If your 7-iron is feeling neglected, Casperkill Golf Club offers a classic Robert Trent Jones Sr. design from 1944 with elevated tees,…
110 Golf Club Ln
“If your 7-iron is feeling neglected, Casperkill Golf Club offers a classic Robert Trent Jones Sr. design from 1944 with elevated tees, manicured fairways, and terraced greens threading past ponds, oaks, and the Casperkill Creek. Public, challenging, and local, it's a perfect midweek escape without leaving Poughkeepsie.”
Set on the Vassar College campus, Vassar Golf Course is a nine hole public track with mature trees, a scenic 2,500 yard layout, and first…
124 Raymond Ave
“Set on the Vassar College campus, Vassar Golf Course is a nine hole public track with mature trees, a scenic 2,500 yard layout, and first come, first serve play.”
Need a quick mood reset between errands? Queen City Mural splashes downtown with big, joyful color that basically begs for a two-m
468 Main St
“Need a quick mood reset between errands? Queen City Mural splashes downtown with big, joyful color that basically begs for a two-minute pause and a photo. Take a lap past it on your coffee run, get that tiny jolt of hometown pride, then carry on feeling 15% brighter.”
Whether you're walking N. Water Street or cutting across Main, Waterfront Mural is a sweet reminder that Poughkeepsie has legit art cred.…
72 N Water St
“Whether you're walking N. Water Street or cutting across Main, Waterfront Mural is a sweet reminder that Poughkeepsie has legit art cred. Created by famed muralist Franc Palaia, including his "Two Bridges" piece, it's the sort of local landmark that makes a quick detour feel worth it.”
From the Poughkeepsie newsletter, September 12, 2026
When the wiggles are winning, Kidz 4 Fun here in Poughkeepsie nails it with trampolines, a colorful slide, a ball pool, and a clean, safe…
A108 South Rd
“When the wiggles are winning, Kidz 4 Fun here in Poughkeepsie nails it with trampolines, a colorful slide, a ball pool, and a clean, safe setup that lets parents actually breathe. They also make birthday parties easy with a private room, themed setups, friendly hosts, and unlimited play for the day.”
From the Poughkeepsie newsletter, September 19, 2026
When the wiggles win, Bounce Sports & Entertainment Center packs big trampoline zones, dodgeball and basketball, then throws in roller…
Galleria Mall, 2001 South Rd
“When the wiggles win, Bounce Sports & Entertainment Center packs big trampoline zones, dodgeball and basketball, then throws in roller skating, laser tag, mini golf, pickleball and golf simulators for good measure. Solid for birthday parties or spontaneous do-something-now afternoons at the Poughkeepsie Galleria.”
Hudson Valley Pickleball and Golf Center is Poughkeepsie’s indoor hangout for serious dinks and full sends, with premium courts, tons of…
1895 South Rd
“Hudson Valley Pickleball and Golf Center is Poughkeepsie’s indoor hangout for serious dinks and full sends, with premium courts, tons of open-play slots, and leagues from low-intermediate round robins to DUPR-rated showdowns.”
From the Poughkeepsie newsletter, September 22, 2026
Poughkeepsie Mural adds a burst of color to The Academy, a food hall, restaurant and event space, and it’s a quick, mood-lifting stop…
33 Academy St
“Poughkeepsie Mural adds a burst of color to The Academy, a food hall, restaurant and event space, and it’s a quick, mood-lifting stop between errands. Snap a photo, then wander inside for a bite or coffee while you’re already there.”
From the Poughkeepsie newsletter, September 8, 2026
Head west on Main and let Poughkeepsie Gateway Murals turn the Route 9 underpass into your daily wow moment, a 16,000-square-foot blast of…
41 Main St
“Head west on Main and let Poughkeepsie Gateway Murals turn the Route 9 underpass into your daily wow moment, a 16,000-square-foot blast of color by local duo boogieREZ, sponsored by Poughkeepsie Alliance in partnership with O+ Poughkeepsie and Arts Mid-Hudson. A quick detour that makes errands feel like an art walk.”
