Chesapeake Beach Vacation Packages 2026 from $595

Chesapeake Beach flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Courtyard Silver Spring Downtown

Downtown Silver Spring

$595

per person

Jun 4 - Jun 9

found 7 hours ago

Roundtrip flight included

San Juan (SJU) to Washington (DCA)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

DC Airport Metroline Apartments

Crystal City

Save 100% on your flight

$978

per person

Jun 17 - Jun 21

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

A 24-hour gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Elegant Apartments Near the Pentagon

Crystal City

Save 100% on your flight

$872

per person

Jun 17 - Jun 21

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

A 24-hour gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. Business travelers can take advantage of the 24-hour business center.

Crystal City Comfortable Apartments

Crystal City

Save 100% on your flight

$872

per person

Jun 17 - Jun 21

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

A 24-hour gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. A garden, a communal living room, and express check-out are also on offer.

DC Charm in Crystal Apartments

Save 100% on your flight

$847

per person

Jun 17 - Jun 21

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

This apartment features free WiFi in public areas, barbecue grills, and self parking. A business center, a garden, and a picnic area are also on offer.

Top Chesapeake Beach hotels deals

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

$177 total

per night

May 10 - May 11

A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax with drinks at one of the 2 bars/lounges.

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater MD

$114 total

per night

May 7 - May 8

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Spark by Hilton Waldorf

11770 Business Park Drive Waldorf MD

$99 total

per night

May 3 - May 4

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Econo Lodge Andrews Air Force Base

7851 Malcolm Road Clinton MD

$72 total

per night

May 3 - May 4

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. A safe deposit box and laundry facilities are also provided.

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive Annapolis MD

$129 total

per night

May 3 - May 4

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free self-serve breakfast each morning.

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD

$663 total

per night

Apr 27 - Apr 28

This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.

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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.

Popular places to visit

Breezy Point New York Aerial View beach and houses

Breezy Point Beach

4.5/5(10 reviews)

Why not spend a carefree afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area, or simply enjoy its restaurants.

Chesapeake Beach Water Park

4.5/5(22 reviews)

Enjoy the thrill rides with your kiddos at Chesapeake Beach Water Park during your trip to Chesapeake Beach. Visit the spas in this relaxing area, or simply enjoy its restaurants.

Rod n Reel Charter Fishing

4.5/5(3 reviews)

Explore the waterfront in Chesapeake Beach with a trip to Rod n Reel Charter Fishing. Visit the spas in this relaxing area, or simply enjoy its restaurants.

Frequently asked questions

How much are vacation packages to Chesapeake Beach?

Your vacation dreams can come true in Chesapeake Beach for as low as $595. Package deals include flights and hotels, and they'll make your booking a breeze. All you'll have to concentrate on is getting out there and having a great time.

How long should my Chesapeake Beach vacation be?

Your Chesapeake Beach break can be as long or as short as you would like it to be, but the majority of people stay roughly 2 nights. Eager to veer off the beaten path and uncover some lesser-known sights? Lock in a few extra nights and experience another side of this destination.

Where can I get the best vacation package deals for Chesapeake Beach?

You'll discover an amazing range of Chesapeake Beach package deals on Travelocity. With 400 airlines and 1,000,000 properties around the globe, putting together the ultimate escape will be a piece of cake.

Why should I purchase my Chesapeake Beach vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any lower price you're able to find. Add on our 24/7 support and superb service and the vacation of your dreams is closer than ever before.

Will I save money on my Chesapeake Beach car rental if I bundle it with hotels and flights?

You certainly can — combine your hotel, car and flight into a Chesapeake Beach vacation package and you'll save a tidy sum. With so much to see in and around Chesapeake Beach, that rental vehicle will make it easy to explore. Once you've slid into the driver's seat, hit the wide open road and make your way to Liberty Bell Center, a famous sight around 110 mi from Chesapeake Beach.

Which airport is best for Chesapeake Beach?

Many travelers fly into Ronald Reagan Washington National Airport (DCA), 30 mi west of downtown Chesapeake Beach. Others prefer Washington Dulles Intl. Airport (IAD) (50 mi away from central Chesapeake Beach) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (35 mi away from central Chesapeake Beach).

What is there to do in Chesapeake Beach?

While getting off the beaten track can be rewarding, you shouldn't miss the big-name attractions that make a place famous. Breezy Point Beach and Chesapeake Beach Water Park are a couple of them in Chesapeake Beach.

Where should I stay when visiting Chesapeake Beach?

The Rod N Reel Resort is the number one choice of many travelers. Book now before it's too late.