Cheltenham Vacations from $710

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Your Cheltenham Vacation

Say goodbye to the worries of planning and hello to a Cheltenham vacation package. With everything organized before you go, you can focus on discovering the best of this city, starting with Montpellier, which is good for bars and pubs, dining and cafes. Make your trip to Cheltenham even more fun and exciting by going sightseeing. Cheltenham Racecourse, Sudeley Castle and Cheltenham Town Hall are some of the top attractions worth exploring. Whoever you're heading away with and whatever your bank balance, your dream Cheltenham vacation is just clicks away with Expedia.

The Latest Cheltenham vacation packages

Price found within the past 48 hours. Click for updated prices.
Old County Court

Old County Court

3.5 out of 5
Coventry City Centre
Price was $823, price is now $710 per person
$710
per person
Sep 24 - Sep 29
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
8/10 Very Good! (78 reviews)
I was staying for two nights and it suited my purposes perfectly. Apartment was clean and functional and its location beside the cathedral and a Wetherspoon pub was a bonus. There is a lively nightlife which could be off putting for some but I wasn’t overly disturbed by it.

Reviewed on Jul 1, 2025

Dancenter Birmingham Airport Near Nec

Dancenter Birmingham Airport Near Nec

3 out of 5
Price was $908, price is now $723 per person
$723
per person
Sep 24 - Sep 29
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
6.6/10 (16 reviews)
Good experience, only issue was that the room was too hot as radiators stayed on even though on off position but otherwise good location.

Reviewed on Apr 27, 2025

New Hall Hotel & Spa

New Hall Hotel & Spa

4 out of 5
Price was $1,245, price is now $1,020 per person
$1,020
per person
Sep 24 - Sep 29
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Birmingham (BHX)
9.2/10 Wonderful! (554 reviews)
Beautiful property and attentive staff

Reviewed on Aug 15, 2025

Cozy Cotswolds Retreat in Dursley

Cozy Cotswolds Retreat in Dursley

2 out of 5
Price was $1,476, price is now $1,218 per person
$1,218
per person
Oct 24 - Oct 28
found 6 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Birmingham (BHX)
No reviews
Don't see what you're looking for?
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Discover the most popular places to visit in Cheltenham

Sudeley Castle featuring heritage architecture, a church or cathedral and a garden

Sudeley Castle

4.5/5(2 reviews)

Uncover centuries of royal history amid the halls, gardens and art exhibitions of this 15th-century castle set in the shadow of the Cotswold Hills.

Sudeley Castle
Cheltenham Town Hall

Cheltenham Town Hall

4/5(2 reviews)

Find out about the history of Cheltenham when you take a trip to Cheltenham Town Hall. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Cheltenham Town Hall
The Model Village which includes interior views

The Model Village

Walk amid a scale model replica of the shops, houses and historic landmarks that were present in Bourton-on-the-Water during the 1930s.

The Model Village

What to do in Cheltenham

Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

Scenic Transfer from Stratford Upon Avon to London Via Cotswolds

$120
per adult
Scenic Transfer from Stratford Upon Avon to London Via Cotswolds
Classic Cotswolds – Online Self-Guided Road Trip Plan

Classic Cotswolds – Online Self-Guided Road Trip Plan

$17
per traveler
Classic Cotswolds – Online Self-Guided Road Trip Plan
Bourton-on-the-Water

Private One Day Luxury Tour of The Cotswolds

$1,256
per traveler
Private One Day Luxury Tour of The Cotswolds
See all activities in Cheltenham

Cheltenham Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road, Brockworth, Cheltenham, England
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $103 total per night from Sep 4 to Sep 5
$103 total
Sep 4 - Sep 5
Total includes taxes and fees
8.2/10 Very Good! (1,004 reviews)
"Great value for money"

Reviewed on Aug 17, 2025

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $103 total per night from Aug 31 to Sep 1
$103 total
Aug 31 - Sep 1
Total includes taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Amazing reception, great gym, perfect breakfast, but no air con and pillow (both available) quite big."

Reviewed on Aug 12, 2025

Leonardo Hotel Cheltenham
Queens Hotel Cheltenham

Queens Hotel Cheltenham

4 out of 5
The Promenade, Cheltenham, England
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $146 total per night from Aug 25 to Aug 26
$146 total
Aug 25 - Aug 26
Total includes taxes and fees
8.8/10 Excellent! (1,005 reviews)
"Comfortable bed Unfortunately the air conditioning did not seem to be working ; there were no clear instructions how to use it so the room was like an oven"

Reviewed on Aug 17, 2025

Queens Hotel Cheltenham
See all 1,118 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.

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Frequently asked questions

How much does a Cheltenham vacation package cost?
You can snap up a vacation package to this popular destination from $710 on Expedia. However, how much your vacation to Cheltenham costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Cheltenham?
You can typically find reduced prices and better availability in November, December and January. Explore our cheap Cheltenham vacation packages and you could score some excellent off-season deals.
How many days is enough for Cheltenham?
We recommend planning a Cheltenham vacation for a minimum of 2 days. This will give you enough time to check off top sights including Cheltenham Playhouse and Winchcombe Folk and Police Museum, and explore neighborhoods like Shurdington and Birdlip. You could even slot in one or two day trips outside of Cheltenham.
Is it worth booking a vacation package to Cheltenham?
Cheltenham is a good vacation destination with attractions like Cheltenham Racecourse among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Cheltenham vacation promises a good time for everyone.
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 order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Cheltenham package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cheltenham vacation as a package?
You can enjoy significant savings on your next Cheltenham getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Cheltenham?
Land incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Cheltenham vacation.
How to plan a trip to Cheltenham?

  1. Choose your dates: What you want to do in Cheltenham and your preferred season will help you decide when to travel.
  2. Budget wisely: On top of the price of your hotel, you should factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Cheltenham.
  3. Discover Cheltenham using Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Cheltenham. You can also save your favorite places, collaborate with family and friends and organize all your plans in one place.
  4. Determine how many days away: Start by listing all the attractions you'd like to get to in Cheltenham. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Cheltenham vacation package.
  6. Book activities and experiences in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on Cheltenham's highlights. Find all the fun things to do in Cheltenham with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Cheltenham vacation packages?
Your Cheltenham trip is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.