Chesapeake City Vacations from SAR4,142

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The Latest Chesapeake City Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was SAR4,880, price is now SAR4,142 per person
SAR4,142
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Dammam (DMM) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
Overall it was a good stay the room was clean.The staff was good in the beginning but at checkout the women working the front desk was rude and acted as if she didnā€™t want to be ask questions about the shuttles. And there was a problem with the printer I assume because I never received my receipt and she said she would email it .

Reviewed on 13 July 2026

Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was SAR5,727, price is now SAR4,823 per person
SAR4,823
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Dammam (DMM) to Baltimore (BWI)
9.4/10 Exceptional! (2,206 reviews)

The Poppy Georgetown

The Poppy Georgetown

4 out of 5
Northwest
Price was SAR6,379, price is now SAR5,465 per person
SAR5,465
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Dammam (DMM) to Baltimore (BWI)
9.4/10 Exceptional! (588 reviews)

The River Inn

The River Inn

4 out of 5
Northwest
Price was SAR5,350, price is now SAR4,677 per person
SAR4,677
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Dammam (DMM) to Baltimore (BWI)
9.4/10 Exceptional! (2,011 reviews)

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was SAR5,658, price is now SAR5,038 per person
SAR5,038
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Dammam (DMM) to Baltimore (BWI)
8.8/10 Excellent! (1,006 reviews)
What a wonderful stay. The staff were amazing and the facility such a nice atmosphere. The only complaint was breakfast. They were out of many items but didnā€™t reduce the price or yogurt and berries with no berries.

Reviewed on 17 July 2026

Find the Best Chesapeake City Vacation Packages

Chesapeake City Hotel Deals

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 Schaeferā€™s for a sunset cocktail. I had some questions for ..."

Reviewed on 29 June 2026

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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 SARĀ 257 per night from Aug 11 to Aug 12
SARĀ 257
SARĀ 285 total
11 Aug - 12 Aug
includes taxes & fees
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 SARĀ 739 per night from Jul 29 to Jul 30
SARĀ 739
SARĀ 828 total
29 Jul - 30 Jul
includes taxes & fees
Great Wolf Lodge Perryville
See all 595 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 vacation package cost?
You can grab a vacation package to this popular destination from SAR4,142 on Expedia. However, how much your vacation to Chesapeake City costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Chesapeake City?
If you'd like to score a cheap Chesapeake City vacation package, consider planning a trip in April, June and October. You'll typically find better rates on airfares and hotels during these months ā€” perfect for budget-conscious travelers.
How to find the best Chesapeake City package deals?
Start your search for a Chesapeake City package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Chesapeake City package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chesapeake City escape underway.
Is it cheaper to book a Chesapeake City vacation as a package?
You can enjoy significant savings on your Chesapeake City retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Chesapeake City?
If you're planning a spontaneous Chesapeake City vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Chesapeake City?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to escape to Chesapeake City.
  2. Calculate your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Chesapeake City.
  3. Decide your trip length: Think about how long you'd like to spend exploring Chesapeake City. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Chesapeake City vacation package that brings all your bookings together.