Chesapeake Beach Vacations

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Find the Best Chesapeake Beach Vacation Packages

Chesapeake Beach Hotel Deals

Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is AED 493 per night from May 17 to May 18
AED 493
AED 620 total
17 May - 18 May
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Nice location

Reviewed on 12 May 2026

Rod 'N' Reel Resort
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
The price is AED 380 per night from May 25 to May 26
AED 380
AED 433 total
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
It was very impressive...the room was perfect and the staff wa s super helpful and friendly

Reviewed on 8 May 2026

Sonesta ES Suites Annapolis
Spark by Hilton Waldorf

Spark by Hilton Waldorf

3 out of 5
11770 Business Park Drive Waldorf MD
Fully refundableReserve now, pay when you stay
The price is AED 322 per night from Jun 2 to Jun 3
AED 322
AED 357 total
2 Jun - 3 Jun
includes taxes & fees
8.2/10 Very Good! (132 reviews)
Clean room. Nice staff. Nice continental breakfast. Enjoyed the stay.

Reviewed on 10 May 2026

Spark by Hilton Waldorf
See all 755 properties in Chesapeake Beach
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

How do I find cheap flights to Chesapeake Beach that have flexible change policies?
At Expedia, we've been channeling our inner yogi to give you the most flexible fares in town. Simply check the "No change fee" box directly below the filter heading "Flexible change policies" to find the best flights to Chesapeake Beach.
Which airlines fly to Chesapeake Beach?
Take your pick of a selection of airlines that operate flights into or near Chesapeake Beach. Here are a few of the best:

  • American Airlines - 7,098 flights to or near Chesapeake Beach each month, including 6,885 flights to Ronald Reagan Washington National Airport (DCA) and 212 to Washington Dulles Intl. Airport (IAD) per month.
  • United Airlines - 6,077 flights to or near Chesapeake Beach each month, including 5,270 flights to Washington Dulles Intl. Airport (IAD) and 806 to Ronald Reagan Washington National Airport (DCA) per month.
  • Delta Air Lines - 1,659 flights to or near Chesapeake Beach each month, including 1,304 flights to Ronald Reagan Washington National Airport (DCA) and 355 to Washington Dulles Intl. Airport (IAD) per month.

How can I find cheap tickets to Chesapeake Beach?
In the last seven days, was the best price for a flight to Chesapeake Beach. If you're eager to save even more, book ahead of time and be flexible with your dates. Search for your journey to Chesapeake Beach, then see prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Chesapeake Beach?
There were a lot of bargain fares up for grabs in the last seven days, with the cost of a round-trip flight to Chesapeake Beach varying between and . Many lucky travelers nabbed one-way flights from () for as low as .
What are the most popular airports to fly into in Chesapeake Beach?
When you've planned where you're going in Chesapeake Beach, choose from these well-known airports:

  • Ronald Reagan Washington National Airport (DCA) - 11,147 flights per month.
  • Washington Dulles Intl. Airport (IAD) - 6,388 flights per month.

When is the cheapest time to fly to Chesapeake Beach?
If you'd prefer to spend your vacation savings on having fun in Chesapeake Beach rather than on getting there, depart earlier in the week. The cheapest day to fly is normally Tuesday, with Monday a close second. With many people keeping their travel to weekends, Saturday typically has the most expensive fares.
How much is a plane ticket to Chesapeake Beach?
Airfares ranged from just to over the last seven days. When you're ready to book, we'll help you land an awesome deal to Chesapeake Beach.
What months are the cheapest to book a flight to Chesapeake Beach?
February is the most affordable month to lock in a seat for your Chesapeake Beach escape. Airfares are at their most expensive during the busy month of December, so avoid this time if you can.
How long is a flight to Chesapeake Beach?
Whether or not you'll have time to binge-watch your favorite series depends on where you're taking off from. To give you a rough estimate, here are the average flight times for some well-known domestic routes to Chesapeake Beach:

  • Boston, MA (BOS-Logan Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 44 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 46 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Ronald Reagan Washington National Airport (DCA) - 1 hour and 51 minutes