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 $165

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Check availability on Chatham Hotels with Bar

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Chatham hotels with a bar

A sandy beach path with a wooden fence leading to the ocean, under a partly cloudy sky.
An outdoor seating area with tables and chairs, a sign for 'Wild Goose Tavern', and large windows.
A living room with wicker furniture, a fireplace, and a staircase.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.

1. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
Canada
Ashley
CA $241
CA $337 total
includes taxes & fees
Nov 2 - Nov 3
Chatham Wayside Inn
A pathway leading to a beach with boats in the background and a building with a tower.
An aerial view of a beach with rows of sunbeds and umbrellas, a pier extending into the water, and a small building near the beach.
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

2. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Linda
CA $547
CA $626 total
includes taxes & fees
Nov 12 - Nov 13
Chatham Bars Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
A room with a view of the sea, featuring a sofa, two chairs, a small table with a vase and a bottle, and a patterned carpet.
A dining area with tables set for two, overlooking a body of water with a sailboat.

3. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Angela
CA $510
CA $625 total
includes taxes & fees
Nov 8 - Nov 9
Wequassett Resort and Golf Club
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
A golf course with sand bunkers, trees, and a clear blue sky.
Three children playing in shallow water on a beach.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.

4. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
United States
Myunghee
CA $146
CA $232 total
includes taxes & fees
Nov 17 - Nov 18
The Villages at Ocean Edge
A two-story house with a front porch, a mailbox, and a well-maintained garden.
A swimming pool with lounge chairs and a covered seating area.
A hotel room with a bed, a bench, a desk, a microwave, and a television.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

5. Pelham on Earle

Pelham on Earle
West Harwich
United States
Colleen
CA $267
CA $330 total
includes taxes & fees
Oct 27 - Oct 28
Pelham on Earle
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.
A beach with numerous blue umbrellas and lounge chairs.
A rooftop bar with outdoor seating and a view of the water.

6. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Pamela
CA $269
CA $389 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.
A wooden boardwalk leading to a covered area with a view of the sunset over the ocean.
A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.
A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.

7. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
United States
Kathleen
CA $300
CA $344 total
includes taxes & fees
Oct 19 - Oct 20
Charm on Main by Ocean Edge
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.
A modern bar area with a central island, bar stools, and hanging pendant lights.
A spacious lobby with a blue patterned carpet, a sofa with blue and white pillows, a glass coffee table, and a blue armchair.

8. Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
Eastham
United States
Michelle
CA $191
CA $219 total
includes taxes & fees
Oct 25 - Oct 26
Four Points by Sheraton Eastham Cape Cod
An outdoor seating area with a fire feature, a pool, and a view of the ocean.
A spacious room with a large window overlooking the ocean, a stone fireplace, and a modern chandelier.
A pool area with lounge chairs and a table, overlooking the ocean.
A beach with a modern building, a staircase, and a rocky shoreline.

9. Pelham House Resort

Pelham House Resort
Dennis Port
United States
sandra
CA $366
CA $461 total
includes taxes & fees
Oct 25 - Oct 26
Pelham House Resort
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.
A two-story building with a prominent tower, large windows, and a well-lit entrance.
A hotel room with a bed, a chair, a table with two glasses of wine, a lamp, and a window with a view of a lake.
A beachside table with two chairs, a blue umbrella, and a white tablecloth.

10. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
United States
Lynn
CA $127
CA $165 total
includes taxes & fees
Nov 12 - Nov 13
Bayside Resort Hotel
View all properties

Top Chatham Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

8/10 Good
"One of the service staff in the restaurant was very condescending to my sister in-law. ( Ian ? ) Otherwise it was a great stay. Housekeeping staff was great. Thank You"
Robert 4-night trip
Posted 16 hours ago
Chatham Wayside Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Didn’t like the room next to the pool, especially on the first floor. No privacy. No fresh air. No sunlight. Had a damp feeling in the room the whole week. But we did like Nate the bar tender!"
James 4-night trip
Posted 21 hours ago
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Beautiful hotel. I’d stay again"
Ediley 3-night trip
Posted 2 days ago
Uncommoner Hotel by Reverie Boutique Collection
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"We liked everything. The service was amazing and the resort is beautiful."
Linda 3-night trip
Posted 4 days ago
Chatham Bars Inn

Frequently asked questions

Searching for hotels with bars in Chatham?
Chatham features 349 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, consider a visit to Chatham Lighthouse and Chatham Lighthouse Beach.
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?
In the area, you can visit Chatham Lighthouse, Chatham Lighthouse Beach, and Hardings Beach, then find a cozy spot for a nightcap. Other places to see include Ridgevale Beach and Cape Cod Beaches. 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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