Escape on a Long Weekend to Romantic Chesapeake

Fall in love all over again in Chesapeake, US - the perfect romantic getaway destination!

22 April 2023

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.

Save and get deals

Travel plan

Getting latest place information
Day 1

Arriving in Chesapeake

  • Check into Delta Hotels by Marriott Chesapeake
  • Take a stroll through the tranquil Great Bridge Lock Park
  • Grab lunch at the charming Leaping Lizard Cafe
  • Explore the Chesapeake Arboretum and immerse yourself in natural beauty
  • Enjoy a romantic dinner at the elegant Vintage Tavern
Day 2

Waterfront Adventures

  • Indulge in a filling breakfast at Hashi Food Truck
  • Visit the tranquil Northwest River Park and Campground for horseback riding
  • Go kayaking or paddleboarding on the Intracoastal Waterway with Chesapean Outdoors
  • Head to Hampton Roads Winery for a wine tasting session
  • Dine at the waterfront Blue Pete's Restaurant for a stunning sunset view
Day 3

Culture and History

  • Savor a Southern-style brunch at Towne Place Suites by Marriott Chesapeake
  • Explore the historic Dismal Swamp Canal Trail and its intriguing history
  • Head to Chesapeake Central Library for their extensive collection of regional literature
  • Visit Chesapeake City Park and attend one of the events occuring there
  • End your trip at TASTE, a bakery filled with the best sweets and desserts to satisfy your cravings.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

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.

Destination

Chesapeake

Welcome to the land of crabs, Baywatch-style beach days, and more Old Bay seasoning than you can shake a stick at. Grab your sunscreen and a mallet – let's explore the bounty of the Chesapeake region!

 Save and get deals

Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Romantic Chesapeake: 4-Day Escape for Couples

Chesapeake is a charming city in the United States that makes for an ideal romantic getaway. With its scenic waterfront, numerous parks and nature trails, and quaint historic districts, Chesapeake offers a peaceful and intimate environment for couples to explore and spend quality time together. From enjoying a romantic dinner at one of the city's many restaurants to strolling along the picturesque Great Bridge Lock Park, there's no shortage of romantic experiences to be had in Chesapeake.

Discover Chesapeake: A Fun-Filled 4-Day Adventure

Chesapeake is a delightful and scenic destination for travelers to the United States, offering a diverse array of activities and attractions. Visitors can explore the pristine natural beauty of the Chesapeake Bay or visit historic landmarks such as the Great Bridge Battlefield and Waterways Museum. Whether you enjoy outdoor adventures or cultural experiences, Chesapeake has something to offer everyone.

Adventure and Flavor: A Day in Chesapeake

As a tourist, visiting Chesapeake promises an unforgettable experience filled with natural beauty and rich history. From exploring the Great Dismal Swamp National Wildlife Refuge to kayaking on the Intracoastal Waterway, the city offers many opportunities to explore its scenic outdoors. Additionally, visiting historical landmarks such as the Chesapeake Central Library and the 1828 Great Bridge Battlefield and Waterways Park offers a glimpse into Chesapeake's roots and the significant role it played in American history.

A Weekend of Adventure in Chesapeake, Virginia

Chesapeake, located in the state of Virginia, offers a range of activities for tourists. One can explore the vast Chesapeake Bay by boat, indulge in seafood at local restaurants, and visit historic sites such as the Great Bridge Battlefield & Waterways Museum. Those seeking outdoor activities can hike, bike, or fish in the nearby parks.