How to do 4 Cities in 1 Weekend for $290

By: Sarah Funk

  • Cost: $290 per person. Including rental, gas, tolls, hotel, tour, and food & drink.
  • Time Required: 2 nights, 2 days 
  • Who: Friends, or a significant other would be great to go on this adventure with!
  • Where: New York City, Philadelphia, Baltimore, and Washington, DC. 

For those who want to travel more but don’t have time this is the perfect adventure for you. All you need is a license and a desire to explore! We were able to enjoy New York City, Philadelphia, Baltimore, and Washington DC all for $290 per person total, however, please note that the costs can depend at what you order at restaurants and the hotel you stay at. Happy travels!

Suggested Timeline

Friday

6:30PM: Dinner and drinks at Bathtub Gin in New York City.

Dutch Gin Fix

Dutch Gin Fix

Golden interior of Bathtub Gin

Golden interior of Bathtub Gin

Tuna Tar Tar tacos

Saturday

6:00AM - Rise and shine early to get the most out of the day! We picked up our rental car from Budget Rentals ($58 for the weekend) at 6am and drove 2 hours to Philadelphia for breakfast at Sabrina’s Café.

Huevos Rancheros

Huevos Rancheros

9:30AM - After breakfast, we jumped back in the car and started the 2-hour trip to DC.

12:00PM – We arrived in DC with time to have a treat and coffee at Union Station before our Private Tour of the Library of Congress started.

1:00PM - The tour leaves from Union Station and in addition to a fascinating tour of the Library of Congress it covers various government buildings; The Capital, House of Representatives, and Senate. During the tour you see Thomas Jefferson’s private library collection with history books dating back to 1698, the last hand written bible, and other fascinating historical treasures.

Me in front of the Supreme Court!

Me in front of the Supreme Court!

The breathtaking interior of the Library of Congress

3:00PM – The Cherry Blossom’s are blooming in DC from Mid-April to Mid-May this year so we walked around the historic DC area to check out the gorgeous pink and white trees and were able to stop to see the Washington Monument and Lincoln Memorial.

Cherry Blossoms in DC

Luis & me at Washington Monument

A heart in cherry blossom petals 

Lincoln Memorial

DC at night with the cherry blossoms trees lining the area

6:00PMPOV is one of the most stunning rooftop bars I have ever been to. It is located on the top of Hotel Washington and overlooks breathtaking views of the DC. The drinks here are expensive (Cocktails are $16, and beer is $9) so we only had one drink here while we enjoyed the view. The best time to go is during sunset so plan your time strategically when the sun is setting and you won’t be disappointed!

Rooftop Champagne at POV

The relaxing lounge at POV

Indoor at POV

8:00PM – Dinner at Founding Farmers. This is one of DC’s most popular restaurants because the food is incredible and the prices are moderate. If you would like to go please make reservations a week in advance because they fill up fast!

10:30PM – Go out to U Street Corridor and Logan Circle for the night scene or head back to the hotel if you are exhausted (like we were!).

Sunday

9:00AM – Rise and Shine and head out begin trip to Baltimore (1 hour drive)

10:00AM – Arrive in Baltimore! During the warmer seasons there is a lovely Farmers Market at Fells Point bordering Thames Street. However, when we were there in April there was a Antique & Flea Market selling one-of-a-kind rustic treasures. Regardless, there is always something interesting happening there on the weekends! If shopping isn't for you there is a gorgeous waterfront you can walk along.

Waterfront in Baltimore

Cobblestone streets of Baltimore

Luis exploring the streets of Baltimore

Luis exploring the streets of Baltimore

Cherry Blossoms blooming in Baltimore!

12:00PM – Lunch at Thames Street Oyster House. When I say I hate oysters I mean it, however, I ate 3 oysters here and wanted more! This is an absolute must visit. We would recommend ordering the Oysers, Escargot, Fish & Chips, and Crab Cake.

Thames Street Oyster House 

Thames Street Oyster House 

Escargot

Escargot

Oysters Rockefeller - Creamed leeks, fennel, spinach, Pernod, and paramesan

Oysters Rockefeller - Creamed leeks, fennel, spinach, Pernod, and paramesan

2:00PM – Depart Baltimore and head to Philadelphia.

Philadelphia Skyline

4:00PM – Arrive in Philadelphia and head to Chestnut Street for shopping, and sightseeing. We also stopped by McGillin's Olde Ale House, established in 1860, for a drink. Drinks here are inexpensive but high quality. For a beer and mixed drink it was $9 total.

Locally brewed ale at McGillin's. 

Luis exploring streets of Philly

Rittenhouse Square

Rittenhouse Square

6:15PM – Caffeine break! Go to Gran Caffe L'Aquila for authentic Italian gelato, cannoli's, and cappuccinos. 

Coconut Cappuccino

Bacio (Hazelnut) Gelato

7:15PM – Boathouse Row for sunset. Watch sunset here (depends on the time of year, the sun set at 7:30PM for us). While you're in this area you can also check out the Philadelphia Museum of Art (famous Rocky Stairs) and the George Washington Statue at Eakins Oval.

Boathouse Row

George Washington Statue at Eakin's Oval. Photo credit: MBell1975

George Washington Statue at Eakin's Oval. Photo credit: MBell1975

7:45PM – Head back to New York City (2 hour drive) and reflect on your travels!

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