Cheltenham Vacations from $458

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Your Cheltenham Vacation

The stress-free way to experience this city is with a tailor-made Cheltenham vacation package. Base yourself in the neighborhood of Old Town Alexandria, which is great for walking, gift and craft shops and cafes or choose someplace else — our packages are all about you. Rosaryville State Park is just one of the must-see attractions to check off your itinerary during a trip to Cheltenham. Expedia is here to help you escape the everyday. Tailor your vacation to Cheltenham to match your travel style, whatever that may look like.

The Latest Cheltenham vacation packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Save 100% on your flight
Price was $705, price is now $458 per person
$458
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,000 reviews)
Nice

Reviewed on Jul 8, 2026

The Waypoint

The Waypoint

2 out of 5
West Rehoboth
Price was $1,108, price is now $538 per person
$538
per person
Aug 7 - Aug 10
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (118 reviews)
The check-in is virtual.

Reviewed on Jul 7, 2026

The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $937, price is now $516 per person
$516
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,006 reviews)
Location and friendly staff.

Reviewed on Jul 7, 2026

Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $1,589, price is now $997 per person
$997
per person
Oct 2 - Oct 5
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.6/10 Exceptional! (81 reviews)
The staff made the trip feel like I was welcomed and mattered! Absolutely would recommend!

Reviewed on Jul 5, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $816, price is now $519 per person
$519
per person
Aug 23 - Aug 29
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
8.2/10 Very Good! (1,005 reviews)
Excellent environment within auniversity. Clean and decent hotel with nice staff.

Reviewed on Jul 7, 2026

Don't see what you're looking for?
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Stay near popular Cheltenham attractions

Cheltenham Tennis Courts

Catch an event at Cheltenham Tennis Courts during your trip to Rosaryville. Take in the festivals and mountain views in the area.
See properties

What to do in Cheltenham

George Washington's Mount Vernon Gardens & Grounds Admission

George Washington's Mount Vernon Gardens & Grounds Admission

$30
per adult
George Washington's Mount Vernon Gardens & Grounds Admission
Chesapeake Beach: Sunset Sailing Cruise with Snacks

Chesapeake Beach: Sunset Sailing Cruise with Snacks

$114
per adult
Chesapeake Beach: Sunset Sailing Cruise with Snacks
Alexandria: American Revolution Guided Walking Tour

Alexandria: American Revolution Guided Walking Tour

$30
per adult
100% of travellers recommend
Alexandria: American Revolution Guided Walking Tour
See all activities in Cheltenham

Cheltenham Hotel Deals

Washington Plaza Hotel

Washington Plaza Hotel

4 out of 5
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $123 total per night from Aug 2 to Aug 3
$123 total
Aug 2 - Aug 3
Total with taxes and fees
8.8/10 Excellent! (5,261 reviews)
"Really great for the price I paid."

Reviewed on Jul 7, 2026

Washington Plaza Hotel
Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
1001 14th St NW Washington DC
$141 nightly
The price is $159 total per night from Aug 2 to Aug 3
$159 total
Aug 2 - Aug 3
Total with taxes and fees
8.8/10 Excellent! (3,484 reviews)
"Great location for visiting the National Mall/White House area. The staff was friendly and helpful. It was so refreshing to come back from a long day of sightseeing and have a beautifully cleaned room."

Reviewed on Jul 7, 2026

Hamilton Hotel Washington DC
Omni Shoreham Hotel Washington DC

Omni Shoreham Hotel Washington DC

4 out of 5
2500 Calvert St Nw Washington DC
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $189 total per night from Jul 26 to Jul 27
$189 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (2,402 reviews)
"Very unique, historic hotel still in great shape with good ambience!"

Reviewed on Jul 8, 2026

Omni Shoreham Hotel Washington DC
See all 5,022 properties in Cheltenham
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.

Find the Best Cheltenham Vacation Packages

Cheltenham Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)
Top Sights
Six Flags America, Delaware Seashore State Park and Fridays Creek Winery

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Frequently asked questions

How much does a Cheltenham vacation package cost?
You'll find cheap prices from $458 on Expedia for your Cheltenham getaway. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Cheltenham costs.
What are the cheapest months to go to Cheltenham?
If you're hoping to book a cheap Cheltenham vacation package, consider planning a trip in November, December and January. You'll generally find better prices on accommodations and flights during these months — perfect for a budget-friendly break.
How many days is enough for Cheltenham?
The ideal length of your Cheltenham vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to go to all the main attractions and explore some hidden treasures along the way.
How to find the best Cheltenham package deals?
Start your search for a Cheltenham package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cheltenham package deal right away, just 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 Cheltenham adventure off to a flying start.
Is it cheaper to book a Cheltenham vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still get the freedom to create a tailored Cheltenham vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Cheltenham?
If you're planning a spur-of-the-moment Cheltenham adventure, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Cheltenham vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Cheltenham break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.