A harbor with boats docked, a pier, and a row of houses along the water.

Chesapeake Beach Vacations from $280

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Chesapeake Beach Vacation

Lock in a Chesapeake Beach vacation package and prepare for an exciting getaway. Noted for its family-friendly attractions and laid-back lifestyle, there's lots to like about this lively city. You'll want to do some exploring during your trip to Chesapeake Beach. Drop by famous attractions like Breezy Point Beach, Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. Stop daydreaming and start traveling. Explore the multitude of options on Expedia today and put your Chesapeake Beach vacation plans into action!

The Latest Chesapeake Beach Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 25

    Convention center Indoor free parking + Flight

    Downtown Baltimore
    5 nights
    4.0 star property
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop BWI - ATL • Nonstop
    $453
    $280
    per traveler
    found 1 day ago
    Convention center Indoor free parking
  • Jan 27 - Feb 2

    Eurostars Saint Gregory Dupont Circle Georgetown + Flight

    Downtown Washington D.C.
    6 nights
    4.0 star property
    8.6/10 - Excellent (1,005 reviews)
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop IAD - ATL • Nonstop
    $833
    $528
    per traveler
    found 6 hours ago
    Eurostars Saint Gregory Dupont Circle Georgetown
  • Feb 4 - Feb 7

    The Potomac Hotel, Autograph Collection + Flight

    Southwest
    3 nights
    5.0 star property
    9.4/10 - Exceptional (1,062 reviews)
    "This a beautiful property! Rooms are huge! Great place to stay."
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop IAD - ATL • Nonstop
    $731
    $472
    per traveler
    found 1 day ago
    The Potomac Hotel, Autograph Collection
  • Feb 4 - Feb 7

    Sofitel Washington DC Lafayette Square + Flight

    Downtown Washington D.C.
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,300 reviews)
    "Rooms were short on closet space and no dressers to put clothes for an 8 day stay"
    Reviewed November 9, 2026
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop IAD - ATL • Nonstop
    $575
    $374
    per traveler
    found 1 day ago
    Sofitel Washington DC Lafayette Square
  • Jan 20 - Jan 25

    The Hotel at Arundel Preserve + Flight

    Arundel Mills
    5 nights
    3.5 star property
    9.4/10 - Exceptional (2,034 reviews)
    "nice pool and gym. great room soft beds ect...high recommend"
    Reviewed November 10, 2026
    Roundtrip • Atlanta (ATL) - Baltimore (BWI)
    ATL - BWI • Nonstop BWI - ATL • Nonstop
    $498
    $324
    per traveler
    found 1 day ago
    The Hotel at Arundel Preserve

Where to stay near Chesapeake Beach

Chesapeake Beach, a charming bayside town on Maryland's western shore, offers a perfect blend of relaxation and recreation. Explore the scenic beauty, friendly atmosphere, and family-friendly activities, while nearby charming towns and the Greenbrier neighborhood enhance your visit to Maryland.

Upper Marlboro

Discover Upper Marlboro, a welcoming destination perfectly suited for families and weekend getaway seekers who will appreciate its blend of urban charm and outdoor activities. With attractions like the National Mall, the Smithsonian Institution, and the Show Place Arena nearby, visitors will find plenty to explore. Located about 14 miles by car from Chesapeake Beach, Upper Marlboro offers a convenient base for your adventures, making it a smart choice for a memorable stay.

North Beach

Experience the charm of North Beach, an excellent hub for couples and families eager to enjoy a beach getaway. With attractions like the scenic Breezy Point Beach, the engaging Chesapeake Beach Railway Museum, and the exciting Rod n Reel Charter Fishing, visitors can immerse themselves in outdoor activities and local culture. Located about 0.9 mile drive from Chesapeake Beach, North Beach offers easy access to both relaxation and adventure, making it a smart choice for your stay.

Rose Haven

Make your vacation planning effortless by staying in Rose Haven, a charming village perfect for couples and families who love nature and outdoor adventures. Just a short drive from Chesapeake Beach, Rose Haven offers access to beautiful bay views, sandy beaches, and the serene Breezy Point Beach. Explore local history at the Bayside History Museum or enjoy a day of fishing with Rod n Reel Charter Fishing. Choosing Rose Haven for your stay means immersing yourself in a delightful coastal experience.

Owings

Immerse yourself in Owings, where families, couples, and adventure seekers can easily access the stunning Breezy Point Beach and the exciting activities at Show Place Arena. This vibrant area, located about 4 miles by car from Chesapeake Beach, offers a blend of outdoor scenery and recreational opportunities, making it a perfect base for your Maryland getaway. With its diverse attractions and welcoming atmosphere, Owings is a smart choice for your vacation stay.

