Chesapeake Beach Vacation Packages 2026/2026 from $364

Chesapeake Beach flight + hotel vacation packages

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

Home2 Suites By Hilton Ashburn, Va

Save 100% on your flight

$364

per person

Feb 12 - Feb 19

found 6 hours ago

Roundtrip flight included

Denver (DEN) to Washington (DCA)

This hotel features a gym and a seasonal outdoor pool. Guests will appreciate freebies like buffet breakfast and free self parking.

Hotel Arboretum

Northeast

Save 100% on your flight

$416

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 4 onsite conference rooms. A gym is on site, and self parking and a 24-hour front desk are also offered.

Embassy Suites by Hilton Washington D.C. – Convention Center

Downtown Washington D.C.

Save 100% on your flight

$605

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the free cooked-to-order breakfast each morning.

The Watermark Hotel

Save 100% on your flight

$773

per person

Feb 12 - Feb 19

found 6 hours ago

Roundtrip flight included

Denver (DEN) to Washington (DCA)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Enjoy the a rooftop terrace and free perks like full breakfast and WiFi in public areas. Self parking, a 24-hour business center, and a coffee shop are also offered.

SIXTY DC

Downtown Washington D.C.

$387

per person

Feb 13 - Feb 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Luggage storage is provided and the front desk is staffed around-the-clock.

Top Chesapeake Beach hotels deals

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$151 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

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.

Pool

Spa

Spark by Hilton Waldorf

11770 Business Park Drive Waldorf MD

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$88 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.

Breakfast included

Pet friendly

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater MD

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$104 total

Dec 28 - Dec 29

Total with taxes and fees

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.

Pool

Breakfast included

Residence Inn by Marriott Waldorf

3020 Technology Place Waldorf MD

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$117 total

Dec 22 - Dec 23

Total with taxes and fees

This hotel features a 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 full breakfast each morning.

Pool

Breakfast included

Candlewood Suites Annapolis by IHG

1 Womack Dr Annapolis MD

Free Cancellation

$84 nightly

$96 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and laundry facilities and barbecue grills are also offered.

Pet friendly

Parking included

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive Annapolis MD

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$115 total

Dec 14 - Dec 15

Total with taxes and fees

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.

Pool

Hot Tub

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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

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.

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.

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 $364. 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.