Cheltenham Vacations from $1,242

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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.
Domo Boutique Hotel

Domo Boutique Hotel

$1,242
per person
Nov 6 - Nov 12
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
9.8/10 Exceptional! (56 reviews)
Thank you Maria for a comfortable stay and easy out of hours check in. The breakfast was great too

Reviewed on Aug 6, 2026

The President

The President

Birmingham City Centre
$1,339
per person
Nov 6 - Nov 12
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Feb 11, 2026

Ettington Park Hotel

Ettington Park Hotel

$2,098
per person
Nov 6 - Nov 12
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
9.2/10 Wonderful! (590 reviews)
Our room was super clean and we stayed in a family room where we had two separate floors so our son slept downstairs on the sofa bed and we had a bedroom upstairs where the bathroom was as well. The main room that our son was in was very spacious although the view wasn’t brilliant as we were looking out onto the car park but that’s full of trees so that didn’t really matter. The great thing was that our room was just above where the spa and pool was so it was really easy to get there, which was fantastic. The bedroom itself was quite small, but that didn’t really matter and it was right opposite the bathroom which was very useful. I would say that for the money the room could’ve been kept a little bit better. For example, one of the blinds had a bit missing so it let the lighting. Also there were two TVs one in the main room and one in the bedroom which was fantastic, but it would’ve been good if they were smart TVs. Some of the furniture was a little bit scratched as well so I wouldn’t say that the state of the room was excellent but the cleanliness was. The staff were absolutely amazing and really we couldn’t have asked for them to be any more friendly than they were. The spa was lovely not massive but good enough for us. The pool was a nice size. I wouldn’t say very big. There was a steam room and a sauna room which were very good. The hot tub was probably the best thing as I’ve never been in one that is quite as powerful! All in all we really enjoyed our stay!

Reviewed on Aug 29, 2026

The Welcombe Hotel, Sure Hotel Collection by Best Western

The Welcombe Hotel, Sure Hotel Collection by Best Western

$1,305
per person
Nov 6 - Nov 12
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
8.2/10 Very Good! (1,007 reviews)
Overall property was lovely. Downsides unfortunately come as part of it being a listed property (no lift to upper floors, some windows in the room opened and others didn’t, no aircon). That all to say, the staff were lovely, the breakfast was fantastic and overall it was a lovely spot to spend a few days away. Would recommend.

Reviewed on Aug 31, 2026

Baloci

Baloci

Edgbaston
$1,276
per person
Nov 6 - Nov 12
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Birmingham (BHX)
9.4/10 Exceptional! (58 reviews)
Easy to find and well located hotel with private parking in a car park accessed by code. Room clean and good size TV hard to navigate (even the manager struggled) check in awful, have to manually input all details including credit card even when already paid (understand it is for extras), you get the key via an email so have to wait for that to come through - unnecessarily frustrating & long winded especially after a long day and drive! staff were super friendly

Reviewed on Sep 3, 2026

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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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A stone building with multiple chimneys, surrounded by a well-maintained garden with flowers and a stone wall.

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.
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A stone bridge over a canal with a reflection in the water, surrounded by trees and blooming pink flowers.
Photo by Brian Flanagan

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.
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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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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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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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What to do in Cheltenham

Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

$135
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
Cotswolds: One Day Cotswolds Walking Tour

Cotswolds: One Day Cotswolds Walking Tour

$123
per adult
Cotswolds: One Day Cotswolds Walking Tour
Cotswolds Day Tour from Oxford - Explore Downton and Beyond

Cotswolds Day Tour from Oxford - Explore Downton and Beyond

$129
per adult
Cotswolds Day Tour from Oxford - Explore Downton and Beyond
See all activities in Cheltenham

Cheltenham Hotel Deals

Queens Hotel Cheltenham

Queens Hotel Cheltenham

The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
$108 nightly
$129 total
Sep 20 - Sep 21
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"Room was lovely, very comfortable bed and products in the bathroom were of high quality. All the staff were very friendly and helpful, particularly Jack who found me softer pillows at 10pm when I asked. Breakfast was great, lots of options at the buffet and cooked breakfast was delicious"

