One Backpack Challenge: Northeastern Trek Edition

It’s that time of the year. The much anticipated summer vacation season is upon us. After a super stressful year, it is time to hit the road and check out some new places!

Typically, we do a 3,000 mile road trip every summer. The first year we were married we went to Pensacola, Florida and then flew to Hawaii for my sister’s wedding.


In 2016, we did the great Chicago trip with stops in Nashville, Knoxville, Indianapolis, Cincinnati, and Springfield along the way.

In 2017, we decided to check out Texas and the Gulf Coast. We hit most of the major cities in Texas: Arlington, Austin, Dallas, Fort Worth, Houston, San Antonio, and an obligatory stop in Waco to see Chip and Joanna.

With the busyness of the year, we didn’t start planning our trip until May which is what later than usual.

This year, we are embarking upon the Great Northeastern Trek. The plan is to fly into Boston and out of Dulles (Washington, DC). Instead of driving the Mustang like we usually do, we are taking pretty much every form of transportation known to man (slight exaggeration).

No car equals Google Sheets for days. We’ve got tabs for everything from my packing list to the daily itinerary. I am serious about vacations.

To expedite our travels, we are both limiting ourselves to one backpack. That’s right. I, Courtney Montgomery, will live out of one backpack and carry only two pairs of shoes for a week long trip.

Our stops include the following:

  • Boston
  • New Hampshire
  • Connecticut
  • New York City
  • Delaware
  • Maryland
  • Washington, DC

We have been to most of these places before which allows us to skip many of the touristy spots like Ellis Island and focus on eating (our specialty). Thanks to out Facebook friends, we have tons of options to consider.

The challenge will be getting everything into my new backpack and breaking my slip on shoes in so I don’t get blisters. This is going to be fun!

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