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O'Connor's Pub

$$ - $$$
American, Bar, Pub, Irish
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844 High St, Chestertown, MD 21620-1135
+1 410-810-3338
11:30 - 02:00
Open now
See all hours
Sun 12:00 - 00:00
Wed - Fri 11:30 - 02:00
Sat 11:30 - 01:00
More Info
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53 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 53: English reviews
Washington DC, District of Columbia
Level Contributor
207 reviews
147 restaurant reviews
common_n_restaurant_reviews_1bd8 69 helpful votes
3 of 5 bubbles Reviewed 4 August 2015

We have been here several times and this is my second review. I went with my mom and husband on a Saturday night in early August around 7:30. We were the only people in the place at first, not even anyone drinking at the bar- at an Irish pub on a Saturday night....?.... So we sat down and had great... More 

Thank punkiepam
Columbia, Maryland
Level Contributor
6 reviews
3 restaurant reviews
5 of 5 bubbles Reviewed 17 July 2015

My fiancee and I went to this restaurant twice and were impressed by the service and quality of the food. We were there during the winter and sat in front of the large tv. We asked if they could put the Ravens game on, so they switched the channel so we could watch the whole game!!!!! Will come back to... More 

Thank Scarlettstar57
Scranton Pa
Level Contributor
14 reviews
11 restaurant reviews
common_n_restaurant_reviews_1bd8 7 helpful votes
3 of 5 bubbles Reviewed 25 June 2015 via mobile

Stopped in on a Friday night before a wedding week. A group of six of us enjoy some beef and food. Place was clean, service was good, but not overly impressed with the food. Have had much better crab melts.

Thank jaw1110
Level Contributor
62 reviews
37 restaurant reviews
common_n_restaurant_reviews_1bd8 30 helpful votes
4 of 5 bubbles Reviewed 29 March 2015 via mobile

Actually, I had a salad instead of chips, which was a nice option. The batter on the fish (cod) was superb, way above average. It was cooked just right. My son liked the Irish burger. Very relaxed pub vibe.

Thank loveambergris
Freedom, Maine
Level Contributor
53 reviews
35 restaurant reviews
common_n_restaurant_reviews_1bd8 13 helpful votes
4 of 5 bubbles Reviewed 14 February 2015

We've been enjoying O'Connor's Pub for years. We love the atmosphere, and the owners are great people. The staff treat you great, and the food is always wonderful. I've never had a problem getting my food made to order. I love their bread bowls!! My husband loves their beer selection. Just a great place to go and hang out if... More 

Thank Tracee W
1 review
5 of 5 bubbles Reviewed 14 February 2015 via mobile

Was introduced to by friends... And loved it!! Crab bisque is to die for! The owners came out and personally checked on what they cooked.

Thank Julie G
Level Contributor
76 reviews
48 restaurant reviews
common_n_restaurant_reviews_1bd8 36 helpful votes
4 of 5 bubbles Reviewed 7 January 2015

The owners are usually around and they are incredibly friendly and welcoming. The staff are terrific. Can't get a better Guiness in 50 miles. The food is good, especially the shepherd's pie or other traditional Irish dishes. They have music on some weekends and that brings in a fun crowd. But the average weeknight is locals at the bar, having... More 

Thank easternsho
Washington DC, District of Columbia
Level Contributor
207 reviews
147 restaurant reviews
common_n_restaurant_reviews_1bd8 69 helpful votes
4 of 5 bubbles Reviewed 14 December 2014

I took my husband to O'Connors for a drink and a bite to eat. We sat at the bar which was very comfortable and fun to watch the servers do their magic with the Guiness on tap. I had a Smithwicks which was a easy beer to drink and my husband had a Guiness which was well poured. My husband... More 

Thank punkiepam
Level Contributor
4 reviews
5 of 5 bubbles Reviewed 19 October 2014

A must try when in. Chestertown I had a wonderful salad. Service was really good. I would love to spend st. Patricks day there

Thank Travellover54
Level Contributor
102 reviews
79 restaurant reviews
common_n_restaurant_reviews_1bd8 32 helpful votes
4 of 5 bubbles Reviewed 17 September 2014

Went there for lunch and it was very good and you got plenty, The waitress was very nice and could not have asked for a better one.

Thank bigdirty1

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Restaurant Details

Rating summary
  • Food
    4 of 5 bubbles
    4.5 of 5 bubbles
  • Value
    4 of 5 bubbles
    4 of 5 bubbles
Average prices
USD 6 - USD 18
American, Bar, Pub, Irish
Lunch, Dinner, After-hours
Restaurant features
Seating, Waitstaff, Serves Alcohol
Good for
Bar Scene
Open Hours
12:00 - 00:00
11:30 - 02:00
11:30 - 02:00
11:30 - 02:00
11:30 - 01:00
Location and Contact Information
  • Address: 844 High St, Chestertown, MD 21620-1135
  • Location: United States  >  Maryland (MD)  >  Chestertown
  • Phone Number: +1 410-810-3338

Questions & Answers

Questions? Get answers from O'Connor's Pub staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?