Reviewed on Sep 5, 2026

Queens Hotel Cheltenham
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
$86 nightly
$103 total
Oct 4 - Oct 5
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"The staff were excellent and helpful. Overall the property is quite good with good vibes. The rooms could have been fitted with an air conditioner"

Reviewed on Sep 1, 2026

Leonardo Hotel Cheltenham
Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
$88 nightly
$105 total
Oct 1 - Oct 2
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"The overall review of this would be positive, EXCEPT for the parking. To only have six handicap parking spaces for a property this size is ludicrous. As a wheelchair user, having to park in a the furthest area, hauling my luggage, was difficult, and quite frankly, insulting. I can’t recommend your ..."

Reviewed on Sep 5, 2026

Cheltenham Chase Hotel & Spa
See all 1,284 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.

Find the Best Cheltenham Vacation Packages

Things to do in and around Cheltenham

Cheltenham offers a delightful mix of outdoor adventures and scenic experiences perfect for tourists. Enjoy shopping at local centers and malls, or tee off at one of the beautiful golf courses. Don't miss out on the exciting race days featuring thrilling horse racing events, as well as evening activities and day tours. For family fun, consider visiting a play farm to create lasting memories during your stay.

Shopping

In Cheltenham, you can explore Old Mill for unique gifts. If you're up for a drive, Gloucester Quays, just 8 miles away, offers a vibrant shopping and entertainment experience. For a bit further, at 17 miles, Market House has a charming selection for souvenirs.

Recreation

Explore the Cheltenham Playhouse for an enriching cultural experience, enjoying captivating performances in a romantic atmosphere. For outdoor enthusiasts, Naunton Downs Golf Club offers a scenic golf course, perfect for a day of sports and relaxation amidst nature. Haresfield Beacon, located 12 miles away, provides serene hiking trails for wellness and tranquility.

Adventure

Experience the thrill of motor racing at Prescott Speed Hill Climb, where you can feel the adrenaline rush. Challenge yourself at Prescott Shooting School, honing your shooting skills. For a fun family outing, navigate the twists and turns of the enchanting Dragonfly Maze, perfect for all ages.

Nightlife

Cheltenham's nightlife is vibrant, featuring lively pubs like The Frog and Fiddle and The Beehive, where you can enjoy live music and local brews. For a more upscale experience, visit The Coconut Tree for cocktails and a relaxed atmosphere, or try the trendy nightlife scene at 3D.

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

Find the best attractions in Cheltenham

Cheltenham, England, is perfect for outdoor adventures and scenic getaways. With attractions like historic houses, churches, and urban parks, there's something for everyone—whether you seek culture, family fun, or nature experiences. Don't miss visiting the Cheltenham Town Hall and the famous Cheltenham Racecourse for a taste of local charm and excitement. Enjoy your trip.

  • Sudeley Castle: Nestled in the stunning Cotswolds, Sudeley Castle boasts a rich history and romantic gardens. Explore its beautiful grounds, discover captivating exhibits, and take in the rich tapestry of British history that unfolds within its walls.
  • Cheltenham Town Hall: A modern civic gem, Cheltenham Town Hall serves as a hub for cultural and community events. Its striking architecture complements a vibrant schedule of performances and exhibitions, making it a key destination for business and leisure.
  • Cotswold Countryside Collection: This charming museum showcases the heritage and rural life of the Cotswolds. With fascinating displays and interactive exhibits, it offers a deep dive into the local culture, perfect for history buffs and curious travelers alike.

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 HighAverage
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 LowSlightly High
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 CloudyAverageAverage
October52.0°F (11.1°C)Light RainMostly CloudyModerately LowSlightly Low
November45.3°F (7.4°C)Light RainMostly CloudyAverageSlightly Low
December41.5°F (5.3°C)Light RainMostly CloudyModerately LowAverage

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 (January and October to November) 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 Essential Information

Language
English
Currency
British pounds sterling
Population
116,400
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Sudeley Castle, Gloucester Cathedral and Everyman Theatre

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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 $1,242 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.

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.