Cheltenham Holidays from £145

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Your Cheltenham Holiday

Say goodbye to the worries of planning and hello to a Cheltenham holiday package. With everything organised 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 holiday is just clicks away with Expedia.

Top Cheltenham Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Rugby/ Northampton M1, Jct 18 by IHG

Holiday Inn Rugby/ Northampton M1, Jct 18 by IHG

4 out of 5
per person
15 Aug - 17 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Birmingham (BHX)
8.2/10 Very Good! (568 reviews)
Welcoming, quiet and comfortable

Reviewed on 13 Jul 2025

Staverton Park Hotel & Golf Club

Staverton Park Hotel & Golf Club

4 out of 5
per person
15 Aug - 17 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Birmingham (BHX)
7.8/10 Good! (1,000 reviews)
Helpful staff. Good value.

Reviewed on 13 Jul 2025

Whittlebury Hall Hotel & Spa

Whittlebury Hall Hotel & Spa

4 out of 5
per person
15 Aug - 17 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Birmingham (BHX)
8/10 Very Good! (698 reviews)
Excellent hotel and good value for money

Reviewed on 14 Jul 2025

Eakley Stables - Woody

Eakley Stables - Woody

3 out of 5
per person
15 Aug - 17 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Birmingham (BHX)
10/10 Exceptional! (1 review)
Fawsley Hall

Fawsley Hall

4 out of 5
per person
15 Aug - 17 Aug
found 1 day ago
Return flight included
Edinburgh (EDI) to Birmingham (BHX)
9.2/10 Wonderful! (255 reviews)
One of the best experiences ever, the service was impeccable.

Reviewed on 8 Jun 2025

Cheltenham Essential Information

Language
English
Currency
British pounds sterling
Population
116,400
Max Temp Winter
7ºC
Max Temp Summer
21ºC
Top Sights
Sudeley Castle, Gloucester Cathedral and Everyman Theatre

Top hotels in Cheltenham

Leonardo Hotel Cheltenham
Leonardo Hotel Cheltenham
4 out of 5
Gloucester Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is £77 per night from 3 Aug to 4 Aug
£77
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"very nice and comfortable beds"

Reviewed on 23 Jun 2025

Leonardo Hotel Cheltenham
DoubleTree by Hilton Cheltenham-Cotswolds
DoubleTree by Hilton Cheltenham-Cotswolds
4 out of 5
Cirencester Road, Charlton Kings, Cheltenham, England
The price is £84 per night from 3 Aug to 4 Aug
£84
3 Aug - 4 Aug
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Great Ameneties (gym and Pool), Pretty and peaceful envirnoment, comfy bed but no lift"

Reviewed on 11 Jul 2025

DoubleTree by Hilton Cheltenham-Cotswolds
Ellenborough Park
Ellenborough Park
5 out of 5
Southam Road, Cheltenham, England
Fully refundableReserve now, pay when you stay
The price is £201 per night from 27 Jul to 28 Jul
£201
27 Jul - 28 Jul
includes taxes & fees
9/10 Wonderful! (527 reviews)
"Absolutely stunning"

Reviewed on 9 Jul 2025

Ellenborough Park
See all 1,124 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.

The Advantages of Cheltenham Weekend Breaks

Discover a different side of the British Isles with a weekend break in Cheltenham. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Cheltenham weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Cheltenham.

Cheap Weekend Breaks to Cheltenham

There are lots of ways to take cheap weekend breaks to Cheltenham. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Cheltenham. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Cheltenham Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Cheltenham. Whisking your lover away for a romantic Cheltenham weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Cheltenham and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Cheltenham

Set some time aside to experience family weekend breaks in Cheltenham. There are plenty of excellent family-friendly hotels in Cheltenham within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Cheltenham. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Cheltenham family weekend breaks.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Sudeley Castle which includes a park, heritage architecture and a church or cathedral

Sudeley Castle

4.5/5(18 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(25 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

4/5(1 review)

