Escape to Chesapeake: 5-Day Romantic Getaway

Exploring Chesapeake's scenic views and waterfront beauty with your loved one.

22 April 2023

A romantic trip to Chesapeake, United States promises a serene and picturesque experience with its abundance of natural beauty and attractions. Couples can explore the enchanting Chesapeake Bay, indulge in sailing, kayaking and paddle boarding or simply relax by the beach. From charming restaurants to luxurious resorts, Chesapeake offers a delightful romantic getaway filled with unforgettable experiences.

Travel plan

Getting latest place information
  • Check-in at the Sheraton Chesapeake Bay Beach Resort.
  • Visit the Chesapeake Arboretum for a relaxing stroll.
  • Enjoy seafood at the Surf Rider Restaurant where you can taste the freshest catch while enjoying the view.
  • Start the day with a scenic kayak tour at Northwest River Park.
  • Head to the Hampton Roads Winery and savor some local wines.
  • Indulge in a romantic sunset sail at the Elizabeth River Ferry.
  • Visit the Chesapeake City Hall, an architectural marvel.
  • Take a stroll by the Great Bridge Lock Park and Marina.
  • Try the Virginia peanut brittle at the Peanut Patch & Peanuts.
  • Explore the Virginia Aquarium & Marine Science Museum.
  • Spend the afternoon at the popular Virginia Beach Boardwalk.
  • Relax with drinks and a romantic dinner at the Catch 31 Fish House & Bar.
  • Visit the Great Dismal Swamp National Wildlife Refuge.
  • Discover history at the American Civil War Museum at the Mariners’ Museum and Park.
  • Enjoy an intimate farewell dinner at the Vintage Tavern featuring locally sourced ingredients.
  • Enjoy your trip and come back soon!

How to get there

Plane

The best way to get to Chesapeake in the United States by plane is to fly into Norfolk International Airport (ORF), which is located 15 miles north of Chesapeake. There are several major airlines that fly into this airport, including American Airlines, Delta, and United.

Car

The best way to get to Chesapeake by car is to take Interstate 64 or Interstate 464, which both run through the city. If you’re coming from the north, take I-64 eastbound and exit at Greenbrier Parkway. If you’re coming from the south, take I-464 north and take the exit for Battlefield Boulevard.

Train

There is no train station in Chesapeake, Virginia. The closest train station is the Newport News Amtrak station, which is located about 25 miles east of Chesapeake. From there, you can take a taxi or rent a car to get to Chesapeake.

Boat

The best way to get to Chesapeake by boat is to take a cruise to Norfolk, Virginia, which is located just north of Chesapeake. From there, you can take a taxi or rent a car to get to Chesapeake.

Bus

The best way to get to Chesapeake by bus is to take the Greyhound bus to the Norfolk Bus Station, which is located about 10 miles north of Chesapeake. From there, you can take a taxi or rent a car to get to Chesapeake.

More travel plans

Escape on a Long Weekend to Romantic Chesapeake

A romantic trip to Chesapeake, United States promises breathtaking views of the Bay Bridge and the Chesapeake Bay. Couples can indulge in a romantic sunset cruise or a waterfront dinner at one of the many local seafood restaurants. The area also offers charming bed and breakfast accommodations, perfect for a cozy getaway.

Chesapeake Adventures: Family Fun on a Budget!

Chesapeake, located on the east coast of the United States, offers a perfect family-friendly getaway. Explore its rich history and culture by visiting historical sites such as the Chesapeake Arboretum and the Chesapeake Planetarium. Engage in outdoor activities like hiking in the Great Dismal Swamp National Wildlife Refuge or enjoying a day at the Chesapeake City Park, complete with playgrounds, picnic areas, and sports courts, making it an ideal destination for a fun-filled family vacation.

Chesapeake on a Shoestring: 2 Days of Adventure

A trip to Chesapeake, United States on a limited budget can still be rewarding. Take advantage of free attractions such as the Great Dismal Swamp National Wildlife Refuge and the Chesapeake Arboretum. Stay in affordable accommodations such as motels or Airbnbs and try local seafood for a budget-friendly meal.

Chesapeake Unleashed: A 4-Day Adventure Guide

Chesapeake is a fantastic destination for budget travelers. With plenty of free outdoor activities like hiking and bird watching, visitors on a tight budget can still experience the natural beauty of the area. Additionally, there are many affordable lodging and dining options available for those looking to save money.