Cheltenham Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Cheltenham

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 S$162 per night from 30 Jun to 1 Jul
S$162
30 Jun - 1 Jul
includes taxes & fees
8.6/10 Excellent! (4,349 reviews)
"Great staff and great view of the city with the historical pool"

Reviewed on 12 Jun, 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 S$227 per night from 1 Jul to 2 Jul
S$227
1 Jul - 2 Jul
includes taxes & fees
8.6/10 Excellent! (1,916 reviews)
"Friendly staff, amazing breakfast and great pool. self parking was not an option, valet only."

Reviewed on 13 Jun, 2025

Omni Shoreham Hotel
Sheraton Pentagon City Hotel
Sheraton Pentagon City Hotel
3.5 out of 5
900 S Orme St, Arlington, VA
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 20 Jun to 21 Jun
S$145
20 Jun - 21 Jun
includes taxes & fees
8.2/10 Very Good! (2,256 reviews)
Nice
"Tight hotel that displayed that they welcome the lgbtq+ community during our stay. If ever in dc again would stay again."

Reviewed on 13 Jun, 2025

Sheraton Pentagon City Hotel
See all 4,578 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.

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?

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