Cheltenham Holidays

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Top Flight + Hotel Deals in Cheltenham

Price found within the past 48 hours. Click for updated prices.
OYO Tamworth Arms Boutique Pub & Hotel

OYO Tamworth Arms Boutique Pub & Hotel

€207
per person
23 Oct - 26 Oct
found 5 hours ago
Return flight included
Dublin (DUB) to Birmingham (BHX)
8.8/10 Excellent! (240 reviews)
Excellent amenities, food and room

Reviewed on 14 Aug 2026

The President

The President

Birmingham City Centre
€351
per person
23 Oct - 26 Oct
found 5 hours ago
Return flight included
Dublin (DUB) to Birmingham (BHX)
8.6/10 Excellent! (15 reviews)
Very clean and spacious. Kitchen well equipped. Very well positioned for the ICC and arena

Reviewed on 11 Feb 2026

Lea Marston Hotel

Lea Marston Hotel

€265
per person
27 Oct - 30 Oct
found 2 days ago
Return flight included
Dublin (DUB) to Birmingham (BHX)
7.6/10 Good! (1,001 reviews)
The room was clean and well decorated but let down by not having a refrigerator and air conditioning as it was stifling hot all night so was difficult to sleep even with the windows open which were only open by a few centimetres. The restaurant was the biggest let down in the pub. I was shown to my table in the conservatory by the girl working at the bar who was very helpful. The first thing I noticed was the huge amount of dead house glass and blue bottles laying on the window sill next to my table. The worst bit was that one of these large house glass was laying upside down dead on my fork. I mentioned this to the girl serving me who applogised and took my cutlery set away in my napkin which left me the set opposite me. The menu I found was very limited to choice For the main meal which I chose a pasta dish with a creamy sauce and spinach which I added chicken to it. The pasta can be only described as bland at best there was practically no flavour to it and the added chicken which was in cubed shape looked like it was originally frozen reformed and had zero flavour to it. To make up for my disappointment I decided I’d see what was on the dessert

Reviewed on 12 Aug 2026

New Hall Hotel & Spa

New Hall Hotel & Spa

€344
per person
23 Oct - 26 Oct
found 5 hours ago
Return flight included
Dublin (DUB) to Birmingham (BHX)
9.2/10 Wonderful! (636 reviews)
We booked this hotel last minute when our previous accommodation let us down. What a surprise! The hotel is gorgeous. The staff couldn’t do enough for us, the hotel was very charming, the grounds were stunning as well. Breakfast was the only slight disappointment with the quality of the food however the experience made up for it.

Reviewed on 4 Aug 2026

Newton Park County House Hotel

Newton Park County House Hotel

€289
per person
25 Sept - 27 Sept
found 8 hours ago
Return flight included
Izmir (ADB) to Birmingham (BHX)
7/10 Good! (154 reviews)

Things to do in and around Cheltenham

Cheltenham offers a delightful mix of outdoor activities and cultural experiences, perfect for a scenic getaway. Visitors can enjoy leisurely strolls through picturesque parks, explore vibrant shopping centres, and immerse themselves in the local arts scene at the Everyman Theatre. Don't miss the renowned Cheltenham festivals and the chance to unwind at charming camping pods, all while indulging in a round of golf amidst beautiful surroundings.

Shopping

In Cheltenham, you'll discover delightful shopping at Old Mill for unique gifts. For a broader experience, Gloucester Quays offers a variety of shops just 12.9km away. If you're up for a drive, the Highgrove Shop in Tetbury is 30.6km away, perfect for exquisite souvenirs.

Recreation

Experience the magic of Everyman Theatre with captivating performances that blend romance and culture. For sports enthusiasts, Kingsholm Stadium offers thrilling matches, just a short drive away. Unwind at Cleeve Hill Golf Club, where you can enjoy outdoor activities amidst stunning landscapes and fresh air.

