Cheltenham Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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.
Top Cheltenham Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Novotel Birmingham Centre
Birmingham City Centre
CA $1,788
per person
Nov 7 - Nov 13
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Birmingham (BHX)
8.2/10 Very good! (1,000 reviews)
Clean , convenient, disappointing that gym does not open until 7am
Rooms tired
Reviewed on Oct 3, 2026
Ready to book your vacation to Cheltenham?
Cheltenham Hotel Deals
Queens Hotel Cheltenham
The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
CA $140
CA $168 total
Oct 25 - Oct 26
includes taxes & fees
Cheltenham Chase Hotel & Spa
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
CA $142
CA $170 total
Oct 11 - Oct 12
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Really nice hotel . Very welcoming of us with our dog. Highly recommended"
Reviewed on Oct 2, 2026
Leonardo Hotel Cheltenham
Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
CA $112
CA $134 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"Staff helpful and friendly. Free parking for 24 hours . Room ok BUT had a funny mouldy smell even with the window open . Good choice at breakfast. Very satisfied apart from the odour in the room . Ideal position for appointment at the Nuffield hospital"
Reviewed on Oct 3, 2026
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
Cheltenham Racecourse
9.0/10 (199 reviews)
You can take time to visit Cheltenham Racecourse during your travels to Cheltenham. Discover the beautiful countryside and top-notch restaurants in this relaxing area.
Sudeley Castle
9.0/10 (101 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.
Photo by Brian Flanagan
Pittville Park
9.0/10 (48 reviews)
Explore the great outdoors at Pittville Park, a lovely green space in Cheltenham. Make time to visit the area's spas, or simply enjoy its top-notch restaurants.
Chedworth Roman Villa
8.6/10 (32 reviews)
Roman-British history comes to life at the bathhouses, mosaics and museum of this ancient villa set in the picturesque Cotswold countryside.
The Model Village
8.6/10 (39 reviews)
Walk amid a scale model replica of the shops, houses and historic landmarks that were present in Bourton-on-the-Water during the 1930s.
Cotswold Countryside Collection
9.0/10 (45 reviews)
You can spend time exploring the galleries in Cotswold Countryside Collection in Northleach. Discover the beautiful countryside and spas in this quaint area.
Cotswold Farm Park
8.8/10 (34 reviews)
Enjoy an outing to Cotswold Farm Park during your stay in Temple Guiting. Wander the picturesque gardens or discover the beautiful countryside in this quaint area.
University of Gloucestershire
8.6/10 (29 reviews)
Enjoy the collegiate vibe at University of Gloucestershire as part of your travels around Cheltenham. Wander the area's picturesque gardens or simply enjoy one of its lively bars.
What to do in Cheltenham
Cotswolds Full-Day Tour From Birmingham
CA $142
per adult
100% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
CA $185
per adult
98% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
CA $169
per adult
96% of travellers recommend
Frequently asked questions
How much does a Cheltenham vacation package cost?
You can grab a vacation package to this destination from CA $1,200 on Expedia. But how much your vacation to Cheltenham costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Cheltenham?
December, January and February are great times to search for cheap Cheltenham vacation packages. Opting to travel in less busy periods means you'll typically find lower prices on accommodations and flights.
How many days is enough for Cheltenham?
Allow around 2 days for your Cheltenham vacation if you want to take in everything that makes this place unique. Wander around popular neighbourhoods, including Barnwood and Shurdington. Then head to the top attractions such as Cheltenham Town Hall and Pittville Park. With a good itinerary, you can keep busy with room for some downtime too. Want to travel beyond Cheltenham? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Cheltenham?
It's easy to see why a Cheltenham vacation is on the must-do list of many travellers. Popular attractions like Cheltenham Racecourse are just the beginning of what you can explore here.
How to find the best Cheltenham package deals?
Landing a cheap Cheltenham package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical Cheltenham package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Cheltenham vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels individually. Better still, you can personalize your Cheltenham escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cheltenham?
Score incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Cheltenham escape.
How to plan a trip to Cheltenham?
- Pick your travel dates: The things you'd like to do in Cheltenham and your preferred season can help you decide when to travel.
- Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Cheltenham.
- Determine how many days away: Start by making a list of all the attractions and activities you'd like to get to in Cheltenham. Then, estimate how long you'll need at each, including any travel time.
- Combine your accommodations and airfare: After you've settled on your trip dates and duration, book the perfect Cheltenham vacation package for you.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
