6 Best Cocktail Bars near Windham

​Babblers Restaurant & Bar Bakery • $$$
19 NY-296, Windham

Customers` Favorites

Legit Cheeseburger
Waldorf Salad

“Everything was excellent and our server (Mia) was especially great! Thank you - we would love to come back!“

4.2 Good80 Reviews
Babblers Bakery Bakery • $
19 NY-296, Windham

Customers` Favorites

Sea Salt Chocolate Chip Cookie
Blueberry Muffin
Almond Croissant

“Excellent and delicious food! I highly recommend.“

4.4 Superb19 Reviews
Lilly's Steaks & Cocktails Cocktail Bar • $$$
5335 NY-23, Windham

Customers` Favorites

Hot Baked Pretzel and Baked Brie
Stuffed Filet of Sole
Broiled Seafood Combo
Bacon Cheeseburger
Crispy Orange Duck
French Onion Soup
Cowboy Delmonico
Signature Burger
Fish and Chips
Mashed Potatoes

“What a fantastic restaurant. I can honestly say this is the best restaurant that I have ever eaten, in the Catskills. The menu had many seafood options, which I have to admit made me nervous. The tuna was off the wall Great! The table next to us had oysters which looked great. Our other dish was chicken which was cooked perfectly and very large. And I can’t forget to mention the cocktails. Great service with great service.“

4 Good112 Reviews
Union + Post American •
5098 NY-23, Windham

“The food was amazing. The wings, rib eye, ricotta appetizer 😍 the service was just as good. The Tesla charger outside was a huge plus. Lindsey our waitress was so helpful and I can’t wait to go back next time I visit. 10/10.“

3.9 Good75 Reviews
Restaurant Matilda Fine Dining • $$$
39 Goshen Rd, Hensonville - 2.1 miles

Customers` Favorites

Slow Grilled Amish Chicken
Smoked Steelhead Trout
Chickpea Fritters
Confit Tuna Belly
Dauphine Potatoes
Strawberry Potato
Roasted Onions
Steak Tartare

“We had an absolutely outstanding dinner at Restaurant Matilda. We started with drinks at the bar, where the bartenders were incredibly friendly and knowledgeable, setting the tone for a fantastic night. From there, we moved to a cozy corner booth for what turned into a true feast.

The room strikes that perfect balance between lively and energetic, yet still intimate and comfortable enough for a long, lingering dinner. After some incredible cocktails, we ordered an array of starters, with the chilled oysters and confit tuna belly crackers as standouts. Every bite was beautifully prepared. We also loved the mushrooms & lentils and the golden chicken, both deeply flavorful and satisfying.

The service throughout the night was warm, attentive and seamless. Can’t recommend it enough!“

4.7 Superb149 Reviews
Hunter Tavern Cocktail Bar • $$
7433 Main St, Hunter - 7.79 miles

Customers` Favorites

Roasted Squash & Apple Bisque
Charcuterie Board
Rockslide Brownie
Harvest Salad
Cheeseburger
Mac & Cheese

“We had dinner here twice during our stay at the Hunter Lodge. Both times we had the pleasure of being served by Stephanie, who was warm, knowledgeable, and very patient :) The first night, we ordered the smash burger and chicken sandwich, and our kids had the chicken tenders and kids hamburger. All meals were great, but the smash burger was the winner! There was also live music, which made the meal even more special. The second evening we had the fish and chips, kids mac and cheese, and the gnocchi (served pot pie style). Fries were hot and delicious both nights. Again, we were really happy with the dishes, and shout out to the team for keeping the restaurant open on a Monday (when it’s normally closed) because of the snowstorm. It made our stay that much more memorable!! Looking forward to coming back in the fall :)“

4.1 Good75 Reviews

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