Adventure

Experience the thrill of the Prescott Speed Hill Climb, where you can witness exhilarating motorsport action. Try your hand at shooting at the Prescott Shooting School, perfect for honing your skills. Finally, navigate the whimsical paths of the Dragonfly Maze, ideal for family fun and adventure.

Nightlife

Cheltenham's nightlife offers a vibrant mix of pubs, bars, and clubs. Enjoy a lively evening at The Daffodil, known for its stylish decor, or relax at The Frog and Fiddle for live music and a friendly atmosphere. For a late-night dance, head to Club A.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Cheltenham

Cheltenham, a charming town in the UK, is perfect for those seeking outdoor adventures and picturesque scenery. Visitors can explore historic houses, splendid churches, and urban parks, making it an ideal destination for culture enthusiasts and families alike. Don’t miss the renowned Cheltenham Festival for a taste of local festivities and events. Whether you're after history or natural beauty, Cheltenham offers a delightful blend of attractions to suit every traveller's needs.

  • Sudeley Castle: Nestled in the heart of Cheltenham, Sudeley Castle offers a romantic and cultural experience with its stunning gardens and rich history. Explore the beautifully restored rooms, learn about its royal connections, and wander through the enchanting grounds.
  • The Promenade: This bustling street is perfect for a leisurely stroll, featuring elegant shops, cafés, and restaurants. Enjoy the vibrant city vibes as you take in the charming architecture and perhaps stop for a coffee at one of the outdoor terraces.
  • Chedworth Roman Villa: Step back in time at this remarkable historic site, where you can admire the well-preserved Roman mosaics and learn about life in ancient Britain. The villa's stunning countryside setting adds to its cultural significance.

Best time to go to Cheltenham

The best time to visit Cheltenham is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
February40.5°F (4.7°C)Light RainMostly CloudyModerately HighSlightly Low
March43.2°F (6.2°C)Light RainMostly CloudyModerately HighAverage
April47.1°F (8.4°C)No RainMostly CloudyModerately HighAverage
May52.7°F (11.5°C)Light RainMostly CloudyModerately LowAverage
June58.3°F (14.6°C)Light RainMostly CloudyAverageSlightly High
July61.9°F (16.6°C)Light RainMostly CloudyAverageSlightly High
August61.2°F (16.2°C)Light RainMostly CloudyAverageAverage
September57.4°F (14.1°C)Light RainMostly CloudyAverageSlightly High
October52.0°F (11.1°C)Light RainMostly CloudyModerately LowAverage
November45.3°F (7.4°C)Light RainMostly CloudyAverageAverage
December41.5°F (5.3°C)Light RainMostly CloudyModerately LowSlightly Low

Tips to save on your trip to Cheltenham

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Cheltenham.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Cheltenham.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Cheltenham

Queens Hotel Cheltenham

Queens Hotel Cheltenham

The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
€85
31 Aug - 1 Sept
includes taxes & fees
Queens Hotel Cheltenham
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
€88
6 Sept - 7 Sept
includes taxes & fees
8.2/10 Very good! (1,012 reviews)
"Excellent room, free access to minibar which was a massive plus ! Great facilities"

Reviewed on 14 Aug 2026

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
€89
6 Sept - 7 Sept
includes taxes & fees
8.4/10 Very good! (1,015 reviews)
"For some reason I remember the hotel having AC and one of the main reasons to book the hotel again during an extortionate warm week. Not only did the rooms not have air conditioning but the floors get warmer the higher up with the air units on the 1st and 2nd hallways blowing warm air and the rooms, ..."

Reviewed on 14 Aug 2026

Leonardo Hotel Cheltenham
See all 1,290 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.

Stay near popular Cheltenham attractions

A rural landscape with a large open field, a small village, and distant hills.

Cheltenham Racecourse

9.0/10 (199 reviews)
Experience the pinnacle of British horse racing at this historic venue, home to the prestigious Cheltenham Festival. Watch champion thoroughbreds compete while enjoying upscale hospitality.
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An ancient stone structure surrounded by lush greenery and purple flowers.

