Hotels in Chatham, MA

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Chatham, MA hotels
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94 Cheap hotels in Chatham, MA

Best Chatham, MA luxury hotels (4 and 5 stars)

Among the 94 accommodations in Chatham, MA, here are the 3 best luxury hotels

Chatham Wayside Inn - Chatham, MA
9.1 1021 reviews
Chatham, MA
09/07 – 13/07
SG$3561/nighttotal: SG$14244 (4 )

Chatham Wayside Inn

2 6
hotel , Chatham
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.
Captain's House Inn - Chatham, MA
9.4 834 reviews
Chatham, MA
15/07 – 17/07
SG$729/nighttotal: SG$1458 (2 )

Captain's House Inn

1 2
hotel , Chatham
The Captain's House Inn is located in Chatham, just 1 kilometre from the town centre and 2.2 kilometres from Chatham Light Beach.
This 4-star hotel, housed in a beautifully preserved 1839 sea captain's estate, offers a range of amenities, including a spa, tennis court, and gourmet breakfast, making it a perfect choice for a relaxing getaway.
Rodeway Inn Orleans - Cape Cod - Chatham, MA
8.2 1670 reviews
Chatham, MA
01/07 – 06/07
SG$370/nighttotal: SG$1850 (5 )

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).

Best Chatham, MA hotels with a pool

Among the 94 accommodations in Chatham, MA, here are the 3 best hotels with a pool

Wychmere Beach Club - Chatham, MA
8.8 15 reviews
Chatham, MA
09/07 – 13/07
SG$3752/nighttotal: SG$15008 (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.
Bluebird Dennisport - Chatham, MA
8.2 407 reviews
Chatham, MA
15/07 – 17/07
SG$340/nighttotal: SG$680 (2 )

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.
Brewster Green Resort - Chatham, MA
9.3 288 reviews
Chatham, MA
25/06 – 27/06
SG$662/nighttotal: SG$1324 (2 )

Brewster Green Resort

2 4
hotel , Brewster
Brewster Green Resort, A Vri Resort, is located just off Route 6A in Brewster, within easy reach of Nickerson State Park, Breakwater Beach, and Rock Harbor Charter Boat Services. It has excellent user, location, and cleanliness ratings, making it a popular choice for families and couples alike.
The resort offers a range of spacious apartments with fully equipped kitchens and private balconies, providing a comfortable and convenient home-away-from-home experience. Guests can enjoy a variety of on-site activities, including swimming, tennis, and fitness facilities, as well as a sauna and spa.

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 unwind. Take a stroll along the Chatham Light Beach and enjoy the fresh air and ocean views. You can also book a relaxing massage at the Chatham Bars Inn spa or simply spend some time reading a book in the shade of a tree at one of the many parks in town.
  • What are the best hotels with a swimming pool in Chatham, MA?

    Chatham Bars Inn, Chatham Wayside Inn and The Chatham Motel are among the best hotels with a swimming pool in Chatham, MA.

  • What amenities can travelers expect in hotel rooms in Chatham, MA?

    Hotels in Chatham often offer a range of amenities, including comfortable beds, private bathrooms, and complimentary Wi-Fi. Some hotels also have swimming pools, fitness centres, and on-site restaurants. It's always a good idea to check the hotel's website or contact them directly to confirm the specific amenities available.
  • What are the most popular 2, 3 and 4-star hotels in Chatham, MA?

    Among 2, 3 and 4-star hotels in Chatham, MA, Chatham Seafarer Inn, Surfside Inn Chatham and Chatham Tides are the most popular ones.

  • When is the best time to book a hotel in Chatham, MA?

    The best time to book a hotel in Chatham is typically in the shoulder seasons, from April to May and September to October. You'll find lower prices and fewer crowds during these months. If you're looking for the best deals, it's always a good idea to book in advance, especially if you're travelling during peak season.
  • What are the best luxury hotels in Chatham, MA?

    Chatham Wayside Inn, Captain's House Inn and Pleasant Bay Village Resort are among the best luxury hotels in Chatham, MA.

  • What are some pet-friendly activities in and around Chatham, MA?

    Chatham is a very dog-friendly town. You can take your furry friend for a walk along the Chatham Rail Trail or enjoy a picnic at one of the many dog-friendly beaches, like Hardings Beach. Many restaurants also have outdoor seating where you can enjoy a meal with your pet.
  • What are the best family friendly hotels in Chatham, MA?

