Budget
Red Rooster Drive-In
Red Rooster Drive-In, 1566 Route 22, Southeast, +1 845 279-8046. Just north of Brewster on Route 22. Crowd-pleasing drive-in has been serving up burgers and shakes for decades. Cheap eats, but oh so good. After you wash down the burger and fries with a soft-serve ice cream, walk if you still can next door for a round of mini golf.
Kelly's Corner
1625 route 22, southeast, +1 845 278-4297. (http://www.kellyscorner.com/) just north of brewster on route 22. "putnam eats and family fare." small, lively restaurant with food choices for all ages. sport's bar area creates a casual, relaxed atmosphere. make sure to come on mondays and wednesdays for wing night!
Aversano's Restaurant and Bar
Classic southern Italian cooking has drawn people in on the weekends making reservations something to heavily consider. If you feel like eating out but are not in a formal dining sort of mood? Aversano's is also partly a pizzeria where you can come in and grab a slice wearing sweats but are still served with the same Italian hospitality and respect. While you are in make sure to say hi to John and Paul, the owners of the place, they are sure to remember you the next time you come!
Fiesta Mexicana
Fiesta as people like to call it consists of classic Mexican-style food, Pinatas, a small live band that plays at each table requests are encouraged and their famous guacamole that is made right in front of you all make it a very popular place on the weekends. The bar makes it noisy sometimes but the band usually is able to play over them.
Bird & Bottle Inn
1123 old albany post rd, garrison, +1 845 424-2333, (http://www.thebirdandbott...). exquisite fine dining in a renowned country inn in 18th century buildings.