Boys Trip 2026

Saratoga Springs

112 Jefferson St  ·  July 30 – August 2

🏇 Racing Season
⛳ Golf Friday
🎳 FF Punishment
3.5 hrs from Port Washington
1 confirmed
4 need booking
1 punishment event
Show:
Thursday
Arrival Day
July 30
3:30 PM
Check in to house
112 Jefferson St — get settled, claim your room, stock the fridge.
Home base
5:30 PM
FF Punishment — Saratoga Strike Zone ★ 4.5
32 Ballston Ave — 5 min from the house. Kyle, Greg & Jon must collectively bowl 300 pins. Each consumable knocks 10 off the total. Call to reserve lanes: (518) 584-6460.
The Scoring System
🍺
10 pins
Beer
🌭
10 pins
Hot dog
🍕
10 pins
Pizza slice
Target: 300 pins= 30 items across Kyle, Greg & Jon
🏆 Kyle · Greg · Jon Reserve lanes
7:30 PM
Dinner — Cantina ★ 4.3
408 Broadway. Mexican right in the heart of downtown. Great margaritas — carne asada tacos and chipotle short ribs are the standouts. Closes 9 PM on Thursdays so book early.
Dinner Mexican Margaritas Book now
9:30 PM+
Nightcap — Caroline St
Lucy's Bar (5 Caroline) for craft cocktails. Caroline St Pub (9 Caroline) for pool tables and live music.
Nightlife
Friday
Golf Day
July 31
7:30 AM
Golf — Saratoga Spa Golf Course ★ 4.4
60 Roosevelt Dr, inside Saratoga Spa State Park. NYS-run public course — lush fairways, fast elevated greens, GPS carts. Best value in the area. Book at nystateoutdoors.com or call (518) 584-2006.
Golf Book tee time
1:30 PM
Lunch — Druthers Brewing Co. ★ 4.4
381 Broadway. Craft brewery with big outdoor space — perfect post-round stop. Cold beer, solid pub food, great summer energy for a group.
Lunch Brewery
7:00 PM
Dinner — Osteria Danny ★ 4.7
26 Henry St. Upscale Italian — filet with lobster butter, bada bing shrimp, vodka rigatoni. The peanut butter pie is not optional.
Dinner Italian ✓ Booked · 9 people
Saturday
Race Day
August 1
10:00 AM
Brunch — Hattie's ★ 4.4
45 Phila St. Classic Southern joint — legendary fried chicken, shrimp & grits. Saturday brunch 10 AM–2 PM. Perfect fuel before the track.
Brunch Book now
12:30 PM
Saratoga Race Course ★ 4.6
267 Union Ave. Oldest sporting venue in the US (est. 1863). General admission $11. First post ~1 PM. Collared shirts required in certain sections. Up to 12 races — plan for the full afternoon.
Horse Racing
7:30 PM
Dinner — TBD
Still needs to be locked in. Top contenders: Kindred (84 Henry St, ★4.8), Sperry's (30½ Caroline St, ★4.3), or Olde Bryan Inn (123 Maple Ave, ★4.6).
Dinner Book now
10:00 PM+
Night Out — Walk Broadway & Caroline St
Saratoga is electric on a Saturday night during racing season. Wander Broadway and Caroline St — bars, live music, crowds everywhere. No plan needed, just go.
Nightlife
Sunday
Checkout & Head Home
August 2
9:00 AM
Morning coffee + cleanup
Last morning at the house. Pack up, clean up, grab coffee before heading out.
Home base
12:00 PM
Hit the road
Saratoga to Port Washington is ~3.5 hrs. Easy Sunday drive home.
Travel