From the Poughkeepsie newsletter, September 1, 2026
Garden Street Murals is that big trompe l’oeil facade downtown that convincingly blends 15 painted windows with the real ones, storefronts…
302A Mill St Suite F
“Garden Street Murals is that big trompe l’oeil facade downtown that convincingly blends 15 painted windows with the real ones, storefronts and all. Originally created in 1990 and lovingly restored in 2016, it’s a quick, satisfying detour that turns a parking-lot stroll into a mini art hunt.”
From the Poughkeepsie newsletter, September 4, 2026
McCann Memorial Golf Course is Poughkeepsie’s public track with manicured fairways and smooth greens, a proper pro shop, lessons and club…
155 Wilbur Blvd
“McCann Memorial Golf Course is Poughkeepsie’s public track with manicured fairways and smooth greens, a proper pro shop, lessons and club repair, plus a full practice range when the driver misbehaves.”
From the Poughkeepsie newsletter, September 2, 2026
The O+ Mural turns the Route 9 underpass into a 16,000-square-foot burst of color by boogieREZ, using more than 100 gallons of paint to…
550 Main St
“The O+ Mural turns the Route 9 underpass into a 16,000-square-foot burst of color by boogieREZ, using more than 100 gallons of paint to brighten the Poughkeepsie Gateway. It’s a cool walk-by or bike-by reminder of how local art and the O+ Festival keep Main Street’s spirit loud.”
From the Poughkeepsie newsletter, September 13, 2026
Mural Square South is a color-soaked stretch where Poughkeepsie-inspired pieces by Nestor Madalengoitia and Franc Palaia turn a brick…
286 Main St
“Mural Square South is a color-soaked stretch where Poughkeepsie-inspired pieces by Nestor Madalengoitia and Franc Palaia turn a brick facade into a mood booster. Loop the building to spot O+ Festival murals, then get on with your errands feeling suspiciously upbeat.”
Overlook Drive-In Theatre keeps it old-school and seriously big, with a six-story screen and room for about 750 cars, billed as the largest…
126 De Garmo Rd
“Overlook Drive-In Theatre keeps it old-school and seriously big, with a six-story screen and room for about 750 cars, billed as the largest in the Tri-State Area. Family-owned since 1955, they run double features of current releases and a cozy concession setup that turns a simple night out into a small-town ritual.”
Heritage Mural turns Poughkeepsie Middle School into a colorful shout out to homegrown heroes, designed by Hudson Valley artist Mary Haddad…
2 Pershing Ave
“Heritage Mural turns Poughkeepsie Middle School into a colorful shout out to homegrown heroes, designed by Hudson Valley artist Mary Haddad with fifteen Poughkeepsie City School District elementary students during an arts and academics-themed camp at The Art Effect.”
The Greta Thunberg Mural brings Shane Balkowitsch’s Standing Rock wet plate portrait to local walls, a grassroots addition to…
4 Liberty St
“The Greta Thunberg Mural brings Shane Balkowitsch’s Standing Rock wet plate portrait to local walls, a grassroots addition to Poughkeepsie’s growing mural scene that’s more conversation-starter than selfie stop, and a neat reminder that public art here can carry real purpose.”
From the Poughkeepsie newsletter, September 18, 2026
College Hill Golf Course is a well-conditioned nine-holer designed by William F. Mitchell in 1933, with a laid-back vibe, a pro shop for…
149 N Clinton St
“College Hill Golf Course is a well-conditioned nine-holer designed by William F. Mitchell in 1933, with a laid-back vibe, a pro shop for on-the-fly essentials, and that quirky Grecian-style temple watching over your approach shots... perfect when you want a quality loop without the fuss.”
From the Poughkeepsie newsletter, September 14, 2026
Need a midweek reset that isn’t your third coffee? Casperkill Golf Club is a classic Robert Trent Jones, Sr. public track from 1944 with…
2320 South Rd
“Need a midweek reset that isn’t your third coffee? Casperkill Golf Club is a classic Robert Trent Jones, Sr. public track from 1944 with rolling hills, elevated tees, a proper driving range, and sneaky water courtesy of Casperkill Creek...”
