about 10 km away from Chatham. It's a charming town with a beautiful harbour. You could also visit the town of Orleans, which is about 15 km away from Chatham and has a beautiful beach.
What are the best pet friendly hotels in Chatham, MA?
Winstead Beach Resort is located in Harwich Port, close to Bank Street Beach and a short drive from other popular beaches, making it ideal for a seaside getaway. The resort has received very good user ratings, with excellent scores for location and cleanliness. The resort offers a range of amenities, including a shared lounge, a terrace, and a concierge service. Guests can enjoy a complimentary American breakfast each morning, and the resort also provides free Wi-Fi throughout the property.
8.2 225 reviews
Chatham, MA
04/08 – 08/08
$656/nighttotal: $2624 (4 )
Surfside Inn Chatham
1 2
hotel , Chatham
The Surfside Inn Chatham is located in Chatham, just 2 kilometres from Chatham Lighthouse Beach and a short drive from Eastward Ho Country Club and Harding Beach. The inn is a 2-star property with a very good user rating. The inn offers a range of amenities including free Wi-Fi, cable TV, and a continental breakfast. Guests can also enjoy a shared lounge and select rooms feature a microwave and refrigerator.
Best Chatham, MA hotels with a balcony
8.2 225 reviews
Chatham, MA
04/08 – 08/08
$656/nighttotal: $2624 (4 )
Surfside Inn Chatham
1 2
hotel , Chatham
The Surfside Inn Chatham is located in Chatham, just 2 kilometres from Chatham Lighthouse Beach and a short drive from Eastward Ho Country Club and Harding Beach. The inn is a 2-star property with a very good user rating. The inn offers a range of amenities including free Wi-Fi, cable TV, and a continental breakfast. Guests can also enjoy a shared lounge and select rooms feature a microwave and refrigerator.
8.5 27 reviews
Chatham, MA
04/08 – 08/08
$970/nighttotal: $3880 (4 )
Kingfisher Harwich Port
1 2
hotel , Harwich
The Kingfisher Harwich Port hotel is located just a short walk from Bank Street Beach and the harbour in the charming seaside town of Harwich Port. It's a 4-star property with very good user ratings. This hotel offers a comfortable and stylish stay for travellers. The rooms are modern and well-equipped, and the hotel has a terrace, parking, air conditioning and free Wi-Fi. You can enjoy easy access to shops, restaurants and the beautiful Wychmere Harbour.
8.7 306 reviews
Chatham, MA
04/08 – 08/08
$1001/nighttotal: $4004 (4 )
Queen Anne Inn
1 2
hotel , Chatham
The Queen Anne Inn is situated in Chatham, just a short walk from Oyster Saltwater Inlet and 2.4 kilometres from the Chatham Lighthouse. It's a 4-star hotel with very good user ratings, making it a popular choice for travellers. This charming inn offers a range of amenities and activities for guests to enjoy, including a swimming pool, a Jacuzzi, a spa, and a fitness centre. There's also a restaurant and a bar on-site, as well as a garden and a terrace where you can relax and soak up the sun.
9.1 119 reviews
Chatham, MA
04/08 – 08/08
$1411/nighttotal: $5644 (4 )
Winstead Beach Resort
1 2
hotel , Harwich
Winstead Beach Resort is located in Harwich Port, close to Bank Street Beach and a short drive from other popular beaches, making it ideal for a seaside getaway. The resort has received very good user ratings, with excellent scores for location and cleanliness. The resort offers a range of amenities, including a shared lounge, a terrace, and a concierge service. Guests can enjoy a complimentary American breakfast each morning, and the resort also provides free Wi-Fi throughout the property.