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

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.

1. Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (767 reviews)
"Amazing stay!!"
Canada
Ashley
The price is CA $227
CA $335 total
includes taxes & fees
Nov 22 - Nov 23
Chatham Wayside Inn
A modern living room with a fireplace, comfortable seating, and a dining area.

2. Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (878 reviews)
"Beautiful property and relaxing stay!"
United States
Nicole
The price is CA $516
CA $590 total
includes taxes & fees
Nov 19 - Nov 20
Chatham Bars Inn
A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

3. Wequassett Resort and Golf Club

Wequassett Resort and Golf Club
5.0 star property
Harwich
9.4 out of 10, Exceptional, (282 reviews)
"Best resort"
United States
Uk Jin
The price is CA $463
CA $568 total
includes taxes & fees
Nov 28 - Nov 29
Wequassett Resort and Golf Club
A two-story house with a front porch, a mailbox, and a well-maintained garden.

4. Pelham on Earle

Pelham on Earle
3.0 star property
West Harwich
9.4 out of 10, Exceptional, (110 reviews)
"I’ve stayed here multiple times over the last few years and have always loved it. The room is clean, the staff is friendly and it’s just a few steps away from the beach. Will be back for sure !"
United States
Colleen
The price is CA $213
CA $263 total
includes taxes & fees
Dec 4 - Dec 5
Pelham on Earle
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
3.5 star property
Brewster
8.4 out of 10, Very good, (1,001 reviews)
"Location, very quiet, and reasonable"
United States
Susan
The price is CA $120
CA $203 total
includes taxes & fees
Nov 18 - Nov 19
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.

6. Charm on Main by Ocean Edge

Charm on Main by Ocean Edge
2.0 star property
Sea Pines
9.6 out of 10, Exceptional, (54 reviews)
"Atmosphere was beautiful and the receptionist was wonderful and the food was amazing for breakfast"
United States
Kathleen
The price is CA $219
CA $250 total
includes taxes & fees
Nov 18 - Nov 19
Charm on Main by Ocean Edge
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

7. 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)
"Wonderful place to stay! Wish we were there longer."
United States
Steven
The price is CA $269
CA $390 total
includes taxes & fees
Nov 22 - Nov 23
The Mansion at Ocean Edge
An outdoor seating area with a fire feature, a pool, and a view of the ocean.

8. Pelham House Resort

Pelham House Resort
2.5 star property
Dennis Port
8.8 out of 10, Excellent, (231 reviews)
"Best beach view"
United States
Jennifer
The price is CA $281
CA $354 total
includes taxes & fees
Dec 13 - Dec 14
Pelham House Resort
An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

9. 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, (951 reviews)
"It was exactly what I needed great pool exercise room. The room was clean and staff was attentive"
United States
Joanna
The price is CA $175
CA $200 total
includes taxes & fees
Nov 22 - Nov 23
Four Points by Sheraton Eastham Cape Cod
An outdoor patio with wicker furniture, a fire pit, and umbrellas.

10. Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth
2.5 star property
West Yarmouth
8.8 out of 10, Excellent, (1,001 reviews)
"Great place to stay great location nice pool and hot tub great breakfast bar"
United States
Paul
The price is CA $144
CA $165 total
includes taxes & fees
Dec 13 - Dec 14
Hampton Inn & Suites Cape Cod-West Yarmouth
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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved this hotel and would definitely stay there again. The ladies when checking in and out were so friendly. Only thing I would recommend is for the indoor pool to be heated."
Paola 3-night trip
Posted 7 hours ago
Uncommoner Hotel by Reverie Boutique Collection

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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