Cheltenham Holidays

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    Save up to S$134 when you book a flight and hotel together*
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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$147 per night from 27 Aug to 28 Aug
S$147
27 Aug - 28 Aug
includes taxes & fees
8.6/10 Excellent! (4,573 reviews)
Great location
"Great location and good breakfast"

Reviewed on 25 Aug, 2025

Washington Plaza 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 S$189 per night from 31 Aug to 1 Sept
S$189
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (2,664 reviews)
"The hotel was very beautiful, but we were a little disappointed that the front entrance was blocked off for construction. When we got into our room it wasn't exactly as described (which wasn't a big deal) and there was a hair clip on the floor, and the bathroom was very visibly not clean. We ended ..."

Reviewed on 25 Aug, 2025

Hamilton Hotel Washington DC
The Henley Park Hotel

The Henley Park Hotel

4 out of 5
926 Massachusetts Ave NW, Washington, DC
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 26 Aug to 27 Aug
S$153
26 Aug - 27 Aug
includes taxes & fees
9/10 Wonderful! (1,154 reviews)
"Overall, the room was very nicely done. The bed was comfortable. Its downtown DC, so the was constant honking and sirens, but that was minor. Only one elevator was working at the time, so expect a little bit of a wait. The only offputting thing i experienced was a manager chewing out the person behind ..."

Reviewed on 20 Aug, 2025

The Henley Park Hotel
See all 4,781 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.