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

Classic Cotswolds – Online Self-Guided Road Trip Plan

Classic Cotswolds – Online Self-Guided Road Trip Plan

£13
per traveller
Classic Cotswolds – Online Self-Guided Road Trip Plan
Bourton-on-the-Water

Private One Day Luxury Tour of The Cotswolds

£935
per traveller
Private One Day Luxury Tour of The Cotswolds
Private Full Day Tour to Cotswolds from London

Private Full Day Tour to Cotswolds from London

£2,456
per adult
Private Full Day Tour to Cotswolds from London
See all activities in Cheltenham

Frequently asked questions

Why should I book my Cheltenham holiday with Expedia?
Expedia has your back for every aspect of your upcoming Cheltenham trip. You'll always get the best prices around, but when you bundle your accommodation, airfares and/or hire car into a holiday package, you can save even more. Keen to really make the most of your adventure? Add a few fun activities and tours to your package. Expedia offers flexible cancellation policies on most bookings, so there's no need to stress if your plans change. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Cheltenham?
April, May and June are the busiest months in Cheltenham, while November, December and January are generally quieter. Plan your trip to Cheltenham based on what type of adventure you want. January is the coolest time of year, when average daytime temperatures are 4ºC. In July, the warmest period, you can expect temperatures of around 16ºC during the day.
What are the top hotels for my holiday in Cheltenham?
Leonardo Hotel Cheltenham - Formerly Jurys Inn and Doubletree by Hilton Cheltenham are both popular getaways in the neighbourhood of Stow-on-the-Wold. If you're thinking of staying in the Montpellier area, book a room at The George or Malmaison Cheltenham.
How do I get a cheap holiday to Cheltenham?
Browse and lock in everything in one place with our Cheltenham holidays. You'll find deals on hotels, flights, tours and more that'll keep your credit card happy and adventurous side satisfied. And, with more than 400 partner airlines and 321,000 hotel options globally to pick from, there are endless opportunities to mix and match as you please. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Cheltenham holiday?
There are lots of places to visit while enjoying your holiday in Cheltenham. Cheltenham Racecourse, Sudeley Castle, Gloucester Quays and Gloucester Cathedral are a few of this city's most popular attractions.
What is the best area to stay in when on holiday in Cheltenham?
If you're interested in visiting Cheltenham Racecourse, save yourself the hassle of commuting and lock in a stay close by. It's one of the most popular attractions in Cheltenham.
Do I need a visa for my Cheltenham holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for your visit, whether it be for holidays or work, will determine if you'll need a visa for Cheltenham. Also ensure your passport is up to date and has at least six months validity remaining beyond your intended date of return. Do all your travel planning well in advance to avoid any nasty last-minute surprises.
What should I wear on my Cheltenham holiday?
First, think about the type of activities planned during your Cheltenham holiday and travel with pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, browse style blogs or relevant social media accounts. Pack appropriately by checking the weather forecast in Cheltenham. July brings the warmest temperatures, with daily averages of 16ºC, while January days average 4ºC, making it the coolest time of the year.
What does an Expedia Cheltenham holiday include?
Much of that depends on you. Simply select from a range of Cheltenham bundles, such as a flight, hotel and hire car. You can also book a hotel and a flight, or a car hire and a flight. Once you've made your booking, add on the fun stuff like activities and tours. Whatever your ideal Cheltenham getaway looks like, you're sure to save! Cottages and private holiday homes are a few highly sought-after property types in Cheltenham. No matter your preference or size of your group, you can rely on Expedia for the flexibility to personalise your next escape.
Does Expedia offer Book Now, Pay Later Cheltenham holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a fantastic getaway without eating away at your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can have that well-deserved holiday now.
  • No-deposit holidays: Hitting the "book now" button is much easier with this payment plan. With no deposit required for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Cheltenham Expedia holiday?
Yes --- that's one of the best things about an Expedia holiday package. You're in control. We have more than 400 partner airlines across the globe, so you have options galore when planning your Cheltenham trip.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.