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.
London Inn

London Inn

3 out of 5
Price was CA $1,568, price is now CA $1,291 per person
CA $1,291
per person
Sep 4 - Sep 10
found 13 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Birmingham (BHX)
8/10 Very good! (453 reviews)
I took a single room - the bed was comfortable and the room size was enough for an overnight stay. The bathroom: the shower was excellent - could have had a shower gel dispenser secured to the wall. The detailing of the sealant areas needed more cleaning. The toilet seat had a broken hinge - needs repairing. Otherwise very serviceable. Tea and coffee making was great with real coffee bags and Twinning Teas. Carpeting in the hallways is tired/worn and needs cleaning or renewing and also maybe the bedroom. Overall I would return as it's local enough to my craft course. Thanks for the welcome and stay

Reviewed on Jul 10, 2026

Hyll Hotel

Hyll Hotel

3.5 out of 5
Price was CA $2,977, price is now CA $2,330 per person
CA $2,330
per person
Sep 4 - Sep 10
found 13 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Birmingham (BHX)
9.2/10 Wonderful! (261 reviews)
Beautiful hotel, everything was perfect! If I could give it 6 stars I would !

Reviewed on Jul 2, 2026

2 Pound cottage

2 Pound cottage

4 out of 5
Price was CA $2,302, price is now CA $1,956 per person
CA $1,956
per person
Sep 4 - Sep 10
found 13 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Birmingham (BHX)
10/10 Exceptional! (1 review)

Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

Comfy, 2 Bed House, Sleeps 6 with Garden and Free Parking in Cheltenham

3.5 out of 5
Price was CA $2,099, price is now CA $1,829 per person
CA $1,829
per person
Sep 4 - Sep 10
found 13 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Birmingham (BHX)
9/10 Wonderful! (2 reviews)
Great location for exploring Cheltenham & as a base for exploring the Cotswolds.

Reviewed on Feb 13, 2026

The Lygon Arms

The Lygon Arms

4 out of 5
Price was CA $2,830, price is now CA $2,470 per person
CA $2,470
per person
Sep 4 - Sep 10
found 13 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Birmingham (BHX)
8.8/10 Excellent! (736 reviews)
A very special hotel. Unique and staff are extremely good. Lovely pool too.

Reviewed on Jul 8, 2026

Ready to book your vacation to Cheltenham?

 

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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 $128 per night from Jul 19 to Jul 20
CA $128
CA $154 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
"Nice hotel though it’s in Gloucester not Cheltenham .. fab Spa facilities one of the best I’ve been to and I’ve been to many . Lockers a little tricky to lock , kept the staff busy unlocking ! Breakfast was good , we had a drink in the bar late, think they wanted to close from response I got . Our ..."

Reviewed on Jul 8, 2026

Cheltenham Chase Hotel & Spa
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 $147 per night from Jul 19 to Jul 20
CA $147
CA $177 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"We enjoyed our stay. The hotel was lovely, our room was luxurious, spacious and clean. Handy location and just across the road from a lovely park"

Reviewed on Jul 12, 2026

Queens Hotel Cheltenham
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 $134 per night from Jul 19 to Jul 20
CA $134
CA $161 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Pool and spa area were good. Not the hotels fault but we visited during the heatwave and the second floor room was unbearably hot, the window barely opened and the fans were ineffective"

Reviewed on Jul 12, 2026

Leonardo Hotel Cheltenham
See all 1,296 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
All Inclusive Vacations
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

Churchill War Rooms & Blenheim Palace

Churchill War Rooms & Blenheim Palace Day Trip from London

CA $262
per adult
80% of travellers recommend
Churchill War Rooms & Blenheim Palace Day Trip from London
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 $180
per adult
98% of travellers recommend
Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon
Cotswolds Full-Day Tour From Birmingham

Cotswolds Full-Day Tour From Birmingham

CA $143
per adult
100% of travellers recommend
Cotswolds Full-Day Tour From Birmingham
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 $1,291 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.

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.