Chesapeake City Holidays

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Top Flight + Hotel Deals in Chesapeake City

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Price was €2,155, price is now €1,745 per person
€1,745
per person
17 Aug - 23 Aug
found 7 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
8.8/10 Excellent! (1,902 reviews)
We checked in on July 1st and noticed AC was not cooling. Called the front desk and they said they will send someone to reset and no one came. The temperature outside was 102. By the time they offered to change the room we were already in bed. We said we can change the room next morning. They sent a small table fan. Next morning one Engineer was supposed to come and check and they said they couldn’t get in because of the sign. We have gone out for sightseeing. When we got back room was hot.we complained and we had to move our things three times to three different rooms since some of them had no safe no fridge. Finally we settled for a room without fridge. I request you to refund our first night charges since there was no AC. Hope you understand. Thanks Anand Ramachandran

Reviewed on 11 Jul 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was €2,223, price is now €1,832 per person
€1,832
per person
17 Aug - 23 Aug
found 7 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
8.8/10 Excellent! (1,005 reviews)
The property staff was awesome. Had a problem with TV and never fixed but staff did offer a change of rooms which I did not accept.

Reviewed on 11 Jul 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was €2,388, price is now €2,032 per person
€2,032
per person
17 Aug - 23 Aug
found 7 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
9/10 Wonderful! (1,206 reviews)
Poco confortable

Reviewed on 11 Jul 2026

Hotel Madera

Hotel Madera

4 out of 5
Downtown Washington D.C.
Price was €2,140, price is now €1,833 per person
€1,833
per person
17 Aug - 23 Aug
found 7 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
9.2/10 Wonderful! (1,007 reviews)
Great location and nice spacious room - A/C was out third night with no notification from staff and the water station did not work on our floor.. unacceptable in the extreme heat. Housekeeping did not do a great job.

Reviewed on 9 Jul 2026

The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Price was €2,103, price is now €1,807 per person
€1,807
per person
17 Aug - 23 Aug
found 7 hours ago
Return flight included
Casablanca (CMN) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)
It has the best gym I’ve ever seen in a hotel in DC. 10,000 sq ft. Fully appointed with everything you need. Staff was very helpful We’ll be back

Reviewed on 11 Jul 2026

Top hotels in Chesapeake City

HYDRANGEA HOUSE Waterview cozy 3-bdrm Getaway in quiet Chesapeake City AC & yard

HYDRANGEA HOUSE Waterview cozy 3-bdrm Getaway in quiet Chesapeake City AC & yard

Chesapeake City MD
10/10 Exceptional! (1 review)
"Cute place, great location!The owner told us we were the first booking since she purchased the home! It was perfect for my stay, located right by the C&D Canal, the Recreation Trail (and the bike rentals were right there!) and we walked to Schaefer’s for a sunset cocktail. I had some questions for ..."

Reviewed on 29 Jun 2026

Get rates
HYDRANGEA HOUSE Waterview cozy 3-bdrm Getaway in quiet Chesapeake City AC & yard
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundable
The price is €63 per night from 22 Jul to 23 Jul
€63
22 Jul - 23 Jul
includes taxes & fees
5.8/10 (1,015 reviews)
"There was nothing to like. The place looked like a place that is dilapidated. The tub was grimy. The bed headboard was scratched. The sheet smelled horrible. They did not come to clean and put new towels in the room. When I came there were no new towels and the bed was not made. The place smelled. ..."

Reviewed on 11 Jul 2026

Quality Inn Newark - Wilmington
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
The price is €193 per night from 22 Jul to 23 Jul
€193
22 Jul - 23 Jul
includes taxes & fees
8.8/10 Excellent! (256 reviews)
"Good location enjoyed the trip with family"

Reviewed on 11 Jul 2026

Great Wolf Lodge Perryville
See all 586 properties in Chesapeake City
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.

Stay near popular Chesapeake City attractions

Chesapeake Inn Marina

Explore the waterfront in Chesapeake City with a trip to Chesapeake Inn Marina. Stroll along the marina or experience the area's museums.
See properties

Frequently asked questions

How much does a Chesapeake City holiday package cost?
You'll find cheap prices from €1,745 on Expedia for your Chesapeake City getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Chesapeake City costs.
What are the cheapest months to go to Chesapeake City?
If you're looking to snag a cheap Chesapeake City holiday package, consider travelling in April, June and October. You'll typically find lower prices on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Chesapeake City?
The ideal length for your Chesapeake City holiday depends on what you'd like to see. Usually, a handful of days to a week will give you enough time to check out all the major sights and discover some hidden gems along the way.
How to find the best Chesapeake City package deals?
Use Expedia's filters to find some unbeatable Chesapeake City package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Chesapeake City package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Chesapeake City holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Chesapeake City trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Chesapeake City?
If you've got your Chesapeake City holiday dates locked in, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Chesapeake City?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Chesapeake City.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should factor in other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Chesapeake City.
  3. Work out your trip length: Consider how long you want to spend exploring Chesapeake City. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, lock in the ideal Chesapeake City holiday package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.