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 $158

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Check availability on Chatham Hotels with Bar

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chatham hotels with a bar

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 hotel entrance with a sign reading "Chatham Bars Inn Cape Cod".
A resort pool with multiple sun loungers and umbrellas, surrounded by beach views and boats.

1. Chatham Bars Inn

Chatham Bars Inn
Chatham
United States
Yousuf Hussain
CA $632
CA $724 total
includes taxes & fees
Oct 18 - Oct 19
Chatham Bars Inn
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 restaurant with long communal tables and booths, large windows, and a view of buildings outside.
A living room with wicker furniture, a fireplace, and a staircase.

2. Chatham Wayside Inn

Chatham Wayside Inn
Chatham
Canada
Ashley
CA $504
CA $638 total
includes taxes & fees
Sep 23 - Sep 24
Chatham Wayside 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 sunlit room with a view of the sea, featuring a sofa, a round table, and a chair.
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.

3. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
Harwich
United States
Lisa
CA $586
CA $718 total
includes taxes & fees
Oct 19 - Oct 20
Wequassett Resort and Golf Club
A backyard with a fire pit, outdoor seating, string lights, and a hammock.
A pool area with lounge chairs, a hot tub, and string lights.
A modern living room with a blue sofa, a coffee table, a large window, and a surfboard decoration.
A room with arcade games, a TV, a large window, and a plant.

4. Dennis Port Surf Club (Boutique Hotel)

Dennis Port Surf Club (Boutique Hotel)
Dennis Port
United States
Katia
CA $138
CA $158 total
includes taxes & fees
Sep 29 - Sep 30
Dennis Port Surf Club (Boutique Hotel)
An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.
Three children playing in shallow water on a beach.
A modern kitchen with a large island, wooden cabinets, a white refrigerator, and pendant lighting.
A golf course with sand bunkers, trees, and a clear blue sky.

5. The Villages at Ocean Edge

The Villages at Ocean Edge
Brewster
United States
Amy
CA $186
CA $277 total
includes taxes & fees
Oct 4 - Oct 5
The Villages at Ocean Edge
A wooden deck with a table and two green chairs, overlooking a beach with a fence and a building in the background.
A hotel room with two beds, a dining table with chairs, a TV mounted on the wall, and large windows offering a view of the sea.
An aerial view of a coastal resort with a large building featuring a swimming pool, beach access, and a rocky shoreline.
A beachside property with a white fence, a staircase leading to a balcony, and a sandy beach.

6. The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort
Dennis Port
United States
John
CA $128
CA $158 total
includes taxes & fees
Sep 30 - Oct 1
The Corsair & Cross Rip Oceanfront Resort
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 pool area with lounge chairs and umbrellas, surrounded by trees.
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 $303
CA $347 total
includes taxes & fees
Oct 19 - Oct 20
Charm on Main by Ocean Edge
A modern hotel with a covered entrance, landscaped gardens, and a two-story structure.
A hotel room with two beds, a desk with a TV, a chair, and a large tapestry on the wall.
A hotel reception desk with marble countertops, wooden paneling, and pendant lighting.
A modern lounge area with seating, a bar, and a television.

8. Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
West Yarmouth
United States
Dayana
CA $142
CA $162 total
includes taxes & fees
Oct 21 - Oct 22
Aiden by Best Western Cape Cod - West Yarmouth
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.
An outdoor patio with tables and chairs, umbrellas, and a bar area.

9. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Karen
CA $346
CA $477 total
includes taxes & fees
Oct 19 - Oct 20
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 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 restaurant with hexagonal patterned flooring, booth seating, and pendant lighting.

10. Four Points by Sheraton Eastham Cape Cod

Four Points by Sheraton Eastham Cape Cod
Eastham
United States
Kristen
CA $202
CA $231 total
includes taxes & fees
Oct 4 - Oct 5
Four Points by Sheraton Eastham Cape Cod
View all properties

Top Chatham Hotel Reviews

Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"The location was absolutely perfect for spending time on the beach. I loved that they provide beach umbrellas. The staff was helpful. The room was clean."
Jorie 4-night trip
Posted 2 hours ago
Riviera Beach Resort
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Great location!"
John 4-night trip
Posted 2 hours ago
Hyannis Harbor Hotel
Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"The hotel is stunning. Rooms in Main Inn are a little small but very comfortable. The staff is excellent and very friendly. The bar and bartenders are fun and serve excellent drinks. The only concern I have was the spa policy. You may not pay to use the spa amenities unless you book a service. I would have loved the use the spa pool, hot tub, sauna, etc without booking a service and gladly paid."
Stephanie 1-night trip
Posted 3 hours ago
Chatham Bars Inn
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"This is a nice hotel , excellent staff clean room well take care of good environment the best in Hyannis Massachusetts number 1"
Jerome 1-night trip
Posted 3 hours ago
Hyannis Travel Inn
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Beautiful property! Convenient location to ferries and restaurants."
Amy 4-night trip
Posted 5 hours ago
Uncommoner Hotel by Reverie Boutique Collection
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"Had a wonderful experience and the property was great!"
Elisa 5-night trip
Posted 7 hours ago
Holiday Hill Inn & Suites
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"The unit could use more kitchen amenities. Other than that, no complaints."
Joseph 2-night trip
Posted 22 hours ago
The Villages at Ocean Edge

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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