Sunderland

Travelers seeking adventure and scenic beauty will find Sunderland to be the ideal base for their vacation, featuring attractions like Breezy Point Beach and the Chesapeake Beach Railway Museum. This charming city offers ample outdoor activities and family-friendly experiences, making it a great choice for couples and families alike. Located about 4 miles by car from Chesapeake Beach, Sunderland provides easy access to recreational areas and shopping centers, ensuring a delightful stay for all visitors.

Discover the most popular places to visit in Chesapeake Beach

What to do in Chesapeake Beach

Chesapeake Beach Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

What's included in a Chesapeake Beach vacation package?

A Chesapeake Beach vacation package lets you combine round-trip flights, your hotel stay, and a rental car, offering convenience and potential savings. As a beach destination, Chesapeake Beach packages often include direct beach access, allowing you to easily enjoy the shore. Nearly all package hotels here offer ocean views, enhancing your coastal experience. Many hotels also provide amenities like free breakfast and sometimes airport shuttle service to and from airports like Washington, DC (DCA-Ronald Reagan Washington National).


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Chesapeake Beach vacation package?

When you bundle, you can save up to 30%*. To save money on a Chesapeake Beach package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Chesapeake Beach?

For families, a Chesapeake Beach vacation package built around a stay at the 4-star Rod 'N' Reel Resort is an excellent choice. Rated 9 out of 10, this resort offers family rooms, a game room, and both indoor and outdoor pools, making it easy to keep everyone entertained. Travelers frequently praise the staff for being so accommodating, which helps make for a smooth and enjoyable trip.


Couples seeking a romantic getaway will find a Chesapeake Beach vacation package with a stay at the Rod 'N' Reel Resort highly appealing. This 4-star property, rated 9 out of 10, features a relaxing spa and a bar/lounge, perfect for unwinding together. Its excellent facilities contribute to an overall fabulous experience, according to travelers.


Travelers looking for luxury in their Chesapeake Beach vacation package should consider the Rod 'N' Reel Resort. This 4-star hotel, with a 9 out of 10 rating, provides a premium experience with its spa, restaurant, and both indoor and outdoor pools. Its great location, about a 5-minute walk from central Chesapeake Beach, adds to its appeal for a high-end stay.

Is Chesapeake Beach better suited for a beach vacation or a cultural trip?

Chesapeake Beach is primarily a beach destination, established as a resort community and known for its scenic views and outdoor activities. Nearly all package hotels offer ocean views, making it ideal for a relaxing Chesapeake Beach vacation focused on the coast.


You can enjoy beaches like Breezy Point Beach or spend time at the Chesapeake Beach Water Park. While the area also has some historical elements, such as the Chesapeake Beach Railway Museum, the main draw remains its waterfront attractions and resort amenities.

What are the top things to do in Chesapeake Beach?

A Chesapeake Beach vacation offers a mix of beach relaxation and outdoor exploration:


Browse and book things to do in Chesapeake Beach on Expedia.

Do you need to rent a car in Chesapeake Beach, or is public transport enough?

For a Chesapeake Beach vacation package, renting a car offers the most flexibility, especially if you plan to explore beyond the immediate resort area. The primary method of travel to and from Chesapeake Beach is by road, with state highways connecting to major cities like Annapolis, Baltimore, and Washington, D.C.


While many resorts offer on-site amenities and dining, a car allows you to easily visit nearby attractions or travel from airports such as Ronald Reagan Washington National Airport (DCA), Washington Dulles Intl. Airport (IAD), or Baltimore Washington Intl. Thurgood Marshall Airport (BWI). For Chesapeake Beach beach vacation packages, a rental car is recommended for convenient sightseeing.

Are Chesapeake Beach vacation package hotels conveniently located?

Chesapeake Beach vacation package hotels are generally well-located for enjoying the area's beach-focused attractions. A key option like Rod 'N' Reel Resort is conveniently situated about a 5-minute walk from central Chesapeake Beach.


Staying in this central area places you close to the boardwalk, pier, and local restaurants, making it easy to access many of the town's amenities on foot.

Can I change or cancel my Chesapeake Beach vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Chesapeake Beach vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Chesapeake Beach vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Chesapeake Beach vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Chesapeake Beach?

To find last-minute vacation packages to Chesapeake Beach, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Chesapeake Beach vacation packages?

Free cancellation on a Chesapeake Beach vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Chesapeake Beach vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Chesapeake Beach getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Chesapeake Beach vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.