Sudeley Castle

9.0/10 (101 reviews)
Explore the 1,000-year-old royal castle, final resting place of Queen Katherine Parr, Henry VIII's last wife. Wander through ten award-winning gardens with over 80 rose varieties set against the Cotswold Hills.
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A Tudor-style house surrounded by stone walls and lush greenery.

Chedworth Roman Villa

8.6/10 (32 reviews)
This elaborate Roman villa showcases Britain's ancient luxury with intricate mosaics and hypocaust heating systems. Walk the elevated pathways for close-up views of remarkable floor artistry preserved from antiquity.
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Cotswold Countryside Collection

9.0/10 (45 reviews)
This collection showcases the quintessential English countryside with honey-colored stone villages and rolling hills. Explore charming tea rooms, historic manor houses, and winding footpaths through idyllic landscapes.
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The Promenade

9.2/10 (142 reviews)
Stroll down Cheltenham's elegant tree-lined boulevard, admiring Regency architecture and the Neptune Fountain. Browse upscale boutiques and charming cafés, or simply enjoy the beautifully maintained Long Gardens.
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Cotswold Farm Park

8.8/10 (34 reviews)
At Adam Henson's Cotswold Farm Park, rare British breeds find sanctuary. Feed Highland cattle, cuddle lambs, or watch farming demonstrations in this hands-on countryside experience.
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Prescott Speed Hill Climb

7.8/10 (6 reviews)
Set in the Cotswold countryside, Prescott Speed Hill Climb thrills motorsport enthusiasts with its challenging 1,127-yard track. Visitors can mingle with drivers and witness vintage cars tackle the famous hairpin bend.
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University of Gloucestershire

8.6/10 (29 reviews)
The University of Gloucestershire blends historic and modern campuses across Cheltenham and Gloucester. Explore Park Campus's 23 acres of parkland and experience student life at the Students' Union Bar.
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What to do in Cheltenham

Classic Cotswolds – Online Self-Guided Road Trip Plan

Cotswolds Road Trip Guidebook: Bourton, Bibury & Blenheim Palace

€15
per traveller
Cotswolds Road Trip Guidebook: Bourton, Bibury & Blenheim Palace
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

€117
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
Churchill War Rooms & Blenheim Palace

Churchill War Rooms & Blenheim Palace Day Trip from London

€84
per adult
80% of travellers recommend
Churchill War Rooms & Blenheim Palace Day Trip from London
See all activities in Cheltenham

Frequently asked questions

How much does a Cheltenham holiday package cost?
You can snap up a holiday package to this popular destination from €207 on Expedia. However, how much your holiday 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?
If you'd like to score a cheap Cheltenham holiday package, consider visiting in December, January and February. You'll generally find better rates on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for Cheltenham?
To fully enjoy a Cheltenham holiday, we suggest booking for 2 days. Divide your time between visiting Cheltenham Playhouse, Winchcombe Folk and Police Museum and other must-see attractions, on top of experiencing neighbourhoods like Barnwood and Shurdington. If you've got some time to spare, add a tour or day trip to your Cheltenham holiday itinerary.
Is it worth booking a holiday package to Cheltenham?
It's no wonder a Cheltenham holiday is on the must-do list of many travellers. Major attractions like Cheltenham Racecourse are just the start of things to see and do here.
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 holiday package as early as possible.
Is it cheaper to book a Cheltenham holiday as a package?
You can enjoy significant savings on your next Cheltenham getaway by booking a tailored holiday 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 holiday 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 holiday.
How to plan a trip to Cheltenham?
  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Cheltenham.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to Cheltenham.
  3. Set the duration of your trip: Start by listing all the attractions you want to experience in Cheltenham. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your accommodation and airfare: After you've settled on your travel dates and duration, book the right Cheltenham holiday package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.