Cheltenham Vacation Packages

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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.

Top Cheltenham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Manor Hotel Solihull, BW Signature Collection

Manor Hotel Solihull, BW Signature Collection

4 out of 5
Meriden
Price was CA $2,177, price is now CA $1,993 per person
CA $1,993
per person
Dec 24 - Dec 31
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Birmingham (BHX)
8.6/10 Excellent! (1,000 reviews)

Marston Farm Hotel

Marston Farm Hotel

3 out of 5
Price was CA $2,252, price is now CA $2,036 per person
CA $2,036
per person
Dec 24 - Dec 31
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Birmingham (BHX)
6.8/10 (321 reviews)

Edgbaston Park Hotel Birmingham

Edgbaston Park Hotel Birmingham

4 out of 5
Edgbaston
Price was CA $2,371, price is now CA $2,166 per person
CA $2,166
per person
Dec 24 - Dec 31
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Birmingham (BHX)
9.2/10 Wonderful! (1,004 reviews)
very nice, clean and new

Reviewed on Oct 30, 2026

Blue Piano

Blue Piano

3 out of 5
Edgbaston
Price was CA $2,200, price is now CA $2,041 per person
CA $2,041
per person
Dec 24 - Dec 31
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Birmingham (BHX)
7.4/10 Good! (145 reviews)

Crowne Plaza Birmingham City Centre by IHG

Crowne Plaza Birmingham City Centre by IHG

4 out of 5
Birmingham City Centre
Price was CA $2,181, price is now CA $2,026 per person
CA $2,026
per person
Dec 24 - Dec 31
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Birmingham (BHX)
9.2/10 Wonderful! (1,332 reviews)

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Cheltenham Hotel Deals

Cheltenham Chase Hotel & Spa

Cheltenham Chase Hotel & Spa

4 out of 5
Shurdington Road Cheltenham England
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Nov 20 to Nov 21
CA $139
CA $167 total
Nov 20 - Nov 21
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Staff where excellent,room very nice breakfast very good overall an excellent stay."

Reviewed on Oct 26, 2026

Cheltenham Chase Hotel & Spa
Leonardo Hotel Cheltenham

Leonardo Hotel Cheltenham

4 out of 5
Gloucester Road Cheltenham England
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Nov 8 to Nov 9
CA $119
CA $143 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Staff were extremely helpful, professional and friendly"

Reviewed on Oct 30, 2026

Leonardo Hotel Cheltenham
Queens Hotel Cheltenham

Queens Hotel Cheltenham

4 out of 5
The Promenade Cheltenham England
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Nov 29 to Nov 30
CA $128
CA $154 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Our room was gorgeous! Wonderfully high ceiling and the bed was enormous and so comfortable. A nespresso machine, tea bags and fresh milk were provided. The staff were all so friendly especially the breakfast lady, she was particularly warm and kind. Also the location is perfect, close to the lovely ..."

Reviewed on Oct 30, 2026

Queens Hotel Cheltenham
See all 1,279 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.
All Inclusive Vacations
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Beach Vacations
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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)
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.
See properties

What to do in Cheltenham

Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

CA $151
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon

CA $160
per adult
96% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
Oxford and Traditional Cotswolds Villages from London

Oxford and Traditional Cotswolds Villages from London

CA $187
per adult
98% of travellers recommend
Oxford and Traditional Cotswolds Villages from London
See all activities in Cheltenham

Frequently asked questions

How much does a Cheltenham vacation package cost?
You can grab a vacation package to this destination from CA $1,993 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?

  1. Pick your travel dates: The things you'd like to do in Cheltenham and your preferred season can help you decide when to travel.
  2. 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.
  3. 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.
  4. Combine your accommodations and airfare: After you've settled on your trip dates and duration, book the perfect Cheltenham vacation package for you.

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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.