Cheltenham Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Cheltenham
Washington Plaza Hotel
10 Thomas Circle NW Washington DC
Fully refundableReserve now, pay when you stay
S$160
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (5,443 reviews)
"No complaints. Great location"
Reviewed on 6 Sept, 2026
Hilton Washington DC Capitol Hill
525 New Jersey Ave Nw Washington DC
S$276
27 Sept - 28 Sept
includes taxes & fees
Omni Shoreham Hotel Washington DC
2500 Calvert St Nw Washington DC
Fully refundableReserve now, pay when you stay
S$260
7 Sept - 8 Sept
includes taxes & fees
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 Wildlife Management Area
You can take time to visit Cheltenham Wildlife Management Area during your travels to Cheltenham.
Cheltenham Recreational Facility
Explore the great outdoors at Cheltenham Recreational Facility, a lovely green space in Cheltenham.
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.
What to do in Cheltenham
George Washington's Mount Vernon Gardens & Grounds Admission
S$38
per adult
Discover Alexandria: Historic Homes, Churches, and Taverns!
S$38
per adult
92% of travellers recommend
Mount Vernon & Old Town Alexandria Tour with Historian Guide
S$126
per adult
Frequently asked questions
How much does a Cheltenham holiday package cost?
You'll find cheap prices 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 holiday to Cheltenham costs.
What are the cheapest months to go to Cheltenham?
You're likely to find lower prices and greater availability in January, February and November. Browse our cheap Cheltenham holiday packages and you could score some great off-season discounts.
How many days is enough for Cheltenham?
Typically, a handful of days is enough to tick off the top sights during your Cheltenham holiday. However, if you'd like to have time to chill out or go on day trips, consider extending your trip.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Cheltenham?
- Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Cheltenham.
- Work out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodation will likely be the largest expense during your trip to Cheltenham.
- Decide how long to go for: Now that you know more about Cheltenham, you can figure out the right length of your break. Create a draft plan and give yourself enough time for all the things you want to do.
- Combine your accommodation and airfare: After you've nailed down your travel dates and duration, book the perfect Cheltenham holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
