New York City 2025

πŸ—½ NYC Thanksgiving Week Itinerary + Weather

Hilton Midtown | Nov 22–29, 2025


πŸ“… Saturday, Nov 22 – Arrival Day

🌀 Weather: High 50Β°F / Low 37Β°F β€” AM rain possible, then clouds β†’ sun. Light breeze.
πŸ‘š Wear: Travel clothes

  • ✈️ O’Hare β†’ Newark, arrive 12:51pm
  • Check in at Hilton Midtown
  • πŸ›‹οΈRelax at Hotel
  • πŸ• Dinner: Joe’s Pizza
  • 🍰 Dessert: Junior’s Cheesecake

πŸ“… Sunday, Nov 23 – Hamilton Day

🌀 Weather: High 50Β°F / Low 43Β°F β€” Mostly dry, pleasant, partly cloudy.
πŸ‘š Wear: Sweater + mid-weight coat. Scarf optional; nice clothes for Hamilton and Dinner.

  • β˜• 9:00am Ralph’s Coffee
  • πŸ‘œ Midtown Shopping
  • 🎭 1:00pm Hamilton at Richard Rodgers Theatre
  • πŸ›‹οΈRelax at Hotel
  • 🍴 6:00pm Dinner: Tavern on the Green

πŸ“… Monday, Nov 24 – Downtown & Broadway

πŸŒ₯ Weather: High 54Β°F / Low 42Β°F β€” Partly sunny, mostly dry.
πŸ‘š Wear: Casual Clothes and Light jacket ,layers for ice skating.

  • πŸ•™ 10:00am 9/11 Museum Tour (Order #20250922-66699585)
  • β›ͺ Trinity Church (Hamilton’s grave)
  • 🍴 12:00pm Fraunces Tavern (confirmed)
  • πŸ›οΈ 12:45pm Federal Hall
  • πŸ₯― 1:15pm Yonah Schimmel’s Knish Bakery
  • πŸ‘œ Midtown Shopping
  • 🎭 7:00pm Rockefeller Ice Skating
  • 🌯 Late-night Halal Guys

πŸ“… Tuesday, Nov 25 – Midtown Festivities

☁️ Weather: High 55Β°F / Low 41Β°F β€” Mostly cloudy, mild.
πŸ‘š Wear: Casual Clothes and light jacket for day; Nice outfit and warmer evening layer for after the show.

  • πŸ₯― 9:00am Liberty Bagel
  • πŸŽ„ Bryant Park Christmas Market
  • 🍌 Magnolia Bakery
  • πŸ›‹οΈRelax at Hotel
  • 🍷 5:15 PM La Grande Boucherie (reservation confirmed)
  • ⛸️ 8:00pm Christmas Spectacular (Rockettes)

πŸ“… Wednesday, Nov 26 – Chelsea, Village & Brooklyn

🌦 Weather: High 53Β°F / Low 45Β°F β€” A couple showers possible.
πŸ‘š Wear: Casual Outfit; Walking Shoes

  • High Line β†’ Chelsea Market
  • Explore Greenwich Village
  • πŸ• Lunch: John’s of Bleecker Street (Greenwich Village)
  • 🎭 2:00 Book of Mormon
  • πŸ• Dinner: Juliana’s Pizza

πŸ“… Thursday, Nov 27 – Thanksgiving Day

πŸŒ₯ Weather: High 52Β°F / Low 44Β°F β€” Cloud/sun mix, passing shower possible.
πŸ‘š Wear: Nice clothes for Dinner

  • 🍳 8:30am Breakfast in room
  • 🎈 8:30am Macy’s Thanksgiving Day Parade
  • πŸ¦ƒ 6:30pm One if by Land, Two if by Sea (Thanksgiving dinner)

πŸ“… Friday, Nov 28 – Harlem & MSG Game

🌀 Weather: High 51Β°F / Low 39Β°F β€” Sun & clouds, dry.
πŸ‘š Wear: Illinois clothes; Warm coat, scarf, gloves; warm socks for night.

  • πŸ•˜ 9:00am Depart β†’ Uptown via C train
  • πŸ›οΈ 10:00am Hamilton Grange
  • πŸš‡ 11:15am Subway back downtown
  • πŸ€ 12:30pm Illinois Game at MSG
  • πŸ₯ͺ Katz’s Deli
  • 🍦 Milk Bar

πŸ“… Saturday, Nov 29 – Departure Day

🌧 Weather: High 52Β°F / Low 39Β°F β€” Showers likely, cloudy.
πŸ‘š Wear: Travel outfit

  • πŸ₯― Ess-a-Bagel
  • πŸš– 9:00am Depart for Newark
  • ✈️ 2:29pm Flight to Chicago