Chesapeake Beach Vacation Packages 2025 from $288

Chesapeake Beach flight + hotel vacation packages

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

Hotel Arboretum

Northeast

per person

Aug 31 - Sep 4

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.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

per person

Aug 31 - Sep 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

Rosewood Washington, D.C.

Northwest

Save 100% on your flight

per person

Aug 28 - Aug 31

found 21 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

The aparthotel's outdoor pool, indoor pool, and 2 bars/lounges are among the featured amenities. Families will appreciate complimentary bicycles and in-room childcare. Enjoy the 24-hour gym and perks like free WiFi.

DoubleTree by Hilton Washington DC North/Gaithersburg

Save 100% on your flight

per person

Jul 30 - Aug 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Washington (DCA)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Salamander Washington DC

Southwest

Save 100% on your flight

per person

Aug 28 - Aug 31

found 21 hours ago

Roundtrip flight included

Atlanta (ATL) to Washington (DCA)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.

Top Chesapeake Beach hotels deals

Rod 'N' Reel Resort

4165 Mears Ave, Chesapeake Beach, MD

Free Cancellation

Reserve now, pay when you stay

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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

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive, Annapolis, MD

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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

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr, Edgewater, MD

Free Cancellation

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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 buffet breakfast each morning.

Pool

Breakfast included

Candlewood Suites Annapolis by IHG

1 Womack Dr, Annapolis, MD

Free Cancellation

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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

Quality Suites

11765 Business Park Dr, Waldorf, MD

Free Cancellation

Reserve now, pay when you stay

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This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. There's a gym on site, and a 24-hour front desk and a convenience store are also provided.

Breakfast included

Parking included

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

9310 Marlboro Pike, Upper Marlboro, MD

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Breakfast included

Parking included

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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 $288. 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.