Chesapeake Beach Vacation Packages 2025/2026 from $426

Chesapeake Beach flight + hotel vacation packages

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

InterContinental Washington D.C. - The Wharf by IHG

The Wharf

Save 100% on your flight

$426

per person

Dec 26 - Dec 31

found 19 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Washington (DCA)

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$582

per person

Dec 26 - Dec 31

found 19 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Canopy by Hilton Washington DC Bethesda North

Save 100% on your flight

$569

per person

Nov 25 - Dec 2

found 18 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Washington (DCA)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Courtyard Silver Spring Downtown

Downtown Silver Spring

Save 100% on your flight

$523

per person

Nov 25 - Dec 2

found 18 hours ago

Roundtrip non-stop flight included

Chicago (ORD) 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.

Global Luxury Suites Bethesda Chevy Chase

Woodmont Triangle

Save 100% on your flight

$800

per person

Nov 25 - Dec 2

found 19 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Washington (DCA)

A restaurant and a 24-hour gym are featured at this aparthotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a seasonal outdoor pool on site, and a 24-hour front desk and a rooftop 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

$127 nightly

$139 total

Nov 23 - Nov 24

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

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr, Edgewater, MD

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$92 total

Nov 23 - Nov 24

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

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive, Annapolis, MD

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$115 total

Nov 16 - Nov 17

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

Spark by Hilton Waldorf

11770 Business Park Drive, Waldorf, MD

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$90 total

Nov 11 - Nov 12

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

St Michaels Inn

1228 S Talbot Street, St. Michaels, MD

Free Cancellation

$100 nightly

$111 total

Nov 6 - Nov 7

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.

Pool

Breakfast included

Candlewood Suites Annapolis by IHG

1 Womack Dr, Annapolis, MD

Free Cancellation

$88 nightly

$100 total

Nov 2 - Nov 3

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

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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

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

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

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 $426. 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.