We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

Whistling Willie's American Grill

Certificate of Excellence
$$ - $$$
American, Bar, Pub
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
184 Main St, Cold Spring, NY 10516-2403
+1 845-265-2012
16:00 - 22:00
Closed now
See all hours
Sun 11:30 - 21:00
Mon 16:00 - 22:00
Tue - Thu 11:30 - 22:00
Fri - Sat 11:30 - 01:00
More Info
Add Photo Write a Review

84 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Showing 84: English reviews
Somers, New York
Level Contributor
19 reviews
13 restaurant reviews
common_n_restaurant_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 29 December 2016 via mobile

This is a staple of our Cold Spring vacation -- a burger at Whistling Willies! I usually get the Smother Mother (Swiss, onions, mushrooms) but this year tried the lobster and crab truffle mac and cheese - heaven on a fork!! Comfortable intimate tavern

Thank Ilene1013
Exeter, Pennsylvania
Level Contributor
57 reviews
38 restaurant reviews
common_n_restaurant_reviews_1bd8 26 helpful votes
4 of 5 bubbles Reviewed 14 November 2016

Made reservations through yelp. We were immediately seated upon arrival. Ordered the Calamari appetizer. It was very good however the portion was a little small. I then ordered a smother burger with onions and mushrooms. My wife ordered a grilled chicken sandwich and my step-daughter ordered a chicken wrap. They also gave free old bay popcorn at our table. Our... More 

Thank GeorgeNadine
Level Contributor
4 reviews
3 restaurant reviews
5 of 5 bubbles Reviewed 5 November 2016

Lots of beer options, appetizers(garlic popcorn), and pub food that is restaurant quality. Cool rustic atmosphere that is lively YET not too loud at all - so you can hear yourselves talk which is nice compared to some places. The food was great and not expensive. This is a good choice if you want a relaxed fun place which great... More 

Thank Paul W
New Windsor, New York
Level Contributor
10 reviews
8 restaurant reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
4 of 5 bubbles Reviewed 8 October 2016 via mobile

Came via boat from Cornwall. Took a walk Up town & glad we did! Great food, -- burgers & short ribs! Friendly service was good too!

Thank reis2
East Elmhurst, New York
Level Contributor
6 reviews
4 restaurant reviews
common_n_restaurant_reviews_1bd8 2 helpful votes
3 of 5 bubbles Reviewed 30 September 2016

I had a NY steak and my wife had a beef short rib. Mine was ok but the short rib was delicious and tender. I was served a flat soda and had it changed but it was still flat. It took them 15minutes to change it for me. Told a waitress that my soda was flat and she didn't do... More 

Thank Calvin K
New York City, New York
Level Contributor
14 reviews
7 restaurant reviews
common_n_restaurant_reviews_1bd8 11 helpful votes
3 of 5 bubbles Reviewed 26 September 2016

My wife and I came up to Cold Spring for one night to get away from the hustle and bustle of the city. Whistling Willies seemed to have a great menu so we gave it a try for dinner Saturday night. I got a Sangria to drink and it was basic at best - understood I am at a bar.... More 

Thank tcost
New York City, New York
Level Contributor
78 reviews
54 restaurant reviews
common_n_restaurant_reviews_1bd8 57 helpful votes
5 of 5 bubbles Reviewed 25 September 2016

The bad reviews seem to concentrate on the restrooms, yes they need updating. The food on the other hand is excellent and the service is very friendly and quick. They have a great selection of beers and decent menu. I did not have a burger, but the table next to us did and it looked insane. They said it was... More 

Thank eastsidetravel
Level Contributor
103 reviews
80 restaurant reviews
common_n_restaurant_reviews_1bd8 37 helpful votes
5 of 5 bubbles Reviewed 18 August 2016

My husband and I stopped here for dinner before going to a Shakespeare play at Boscobel. We were on a tight schedule, but the service was excellent, the food was really good, and the TVs were not on in a way that was invasive. If you like different microbrews they have a great selection of beer

Thank Louise N
New York City, New York
Level Contributor
6 reviews
4 restaurant reviews
common_n_restaurant_reviews_1bd8 3 helpful votes
4 of 5 bubbles Reviewed 2 August 2016

Perfect place for a beer and burger. Wings are quite good, made me break my diet just to have the wings. So worth it!!

Thank Bmccahill13
New York City, New York
Level Contributor
22 reviews
11 restaurant reviews
common_n_restaurant_reviews_1bd8 24 helpful votes
1 of 5 bubbles Reviewed 13 July 2016 via mobile

Located in the quaint little town of Cold Springs, this American Bar/Restaurant looks inviting, and seems like a perfect place to grab some grub and enjoy the calm elements (outside seating available). Contrary to many other reviews, My Fiancé and I found the staff quite nice and experienced no negative treatment. My Fiancé had the Arnold Palmer (ice tea/lemonade) which... More 

Thank Pei-Cen L

Travellers who viewed Whistling Willie's American Grill also viewed


Been to Whistling Willie's American Grill? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing
Improve this listing

Restaurant Details

Rating summary
  • Food
    3.5 of 5 bubbles
    3.5 of 5 bubbles
  • Value
    3.5 of 5 bubbles
    3.5 of 5 bubbles
Average prices
US$10 - US$25
American, Bar, Pub
Lunch, Dinner, After-hours
Restaurant features
Seating, Waitstaff, Full Bar, Takeout, Reservations, Outdoor Seating, Television, Wheelchair Accessible, Serves Alcohol
Good for
Bar Scene, Child-friendly
Open Hours
11:30 - 21:00
16:00 - 22:00
11:30 - 22:00
11:30 - 22:00
11:30 - 22:00
11:30 - 01:00
11:30 - 01:00
Location and Contact Information
  • Address: 184 Main St, Cold Spring, NY 10516-2403
  • Location: United States  >  New York (NY)  >  Cold Spring
  • Phone Number: +1 845-265-2012

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Whistling Willie's American Grill and other visitors
1 question
Ask a question
4 months ago

See all questions (1)

Questions? Get answers from Whistling Willie's American Grill 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?