Cheltenham Vacation Packages
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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.
Top Cheltenham Vacation Deals
Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf by IHG
The Wharf
CA $1,534
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,225 reviews)
It was amazing. We missed some items in the bathroom and there were only one cup for coffee or tea. But all the rest was assome.
Reviewed on Aug 23, 2026
Harborside Hotel
Oxon Hill-Glassmanor
CA $1,036
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.8/10 Excellent! (1,891 reviews)
the picture of the King room on HOTEL.com depicts a room with a separate living room area - thats not what we got when we checked in
Reviewed on Aug 25, 2026
Ready to book your vacation to Cheltenham?
Cheltenham Hotel Deals
Washington Plaza Hotel
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
CA $151
CA $175 total
Aug 26 - Aug 27
includes taxes & fees
Arlo Washington DC
333 G St NW Washington DC
Fully refundableReserve now, pay when you stay
CA $155
CA $237 total
Sep 3 - Sep 4
includes taxes & fees
9.4/10 Exceptional! (1,963 reviews)
"Our 6 night stay at the Arlo was wonderful ! We got an amazing room in the historic section of the hotel. The amenities were very nice and the breakfast was good. The location is very convenient and the parking garage is right next door !! Would definitely recommend a stay here !"
Reviewed on Aug 25, 2026
Hamilton Hotel Washington DC
1001 14th St NW Washington DC
Fully refundableReserve now, pay when you stay
CA $160
CA $227 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (3,577 reviews)
"We have stayed at the Hamilton a number of times now and enjoy each time. The front desk staff was amazing and Sabrina really had us laughing and we enjoyed chatting with her."
Reviewed on Aug 23, 2026
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 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.
Cheltenham Recreational Facility
Explore the great outdoors at Cheltenham Recreational Facility, a lovely green space in Cheltenham.
Cheltenham Wildlife Management Area
You can take time to visit Cheltenham Wildlife Management Area during your travels to Cheltenham.
What to do in Cheltenham
Discover Alexandria: Historic Homes, Churches, and Taverns!
CA $42
per adult
92% of travellers recommend
George Washington's Mount Vernon Gardens & Grounds Admission
CA $42
per adult
Alexandria: American Revolution Guided Walking Tour
CA $42
per adult
100% of travellers recommend
Frequently asked questions
How much does a Cheltenham vacation package cost?
You can pick up a vacation package to this top destination from CA $769 on Expedia. However, how much your vacation to Cheltenham costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Cheltenham?
If you'd like to score a cheap Cheltenham vacation package, consider visiting in January, February and November. You'll typically find better rates on airfares and hotels during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Cheltenham?
The ideal duration for your Cheltenham vacation depends on what you'd like to do. Generally, a handful of days to a week will give you plenty of time to visit all the leading attractions and explore some hidden treasures along the way.
How to find the best Cheltenham package deals?
Use Expedia's filter tool to help you find some tempting Cheltenham package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Cheltenham package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Cheltenham vacation as a package?
You can enjoy significant savings on your next Cheltenham escape by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cheltenham?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Cheltenham getaway.
How to plan a trip to Cheltenham?
- Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Cheltenham.
- Budget wisely: As well as the cost of your stay, you should consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Cheltenham.
- Decide your trip length: Think about how much time you'd like to spend exploring Cheltenham. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Cheltenham vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
