Chatham Squire

Chatham, MA · Restaurant

Rating
4.2/5
★★★★☆ 4.2
Reviews
20
Rank in Chatham
#37
of 55 restaurants
City Percentile
22%
rating percentile
Address
Chatham Squire, 487 Main St, Chatham, MA 02633
Phone
(508) 945-0945
Website
www.thesquire.com
Status
Closed · Opens 11:30 AM

Chatham Squire is a restaurant located in Chatham, MA. It is one of 55 restaurants listed in Chatham. Its 4.2-star rating is slightly below the Chatham city average of 4.5 stars. There are 10 photos associated with this location.

Hours

Saturday11 AM–1 AM

Customer Reviews

★★★★★ 5.0 Sean Westaway · Sep 2025

This is definitely the place to be in Chatham! The Chatham Squire has a great location downtown that is paired with a true tavern atmosphere. My advice if you are going in mid-summer to the "first come first served" side: be patient! Get a drink at the bar and wait for folks to be done, we didn't have to wait as long as we thought. We started by putting our names in on the dining room side (there is the tavern side as well) and then walked around Chatham. Coming back, we noticed a few seats open at the bar and then, only a few mins later, a table opened. The bus boy got us right away and we sat a 6 top comfortably. We started with drinks - they have tons of local cocktails. Our server was absolutely amazing! My children were all in on getting to draw their server and then give it to them!

★★★★★ 5.0 Baby Yoda · Mar 2026

Great stuff! I maxxed out on the chowder and couldn't be more pleased! Yummy stuff! Chowdermaxxing was fun and the environment was very cozymaxxed and nostalgiamaxxed. 10/10 will be back for more! Would like to have my wedding party here one day!

★★★★★ 5.0 Edward J Rutyna · Nov 2025

Authentic New England tavern experience that harkens back to an earlier age. The bar scene on one side of establish is a happening place both day and night. The restaurant side serves authentic New England seafood as well as other options. I was impressed with cod fish dish and enjoyed sharing local oysters with my family members. Every time I visit Cape Cod, the Chatham Squire is a must visit.

★★★★★ 5.0 Dan gill · Jun 2025

Great bar, and the food was great,and so was the beer I got chicken nachos. Very friendly waitress she was training a new employee for the ramp up for the summer. We will be back in September when it gets cooler. Nice job to everyone and the staff 👍

★★★★★ 5.0 Paul Rushforth · May 2025

Great little bar in the middle of Chatham. Nice local atmosphere, great service and a good selection of beers, both draft and in bottles. Quirky decorations (personalised license plates from around the US) and a pool table added to the charm. Great place to spend the evening after hiking around the cape. Food looked good, though we didn't eat. Plenty of parking nearby for your DD.

Accessibility & Amenities

✓ Wheelchair Accessible Entrance ✓ Wheelchair Accessible Parking Lot ✓ Wheelchair Accessible Restroom ✓ Wheelchair Accessible Seating

Services

RestaurantBarDance clubKaraokeLive music venue

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This listing is informational. Contact the business directly to verify credentials, services, and availability.