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Oct 10 - Oct 12
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Featured Resorts in Chatham

Margaritaville Resort Cape Cod
Outdoor pool, pool umbrellas, sun loungers

Margaritaville Resort Cape Cod

4.0 star property
8.6 out of 10, Excellent, (370)
"Very nice place to stay "
Margaritaville Resort Cape Cod
Cape Cod Irish Village
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Cape Cod Irish Village

3.5 star property
6.4 out of 10, (1006)
"We go on a September Cape cod golf trip every year and always stay at the Irish village. Great prices, food, and entertainment. "
The price is P6,920
P7,919 total
includes taxes & fees
Oct 23 - Oct 24
Cape Cod Irish Village
Blue Water Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Blue Water Resort

3.0 star property
8.2 out of 10, Very Good, (1018)
"Plenty of beach lounges and towels. Nice beach with views. "
Blue Water Resort
The Villages at Ocean Edge
Poolside bar

The Villages at Ocean Edge

3.5 star property
8.4 out of 10, Very Good, (1004)
"Loved our stay at The Villages"
The price is P6,542
P9,484 total
includes taxes & fees
Oct 26 - Oct 27
The Villages at Ocean Edge
Chatham Bars Inn
Seasonal outdoor pool

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (788)
"Beautiful property. Great service!"
The price is P22,489
P27,025 total
includes taxes & fees
Oct 13 - Oct 14
Chatham Bars Inn
Wequassett Resort and Golf Club
6 restaurants, breakfast, lunch, dinner served; American cuisine

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (238)
"Beautiful property!! Excellent service!! Room was amazing!! "
Wequassett Resort and Golf Club
Brewster Green Resort
Private kitchen

Brewster Green Resort

2.5 star property
Brewster Green Resort
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.
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Top Chatham Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"We had a wonderful stay at the Chatham Wayside Inn. The location could not be better—right in the heart of charming downtown Chatham, with shops, restaurants, and the beach just steps away. The inn has a warm, classic Cape Cod feel, with comfortable rooms and thoughtful touches throughout. The staff was welcoming and attentive, making sure every detail of our visit was easy and enjoyable. Dining at the Wild Goose Tavern was excellent—great atmosphere and delicious food. Overall, a perfect blend of charm, convenience, and hospitality. We would absolutely stay here again."
Michelle 3-night trip
Posted 15 hours ago
Chatham Wayside Inn

Find out more about Chatham

Find out more about Chatham

Chatham Resorts information

Number of reviews
4,415
Accommodation
7 Resorts
Lowest Price
P7,919
Highest Price
P27,025

Frequently asked questions

What can I expect from a resort vacation in Chatham?
Longing for a relaxing escape? Treat yourself to all the comforts of a resort, where you can find everything you want for your trip from convenient food and drink options to activities and shopping. Browse the resorts in the area and discover the one that's best for you, whether you envision yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's a top resort for my stay in Chatham?
Here are our top-rated resorts near Chatham: Chatham Bars Inn - Luxury resort, 5-minute walk from Cape Cod Beaches. 0.5 mi (0.9 km) from Chatham. Features a private beach, a full-service spa, and a seasonal outdoor pool. Margaritaville Resort Cape Cod - Family-friendly resort. 18 mi (29 km) from Chatham. Has 2 restaurants, a lazy river, and a full-service spa. The Villages at Ocean Edge - Beach resort. 7.6 mi (12.3 km) from Chatham. Enjoy the 3 outdoor pools, 3 restaurants, and 2 indoor pools. Blue Water Resort - Beach resort, 5-minute walk from Cape Cod Beaches. 12.7 mi (20.5 km) from Chatham. Amenities include 2 restaurants, a private beach, and 2 bars. Guests love the great beach location. Wequassett Resort and Golf Club - Luxury resort less than 10 minutes from Cape Cod Beaches. 3.3 mi (5.3 km) from Chatham. Access to 6 restaurants, 2 poolside bars, and a private beach.
What can I do in Chatham?
Travelers enjoy exploring the beaches, and also have good things to say about the seafood restaurants here. Get some time by the water at Chatham Lighthouse Beach and Ridgevale Beach, or catch the latest production at Monomoy Theatre or Chatham Drama Guild. Chatham Fish Pier and Chatham Lighthouse are a few additional attractions in the area that you might like.
What's the seasonal weather like in Chatham?
The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chatham is 54 inches.
What's the best way to get to and around Chatham?
Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 16.8 mi (27 km) away from the heart of the city. You can also search for flights into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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