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 $163

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Check availability on Chatham Hotels with Bar

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Chatham hotels with a bar

A large house with a patio area featuring outdoor furniture and a well-lit garden.
A restaurant with long communal tables and booths, large windows, and a view of buildings outside.
A garden with a pergola structure, a pathway, and a seating area.
A living room with wicker furniture, a fireplace, and a staircase.

1. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
Canada
Ashley
CA $238
CA $334 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 deck with white Adirondack chairs and a small round table, overlooking a beach and ocean.
A hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".

2. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Sylvia
CA $542
CA $620 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 resort with a swimming pool, beach area, and a large building with a dome structure.
A pool area with lounge chairs and a fire pit, surrounded by stone walls and potted plants.
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
Uk Jin
CA $511
CA $626 total
includes taxes & fees
Nov 8 - Nov 9
Wequassett Resort and Golf Club
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 modern interior with a wooden floor, a blue and white patterned wall, a large painting, and a bar area with a blue marble backsplash.
A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

4. Pelham on Earle

Pelham on Earle
West Harwich
United States
Colleen
CA $265
CA $327 total
includes taxes & fees
Oct 26 - Oct 27
Pelham on Earle
A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.
A restaurant with brick arches, wooden tables, and chairs. There is a bar area with bottles and a television screen.
A golf course with sand bunkers, trees, and a clear blue sky.
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

5. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
United States
Myunghee
CA $152
CA $238 total
includes taxes & fees
Nov 1 - Nov 2
The Villages at Ocean Edge
A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.
A bedroom with a large bed, two wall-mounted picture frames, a window with a view, and a wicker chair.
A pool area with lounge chairs and umbrellas, surrounded by trees.
A spacious indoor dining area with multiple tables and wicker chairs, large windows with decorative plates, and an exit sign.

6. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
Sea Pines
United States
Kathleen
CA $225
CA $258 total
includes taxes & fees
Oct 29 - Oct 30
Charm on Main by Ocean Edge
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
A beach with numerous blue umbrellas and lounge chairs.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

7. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Pamela
CA $241
CA $355 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.
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.
A hotel room with a bed, a desk, a sofa, a window with a view of a pool, and framed pictures on the wall.

8. Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
Eastham
United States
Michelle
CA $171
CA $196 total
includes taxes & fees
Nov 12 - Nov 13
Four Points by Sheraton Eastham Cape Cod
An outdoor patio with wicker furniture, a fire pit, and umbrellas.
A breakfast bar with waffle makers, a fruit bowl, and a coffee station.
A reception area with a sign reading "Welcome to the Patriot State" and a counter with a "Hilton" sign.
An indoor swimming pool with clear signage, lounge chairs, and a tiled floor.

9. Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth
West Yarmouth
United States
Carmen E
CA $154
CA $176 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Cape Cod-West Yarmouth
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.
A beach scene with a directional signpost and beach chairs.
A beachside table with two chairs, a blue umbrella, and a white tablecloth.
A two-story building with a prominent tower, large windows, and a well-lit entrance.

10. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
United States
Lynn
CA $126
CA $163 total
includes taxes & fees
Nov 15 - Nov 16
Bayside Resort Hotel
View all properties

Top Chatham Hotel Reviews

The Hawthorne

The Hawthorne

10/10 Excellent
"An old motel with a great quiet location in Chatham. Nice big room with amazing view. Motel has beach access on the channel. Possible to walk to town but only 10 minutes by car. Management are most helpful and knowledgeable. Great place to stay."
Kevin 3-night trip
Posted 10 hours ago
The Hawthorne
Hyannis Travel Inn

Hyannis Travel Inn

8/10 Good
"We loved the two gentlemen who helped at the check in desk when we arrived - very knowledgeable and helpful!"
Linda 1-night trip
Posted 1 day ago
Hyannis Travel Inn
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Staff very friendly"
suzanne 3-night trip
Posted 1 day ago
Bayside Resort Hotel
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Overall, the hotel and our room were lovely. There was a large event taking place during our stay, and a significant number of younger guests from the event were gathered throughout the public areas. While completely understandable, it did make it difficult for us to enjoy those spaces. Our only real disappointment was breakfast. We needed something quick and were directed to the to-go area, but waited more than 20 minutes for a simple breakfast sandwich. When it was made incorrectly, the interaction felt unnecessarily dismissive and we were made to feel as though the mistake was our fault. A little more customer-service-minded handling would have made a big difference. Aside from that experience, we had a lovely room and enjoyed our stay overall."
Anne 4-night trip
Posted 2 days ago
Margaritaville Resort Cape Cod
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Wonderful hotel, clean and right on the beach. Will stay they again!"
AGNIESZKA 7-night trip
Posted 2 days ago
Riviera Beach Resort
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"Amazing property and staff."
Sylvia 3-night trip
Posted 6 days ago
Chatham Bars Inn
Old Harbor Inn

Old Harbor Inn

10/10 Excellent
"We thoroughly enjoyed or 25th anniversary weekend at the Old Harbor inn! The staff and owner’s were amazing. The inn was well maintained the atmosphere and amenities were on point. The room was super and clean. The breakfast was great. Thanks to all who made our stay very enjoyable! We will be recommending this inn to our friends."
Glenn 2-night trip
Posted 11 days ago
Old Harbor 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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