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Chatham, MA resorts
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5 Best resorts in Chatham, MA

Popular Resorts by the Sea in Chatham, MA

Walk straight out of your luxury suite directly onto the powdery white sand at spectacular seashore resorts in Chatham, MA.

Ocean Edge Resort - Chatham, MA
No reviews

Ocean Edge Resort

resort, Brewster
Ocean Edge Resort, a national historic landmark, is Cape Cod's premier resort destination situated on over 400 acres of landscape bordering Cape Cod Bay, near the Cape Cod Canal and Cape Cod Community College.
This resort offers 335 guest rooms or villas, private beach access for mansion side guests, the only Nicklaus Design golf course on Cape Cod, and extensive recreation including golf, tennis, biking, and six pools, complemented by multiple dining options.

Best-Rated Resorts with a Jacuzzi in Chatham, MA

Listen to the rustle of palm trees from the bubbling comfort of a private shoreline tub at island resorts with a hot tub in Chatham, MA.

The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2648 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Pleasant Bay Village Resort - Chatham, MA
9.6 378 reviews

Pleasant Bay Village Resort

resort, Chatham
The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience.
The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.
Wequassett Resort And Golf Club - Chatham, MA
9.3 369 reviews

Wequassett Resort And Golf Club

resort, Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.

Frequently asked questions about resorts in Chatham, MA

  • What are the top attractions in and around Chatham, MA?

    Chatham is known for its beautiful beaches, so Chatham Lighthouse Beach and Hardings Beach are must-sees. You can also visit the Chatham Historical Society Museum to learn about the town's history, or go for a walk on the Chatham Bars Inn's private beach.
  • What are the best resorts with a swimming pool in Chatham, MA?

    Chatham Bars Inn, Wequassett Resort And Golf Club and Luxurious Resort In Chatham W Pool are among the best resorts with a swimming pool in Chatham, MA.

  • How easy is it to get to Chatham, MA?

    Getting to Chatham is pretty straightforward. You can fly into Boston Logan International Airport, which is about 130km away, and then take a car or a bus. Alternatively, you can drive directly from New York City, which is about 300km away.
  • What are the best resorts with jacuzzi in Chatham, MA?

  • What time of year is best to stay in a resort in Chatham, MA?

    The best time to visit Chatham is during the summer months, from June to August, when the weather is warm and sunny. You can enjoy the beaches, go for walks, and take part in outdoor activities.
  • What are the best family friendly resorts in Chatham, MA?

    The best family friendly resorts in Chatham, MA are Chatham Bars Inn, Wequassett Resort And Golf Club and Luxurious Resort In Chatham W Pool.

  • What are the best daytrips from Chatham, MA?

    You can take a day trip to Provincetown, a charming town known for its art scene and its history as a whaling port. Or, you can visit the Cape Cod National Seashore, which is a 60km stretch of coastline with beautiful beaches, dunes, and forests.
  • What are the best pet friendly resorts in Chatham, MA?

  • What are the most romantic activities in and around Chatham, MA?

    For a romantic evening, take a sunset cruise on the Chatham Harbor, or go for a walk on the beach at sunset. You can also enjoy a romantic dinner at one of Chatham's many fine dining restaurants.
  • What are the nearest cities to explore when you are in Chatham, MA?

    The closest city to Chatham is Hyannis, which is about 20km away. You can also visit Falmouth, which is about 30km away, or go further afield to Boston, which is about 130km away.
  • What are the most requested amenities in resorts in Chatham, MA?

    Resorts in Chatham often offer a range of amenities, including swimming pools, fitness centres, spas, and restaurants. Many resorts also have private beaches and offer water sports activities.

Popular destinations

Popular Resorts with a Swimming Pool in Chatham, MA

Float the day away in a crystal-clear infinity pool right beside the ocean waves at island resorts featuring a pool in Chatham, MA.

The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2648 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Pleasant Bay Village Resort - Chatham, MA
9.6 378 reviews

Pleasant Bay Village Resort

resort, Chatham
The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience.
The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.
Wequassett Resort And Golf Club - Chatham, MA
9.3 369 reviews

Wequassett Resort And Golf Club

resort, Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.

Best Chatham, MA resorts with air conditioning

Wequassett Resort And Golf Club - Chatham, MA
9.3 369 reviews

Wequassett Resort And Golf Club

resort, Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.
The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2648 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Pleasant Bay Village Resort - Chatham, MA
9.6 378 reviews

Pleasant Bay Village Resort

resort, Chatham
The Pleasant Bay Village Resort is located in Chatham, Massachusetts, just 4 kilometres from the Chatham Railroad Museum and 3.2 kilometres from the Chatham Municipal Airport. The resort is a 4-star property that has received excellent user ratings for its location, cleanliness and overall experience.
The resort offers spacious rooms with floral décor and private patios. Guests can enjoy a range of amenities including a seasonal outdoor pool, hot tub, game room, playground, free Wi-Fi, laundry facilities, a fitness centre, a restaurant and room service.

Popular Resorts with Fitness Facilities in Chatham, MA

Keep up with your workouts steps from your room with professional equipment at resorts near the ocean with a gym in Chatham, MA.

The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2648 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
Wequassett Resort And Golf Club - Chatham, MA
9.3 369 reviews

Wequassett Resort And Golf Club

resort, Harwich
Pleasant Bay Village Resort - Chatham, MA
9.6 378 reviews

Pleasant Bay Village Resort

resort, Chatham

Guests’ Most-Loved Premium Resorts in Chatham, MA

Experience world-class tropical luxury with overwater features, private beaches, and elite service at luxury island resorts in Chatham, MA.

Wequassett Resort And Golf Club - Chatham, MA
9.3 369 reviews

Wequassett Resort And Golf Club

resort, Harwich

Book Your Next Kid-Friendly Resort Escape in Chatham, MA

Keep everyone happy with children's clubs, splash pools, and family dining at family resorts near the ocean in Chatham, MA.

Pleasant Bay Village Resort - Chatham, MA
9.6 378 reviews

Pleasant Bay Village Resort

resort, Chatham
Wequassett Resort And Golf Club - Chatham, MA
9.3 369 reviews

Wequassett Resort And Golf Club

resort, Harwich
The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2648 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster

Check Out Resorts with Parking in Chatham, MA

Drive up and settle straight into holiday mode; book a resort in Chatham, MA offering convenient parking alongside every resort perk.

Pleasant Bay Village Resort - Chatham, MA
9.6 378 reviews

Pleasant Bay Village Resort

resort, Chatham
The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2648 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
Wequassett Resort And Golf Club - Chatham, MA
9.3 369 reviews

Wequassett Resort And Golf Club

resort, Harwich
Wequassett Resort And Golf Club Cape Cod Chatham - Chatham, MA
No reviews

Wequassett Resort And Golf Club Cape Cod Chatham

resort, Harwich

Discover Resorts with Breakfast Included in Chatham, MA

Head down to the sand completely fueled up and ready for water sports with island resorts featuring free breakfast in Chatham, MA.

The Mansion At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2648 reviews

The Mansion At Ocean Edge Resort & Golf Club

resort, Brewster
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