Stevenson Station, Monroe, Connecticut, circa 1910

Stevenson Station, Monroe, CT — postcard, circa 1907-1915

Itinerary for 2026 Trip to Connecticut

August 8 - 17, 2026

Hi everyone!
Brian, Zach, and Riley are visiting Connecticut, August 8 - 17, 2026 — here's our current itinerary:

  • Home base: Grandma and Grandpa's house in Monroe, CT, for most of the trip — day trips from there to NYC, New Haven, and beyond
  • Still in planning: This is no longer the early stages, but details are still being finalized — all feedback and suggestions are welcome!

Calendar Overview

Sat, Aug 8
Arrival Day - Alaska 239 to Newark ✈️
Confirmed CT
Sun, Aug 9
"Lost Boys" 3:00 PM show
Confirmed NYC
Mon, Aug 10
NYC Museums + Allison and Hudson meetup
Tentative NYC
Tue, Aug 11
New Haven day near Yale; evening Perseids observing
Tentative CT
Wed, Aug 12
Sailing with Grandpa Gary ⛵
Tentative CT
Thu, Aug 13
Mystic Seaport Day Trip
Tentative CT
Fri, Aug 14
Cory's (Long Beach) or Gillette Castle/Webb Mountain Park
Tentative TBD
Sat, Aug 15
Cory's (Long Beach) continued, or open day in CT — Eric's family also back from Montana today
Tentative TBD
Sun, Aug 16
Possible Visit to Eric's 👨‍👩‍👧‍👦
Option CT
Mon, Aug 17
Departure Day - Flight Home ✈️
Confirmed CT
Sat, Aug 8 - Arrival Day
✈️ Outbound Flight - Alaska 239 Confirmed
7:05 AM
Seattle (SEA) → Newark-Liberty International (EWR)
Operated by Alaska
Boeing 737-9 MAX (ETOPS)
Departure: 7:05 AM | Arrival: 3:31 PM
Replaces Alaska 34 on Aug 7, which was canceled
Grandma and Grandpa Pick Us Up Confirmed
Newark-Liberty International (EWR) → Grandma and Grandpa's house in Monroe, CT
Sun, Aug 9
"Lost Boys" Show - NYC Day Confirmed
Lost Boys — 3:00 PM (tickets purchased)
Attendees (8 tickets): Cory's family (Cory, Kristin, Abby, Maisy), Brian, Zach, Riley, and Allison
Drive into Manhattan with Grandma and Grandpa
While the show is on, Grandma and Grandpa visit the Met; everyone regroups for dinner in the city afterward
Hudson stays in CT today (celebrating his girlfriend's birthday)
Lodging: Hotel near Manhattan tonight (still to be booked) for an easy Monday return into the city
Mon, Aug 10
Meet Up with Allison and Hudson Confirmed
NYC
Allison is taking the day off work
NYC Museums Day Tentative
NYC
• Metropolitan Museum of Art
• American Museum of Natural History, including the Hayden Planetarium
• Check out of the hotel after museums and drive back to Monroe, CT
Tue, Aug 11
New Haven Day Near Yale Tentative
New Haven, CT
Exploring near Yale — e.g. Yale University Art Gallery, Peabody Museum of Natural History, downtown New Haven for pizza
🔭 Perseids Meteor Shower Observing Tentative
Evening
Yale's Leitner Observatory, New Haven, CT
Public Night telescope observing — leitnerobservatory.yale.edu/public-nights/telescope-observing
Perseids shower expected to peak this night
Wed, Aug 12
Sailing in CT Tentative
CT
Grandpa Gary races every Wednesday, so we'll likely go sailing with him
Thu, Aug 13
Mystic Seaport Day Trip Tentative
Mystic Seaport, CT
Fri, Aug 14
Option A: Visit Cory's Family in Long Beach, NY Tentative
Long Beach, NY
Overnight — continues into Sat Aug 15
Option B: Gillette Castle or Webb Mountain Park Tentative
CT
One or the other — not yet decided
Only one of these two options happens — see TODOs below
Sat, Aug 15
Option A: Continue Visit at Cory's Tentative
Long Beach, NY
Finish visit with Cory's family and return to CT
Option B: Open Day in CT Tentative
Eric's family returns to CT from Montana today
Sun, Aug 16
Possible Visit to Eric's Option
Eric's house
Now that his family is back in CT (as of Aug 15)
Tim may also meet us there
Mon, Aug 17 - Departure Day
Grandma and Grandpa Drop Us Off Confirmed
9:00 AM ET
Monroe, CT → JFK Airport
~2 hour drive, plus ~2 hours early for 1:00 PM flight
✈️ Return Flight to Seattle - Alaska 23 Confirmed
1:00 PM
New York JFK → Seattle (SEA)
Arrival: 4:19 PM
Planning TODOs

Items that need confirmation, planning, or coordination: