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.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (1,800 reviews)
Great location! Wonderful staff.

Reviewed on Jul. 9, 2025

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Save 100% on your flight
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8.8/10 Excellent! (1,001 reviews)
The staff was very nice and attentive to issues, but overall the property was a bit run down, smaller for what you pay for, dog barking constantly next door, TV didn't work, and Rollaway wasn't in room as requested. The price is truly for location and history, but truly don't think worth the price when extras that would normally be included in the price of the hotel, you had to pay extra.

Reviewed on Jul. 13, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.2/10 Very Good! (1,001 reviews)
Very quiet and clean.

Reviewed on Jul. 9, 2025

Hotel Burg

Hotel Burg

4 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
No reviews
Washington Hilton

Washington Hilton

4 out of 5
Northwest
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8/10 Very Good! (1,011 reviews)
Great hotel with a great location. Only a 45 minute walk from the national mall, with a ton of good food options on the way

Reviewed on Jul. 12, 2025

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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
The price is CA $149 per night from Aug 16 to Aug 17
CA $149
CA $173 total
Aug 16 - Aug 17
includes taxes & fees
8.6/10 Excellent! (4,478 reviews)
"Wonderful staff! Cleanliness is on point! Loved the entire stay!"

Reviewed on Jul. 15, 2025

Washington Plaza Hotel
Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
2500 Calvert St Nw, Washington, DC
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Aug 1 to Aug 2
CA $144
CA $207 total
Aug 1 - Aug 2
includes taxes & fees
8.6/10 Excellent! (1,987 reviews)
"Clean"

Reviewed on Jul. 15, 2025

Omni Shoreham Hotel
Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
1001 14th St NW, Washington, DC
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Aug 10 to Aug 11
CA $148
CA $213 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,488 reviews)
"We really enjoyed the location of this hotel, it was walkable and Lyft was used when necessary!"

Reviewed on Jul. 14, 2025

Hamilton Hotel Washington DC
See all 4,760 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Cheltenham vacation package cost?
You can pick up a vacation package to this top destination from CA $547 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.