A boat on a calm river, a large house with a red roof, and dense greenery in the background.

Find Hotels with Bar in Chatham, MA from CA $247

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Check availability on Chatham Hotels with Bar

Our top choices for Chatham hotels with a bar

Exterior

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (845 reviews)
"Beautiful Cape Cod style Inn with every amenity you could want. Restaurants all had great menu selections"
United States
Mark
The price is CA $1,465
CA $1,677 total
includes taxes & fees
Jul 20 - Jul 21
Chatham Bars Inn
Beach nearby

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (710 reviews)
"We had a very pleasant stay at Chatham Wayside Inn! The location is perfect, right on Main Street where you can walk to all the shops and restaurants. My kids enjoyed the pool and the complementary cookies in the lobby. We ate at the wild goose Tavern for a nice dinner. A perfect location to stay in to explore Chatham!"
United States
Kristin
The price is CA $696
CA $857 total
includes taxes & fees
Aug 16 - Aug 17
Chatham Wayside Inn
Round Cove Suite

Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (263 reviews)
"This place is the best prettiest most wonderful place on Cape Cod! The gardens are spectacular! The pool beautiful and all restaurants exceptional!"
United States
Wendy
The price is CA $1,503
CA $1,840 total
includes taxes & fees
Jul 21 - Jul 22
Wequassett Resort and Golf Club
3 restaurants; breakfast, lunch, and dinner served

The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very good, (1,002 reviews)
"Great place...very pretty, beach was beautiful"
United States
Angela
The price is CA $489
CA $624 total
includes taxes & fees
Jul 27 - Jul 28
The Villages at Ocean Edge
Indoor pool, seasonal outdoor pool

Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
3.0 star property
Eastham
8.2 out of 10, Very good, (914 reviews)
"Friendly staff. Lots of local restaurants. And some of the best beaches on Cape Cod or minutes away the indoor pool was great it will be returning."
United States
erica
The price is CA $428
CA $489 total
includes taxes & fees
Jul 28 - Jul 29
Four Points by Sheraton Eastham Cape Cod
Property entrance

The Mansion at Ocean Edge

The Mansion at Ocean Edge
4.0 star property
Brewster
8.2 out of 10, Very good, (1,000 reviews)
"Most amazing place; great accommodations, family friendly, beach has one of the best waters in the cape. Definitely coming back."
United States
Deliandro
The price is CA $732
CA $918 total
includes taxes & fees
Jul 20 - Jul 21
The Mansion at Ocean Edge
Exterior

Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
2.0 star property
Sea Pines
9.6 out of 10, Exceptional, (21 reviews)
"Wonderful place to stay! Well worth the money for all them amenities you get."
United States
morgan
The price is CA $490
CA $561 total
includes taxes & fees
Aug 2 - Aug 3
Charm on Main by Ocean Edge
Exterior

Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
3.0 star property
Dennis Port
9.6 out of 10, Exceptional, (16 reviews)
"Awesome hotel"
United States
David
The price is CA $455
CA $521 total
includes taxes & fees
Jul 30 - Jul 31
Dennis Port Surf Club (Boutique Hotel)
Restaurant

Pelham House Resort

Pelham House Resort
2.5 star property
Dennis Port
8.8 out of 10, Excellent, (219 reviews)
"We just came back from the Pelham House and our trip was wonderful! The property is absolutely beautiful with a lovely private beach. The Restaurants, Bar and all of the staff made our trip both fun and relaxing. Whether we were on the Beach or by the Pool staff was attentive to our needs and took our orders throughout the day/night. The views are beautiful from each room as well as from the Roof Deck Restaurant! We will definitely stay here again!"
United States
June
The price is CA $1,022
CA $1,287 total
includes taxes & fees
Jul 23 - Jul 24
Pelham House Resort
Garden

Ocean Park Inn

Ocean Park Inn
2.0 star property
Eastham
7.0 out of 10, Good, (574 reviews)
"Nice location and quiet"
United States
Heather
The price is CA $216
CA $247 total
includes taxes & fees
Aug 18 - Aug 19
Ocean Park Inn
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

Hyannis Plaza Hotel

Hyannis Plaza Hotel

10/10 Excellent
"Location of hotel was amazing. Easy check in and check out. Rooms are clean and beds are comfortable. AC works great during this hot weather."
Reanne 2-night trip
Posted less than an hour ago
Hyannis Plaza Hotel

Frequently asked questions

Searching for hotels with bars in Chatham?
Chatham features 353 properties to choose from, and likely many will have a bar where you can enjoy drink after a day of exploring. While you're here, you can check out Cape Cod Beaches and Cape Cod National Seashore.
What are the best hotels with bars in Chatham?
Here's a few of the top Chatham accommodations with bars: Chatham Bars Inn: Resort with restaurant. Enjoy the bar, free WiFi, and free parking. Chatham Wayside Inn: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Chatham?
Delight in the outdoors by visiting Cape Cod Beaches, then check out the local bars and enjoy a refreshing drink. Other places to see include Cape Cod National Seashore. Chatham is recognized for its popular beaches.
When is the best time to visit Chatham?
Visiting local bars in Chatham is better when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. 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.
How can I get to Chatham and around the area?
Here are some of your transportation choices in 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. Otherwise, look 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 to rent a car for your trip.

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