Cheltenham Vacations from ￥181,523

Book a Hotel + Flight or Car together to unlock savings

The Latest Cheltenham Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Coventry Hotel By Belvilla near City Centre

Coventry Hotel By Belvilla near City Centre

Ryton-on-Dunsmore
￥181,523
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Birmingham (BHX)
7.6/10 Good! (393 reviews)
Manor Hotel Solihull, BW Signature Collection

Manor Hotel Solihull, BW Signature Collection

Meriden
￥192,625
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Birmingham (BHX)
8.6/10 Excellent! (1,006 reviews)
The Hotel is nice and clean and staff are lovely. Bedrooms are spacious and clean. Showers have no power so struggled with washing my hair, Hairdryer had little power too. The food in the steak restaurant was tasty but over priced for the portion sizes. All in a nice place to stay, plenty free parking.

Reviewed on Oct 10, 2026

Brandon Hall Hotel and Spa

Brandon Hall Hotel and Spa

Brandon
￥189,274
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Birmingham (BHX)
8.2/10 Very Good! (71 reviews)
Hockley House

Hockley House

￥186,277
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Birmingham (BHX)
7.6/10 Good! (1,001 reviews)
Hylands Hotel

Hylands Hotel

￥183,639
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Birmingham (BHX)
5.2/10 (52 reviews)

Find the Best Cheltenham Vacation Packages

Things to do in and around Cheltenham

Shopping

For shopping in Cheltenham, visit the local Old Mill store for unique finds. If you're up for a drive, Gloucester Quays, 12.9km away, offers a vibrant shopping experience with many shops and entertainment options. Highgrove Shop Tetbury is another option, located 30.6km from Cheltenham.

Recreation

At the Everyman Theatre in Cheltenham, enjoy a captivating performance that blends romance and culture, perfect for a night of entertainment. For outdoor enthusiasts, the Cleeve Hill Golf Club offers scenic views and a challenging course, while Kingsholm Stadium provides an energetic atmosphere for sports fans, just a short drive away.

Adventure

Experience the thrill of racing at Prescott Speed Hill Climb, where speed meets adventure. Navigate through the enchanting Dragonfly Maze for a fun family outing. For winter sports enthusiasts, the Gloucester Ski and Snowboard Centre offers exciting skiing opportunities, located 12.9km from Cheltenham.

Nightlife

Cheltenham offers a vibrant nightlife scene with a mix of pubs, bars, and clubs. Enjoy live music at venues like The Frog and Fiddle, or dance the night away at The Milk Bar. For a relaxed vibe, visit The Seven or The Fire Station for cocktails and good company.

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

Find the best attractions in Cheltenham

Cheltenham, England, offers a perfect blend of outdoor adventures and cultural experiences. Visitors can explore historic houses, charming churches, and urban parks, making it ideal for families and culture enthusiasts alike. Don’t miss the famous Cheltenham Racecourse and the historic Cheltenham Town Hall for an unforgettable experience in this picturesque town.

  • Cheltenham Town Hall: A striking modern civic building, Cheltenham Town Hall serves as a hub for community events and performances. Its impressive architecture and vibrant atmosphere make it an ideal spot to experience local culture and events.
  • Sudeley Castle: This enchanting castle is steeped in history and romance. Surrounded by beautiful gardens, Sudeley Castle offers a glimpse into the past, with exhibitions that highlight its rich heritage and connections to royalty.
  • Chedworth Roman Villa: Explore the ruins of this ancient Roman villa, showcasing stunning mosaics and remnants of a once-thriving settlement. Chedworth Roman Villa provides a fascinating insight into Roman life in Britain, making it a cultural gem.

Best time to go to Cheltenham

The best time to visit Cheltenham can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cheltenham falls in July, when visitor numbers are average and weather is mostly cloudy with light rain. The coolest average temperature in Cheltenham falls in January, 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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Cheltenham during the low season (December to February) for more affordable options.
  • 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.

Cheltenham Hotel Deals

Queens Hotel Cheltenham

Queens Hotel Cheltenham

The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
￥15,556
￥18,667 total
Oct 25 - Oct 26
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
￥15,557
￥18,668 total
Nov 6 - Nov 7
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Changed rooms due to a hum from hotel boiler at end of hotel, replacement room no issues."

Reviewed on Oct 10, 2026

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

Gloucester Road Cheltenham England
￥13,357
￥16,028 total
Oct 18 - Oct 19
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Nice hotel. Clean and largely well maintained. It's a distance from the town centre if that's important to you, but on a frequent bus route and a good cycle network. Small frustrations are the charge for parking (but the cost of the hotel itself was reasonable) and having to book the pool etc, which ..."

Reviewed on Oct 10, 2026

Leonardo Hotel Cheltenham
See all 1,275 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.
See properties
A historic stone building with arched windows and a large tree in the foreground.

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.
See properties
A large neoclassical building with a dome and columns, surrounded by a grassy area with people and dogs.

Pittville Park

9.0/10 (48 reviews)
Cheltenham's largest ornamental park showcases a Grade I listed Pump Room and tranquil lakes dating to 1825. Enjoy boating, tennis, or simply wander through manicured gardens before relaxing at the lakeside café.
See properties
A red sign with white text for the Chedworth Roman Villa, including opening times and a welcome message.

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.
See properties
A model village with stone buildings, a church tower, and lush greenery.

The Model Village

8.6/10 (39 reviews)
Step into a one-ninth scale replica of Bourton-on-the-Water, meticulously crafted from local Cotswold stone. Peek through tiny church windows to glimpse carved pews as choir music plays in this charming miniature world.
See properties

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.
See properties

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.
See properties

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.
See properties

What to do in Cheltenham

Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

￥20,802
per adult
98% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
Chipping Norton Self Guided Walking Tour

Chipping Norton Self Guided Walking Tour

￥1,567
per adult
Chipping Norton Self Guided Walking Tour
Full Day Cotswolds Guided Group Tour from London

Full Day Cotswolds Tour from London

￥15,759
per adult
100% of travellers recommend
Full Day Cotswolds Tour from London
See all activities in Cheltenham

Frequently asked questions

How much does a Cheltenham vacation package cost?
You can snap up a vacation package to this popular destination from ￥181,523 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?
If you'd like to score a cheap Cheltenham vacation package, consider visiting in December, January and February. You'll generally find better rates on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for Cheltenham?
To fully enjoy a Cheltenham vacation, 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 neighborhoods like Barnwood and Shurdington. If you've got some time to spare, add a tour or day trip to your Cheltenham vacation itinerary.
Is it worth booking a vacation package to Cheltenham?
It's no wonder a Cheltenham vacation is on the must-do list of many travelers. 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 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. 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 accommodations and airfare: After you've settled on your travel dates and duration, book the right Cheltenham vacation 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.