    The best family friendly hotels in Chatham, MA are Chatham Bars Inn, Chatham Wayside Inn and The Chatham Motel.

  • Which towns or cities worth a visit near Chatham, MA?

    If you're looking for a day trip, consider visiting the charming town of Falmouth, which is about 30 minutes from Chatham. Falmouth has a beautiful harbour, a historic downtown area, and several beaches. You could also head to Provincetown, which is a vibrant town on Cape Cod known for its art scene and its lively nightlife.
  • What are the best pet friendly hotels in Chatham, MA?

    The best pet friendly hotels in Chatham, MA are Pleasant Bay Village Resort, Wequassett Resort And Golf Club and Queen Anne Inn.

  • What are the best hotels with jacuzzi in Chatham, MA?

    Chatham Bars Inn, Captain's House Inn and Pleasant Bay Village Resort are the best hotels with a jacuzzi in Chatham, MA.

Destinations nearby

Best Chatham, MA hotels with air conditioning

Winstead Beach Resort - Chatham, MA
9.1 119 reviews
Chatham, MA
04/08 – 08/08
SG$1298/nighttotal: SG$5192 (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.
An English Garden - Chatham, MA
8.8 39 reviews
Chatham, MA
15/07 – 17/07
SG$484/nighttotal: SG$968 (2 )

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.
Surfside Inn Chatham - Chatham, MA
8.2 225 reviews
Chatham, MA
04/08 – 08/08
SG$603/nighttotal: SG$2412 (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.
Bluebird Dennisport - Chatham, MA
Chatham, MA
15/07 – 17/07
SG$360/nighttotal: SG$720 (2 )

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.

Best Chatham, MA hotels with a balcony

Captain's House Inn - Chatham, MA
9.4 834 reviews
Chatham, MA
15/07 – 17/07
SG$729/nighttotal: SG$1458 (2 )

Captain's House Inn

1 2
hotel , Chatham
The Captain's House Inn is located in Chatham, just 1 kilometre from the town centre and 2.2 kilometres from Chatham Light Beach.
This 4-star hotel, housed in a beautifully preserved 1839 sea captain's estate, offers a range of amenities, including a spa, tennis court, and gourmet breakfast, making it a perfect choice for a relaxing getaway.
Chatham Tides - Chatham, MA
9.3 1093 reviews
Chatham, MA
15/07 – 17/07
SG$1042/nighttotal: SG$2084 (2 )

Chatham Tides

1 2
hotel , Chatham
Chatham Tides is located in South Chatham, a short distance from Forest Beach and a drive from Red River Beach. The hotel has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The hotel offers a range of amenities, including a private beach area, a terrace, a garden, and free parking. Guests can also enjoy room service, a concierge, and complimentary Wi-Fi.
Brewster Green Resort - Chatham, MA
9.3 288 reviews
Chatham, MA
25/06 – 27/06
SG$662/nighttotal: SG$1324 (2 )

Brewster Green Resort

2 4
hotel , Brewster
Brewster Green Resort, A Vri Resort, is located just off Route 6A in Brewster, within easy reach of Nickerson State Park, Breakwater Beach, and Rock Harbor Charter Boat Services. It has excellent user, location, and cleanliness ratings, making it a popular choice for families and couples alike.
The resort offers a range of spacious apartments with fully equipped kitchens and private balconies, providing a comfortable and convenient home-away-from-home experience. Guests can enjoy a variety of on-site activities, including swimming, tennis, and fitness facilities, as well as a sauna and spa.
Sea Meadow Inn - Chatham, MA
Chatham, MA
15/07 – 17/07
SG$603/nighttotal: SG$1206 (2 )

Sea Meadow Inn

1 2
hotel , Brewster
Sea Meadow Inn, situated in West Brewster, is conveniently located 1.3 kilometres from the Cape Cod Museum of Natural History and 1.2 kilometres from the Harris-Black House and Higgins Farm Windmill, with Mayflower Beach a 15-minute drive away.
This hotel offers 7 air-conditioned rooms, each with an iPod docking station and flat-screen television, complimentary Wi-Fi, a daily breakfast, a terrace, a garden, and a business centre, accommodating up to 2 guests.
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