Title: Cheltenham Vacation Packages & Trips 2026 from CA $1,080 | Expedia.ca

[Cheltenham Travel Guide](https://expedia.ca/Cheltenham.dx4597)[Hotels in Cheltenham](https://expedia.ca/Cheltenham-Hotels.d4597.Travel-Guide-Hotels)[Vacation Rentals in Cheltenham](https://expedia.ca/Cheltenham-Vacation-Rentals.d4597.Travel-Guide-VacationRentals)[Flights to Cheltenham](https://expedia.ca/Cheap-Flights-To-Cheltenham.d4597.Travel-Guide-Flights)[Things to do in Cheltenham](https://expedia.ca/Things-To-Do-In-Cheltenham.d4597.Travel-Guide-Activities)[Cheltenham Car Rentals](https://expedia.ca/Car-Rentals-In-Cheltenham.d4597.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6170177/e790e0f9-5109-42a7-bc3d-9ea63dc6f005.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Cheltenham Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/Cheltenham-Racecourse-Cheltenham.d6169978.Vacation-Attraction), [Sudeley Castle](https://www.expedia.ca/Sudeley-Castle-Cheltenham.d6170177.Vacation-Attraction) and [Cheltenham Town Hall](https://www.expedia.ca/Cheltenham-Town-Hall-Cheltenham.d553248621532491297.Vacation-Attraction) 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.

![The Portland Guesthouse](https://images.trvl-media.com/lodging/45000000/44380000/44370700/44370685/a9360a93_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Portland Guesthouse

CA $1,080

per person

Feb 15 - Feb 21

found 9 hours ago

Roundtrip flight included

Toronto (YYZ) to Birmingham (BHX)

9.4/10 Exceptional! (103 reviews)

Good breakfast, need a lounge area to eat a pizza brought back to the hotel as there was no seating in the our room

Reviewed on Sep 11, 2025

![Hyll Hotel](https://images.trvl-media.com/lodging/1000000/520000/517300/517248/fe44134a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyll Hotel

CA $1,620

per person

Feb 15 - Feb 21

found 9 hours ago

Roundtrip flight included

Toronto (YYZ) to Birmingham (BHX)

9.2/10 Wonderful! (215 reviews)

Friendly and helpful staff. Interior design and quality was outstanding. Loved the lounges with open fires. Breakfast was excellent.

Reviewed on Dec 18, 2025

![The Olde Bell, BW Signature Collection](https://images.trvl-media.com/lodging/1000000/50000/47600/47528/de366a17_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Olde Bell, BW Signature Collection

CA $1,300

per person

Feb 9 - Feb 14

found 21 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Birmingham (BHX)

8.2/10 Very Good! (407 reviews)

Very friendly and helpful staff. We traveled with our dogs and the location was perfect, large garden out back and the Thames path 5 mins walk away. Hotel is historic but a little tired, worn carpets and numerous repairs to the plaster walls that had not been sanded or painted. Room was clean and comfortable.

Reviewed on Dec 22, 2025

![Delta Hotels by Marriott Northampton](https://images.trvl-media.com/lodging/1000000/540000/536600/536514/804a6678_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Delta Hotels by Marriott Northampton

CA $1,258

per person

Mar 15 - Mar 21

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Birmingham (BHX)

9/10 Wonderful! (213 reviews)

Stayed for one night but the room was clean and spacious. Breakfast was delicious and in clean and spacious room. Would surely stay again if in Northampton.

Reviewed on Nov 23, 2025

![Angel Inn Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463200/2463173/088fe0bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Angel Inn Hotel

CA $1,300

per person

Feb 15 - Feb 21

found 9 hours ago

Roundtrip flight included

Toronto (YYZ) to Birmingham (BHX)

8.6/10 Excellent! (321 reviews)

Our bedroom was tastefully decorated and clean. It was a spacious room, with a good ensuite bathroom. The bed was comfortable, with nice bedding. The breakfast menu was exrensive, with some great options. Our food was well cookwd and tasty. All of the hotel.staff were friendly, professional and helpful

Reviewed on Aug 11, 2025

## Ready to book your vacation to Cheltenham?

Choose your dates

## Cheltenham Hotel Deals

![Cheltenham Chase Hotel & Spa](https://images.trvl-media.com/lodging/1000000/10000/9700/9657/be0ff151_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England

Fully refundableReserve now, pay when you stay

CA $106

CA $127 total

Jan 4 - Jan 5, 2026

includes taxes & fees

8.2/10 Very Good! (1,003 reviews)

Great spa area, good food and drinks and very clean room.

Reviewed on Dec 21, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=9657&PinnedHotelID=9657&HadPinnedHotel=true&regionId=4597)

![Queens Hotel Cheltenham](https://images.trvl-media.com/lodging/1000000/180000/175700/175669/48f6acd1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Queens Hotel Cheltenham

The Promenade Cheltenham England

Fully refundableReserve now, pay when you stay

8.8/10 Excellent! (1,001 reviews)

Clean room, fab hot shower. Breakfast was lovely - served by a happy smiley waitress - nothing too much trouble

Reviewed on Dec 16, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F01%2F2026&endDate=08%2F01%2F2026&selected=175669&PinnedHotelID=175669&HadPinnedHotel=true&regionId=4597)

[](https://expedia.ca/Hotel-Search?startDate=07%2F01%2F2026&endDate=08%2F01%2F2026&selected=175669&PinnedHotelID=175669&HadPinnedHotel=true&regionId=4597)

![The George](https://images.trvl-media.com/lodging/46000000/45150000/45140700/45140643/538e3d09_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The George

Saint George's Road Cheltenham England

Fully refundableReserve now, pay when you stay

CA $130

CA $156 total

Jan 4 - Jan 5, 2026

includes taxes & fees

8.8/10 Excellent! (645 reviews)

The breakfast menu was excellent, fresh and the coffee was very good. Parking very easy, had a space directly outside. Liked the books, magazines and Christmas decorations.

Reviewed on Dec 17, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=45140643&PinnedHotelID=45140643&HadPinnedHotel=true&regionId=4597)

[See all 1,139 properties in Cheltenham](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F12%2F2025&endDate=26%2F12%2F2025&regionId=4597)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Cheltenham

![Sudeley Castle featuring a church or cathedral, a park and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/136000/136969-Sudeley-Castle.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sudeley Castle

4/5(6 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.

[](https://expedia.ca/Sudeley-Castle-Cheltenham.d6170177.Vacation-Attraction)

![Chedworth Roman Villa which includes a pond, heritage elements and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/137000/137080-Chedworth-Roman-Villa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chedworth Roman Villa

Roman-British history comes to life at the bathhouses, mosaics and museum of this ancient villa set in the picturesque Cotswold countryside.

[](https://expedia.ca/Chedworth-Roman-Villa-Cheltenham.d6170192.Vacation-Attraction)

![The Model Village which includes interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/136000/136769-Cheltenham.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Model Village

Walk amid a scale model replica of the shops, houses and historic landmarks that were present in Bourton-on-the-Water during the 1930s.

[](https://expedia.ca/The-Model-Village-Cheltenham.d6170138.Vacation-Attraction)

### What to do in Cheltenham

![Cotswolds in a Day Tour from Moreton-in-Marsh / Stratford-on-Avon](https://mediaim.expedia.com/localexpert/45914415/865b3bf8-de5d-40fa-832c-c83c457174e1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $133

per adult

**98%** of travellers recommend

[](https://expedia.ca/things-to-do/cotswolds-in-a-day-tour-from-moreton-in-marsh-stratford-on-avon.a45914415.activity-details)

![Cotswold Cottages](https://mediaim.expedia.com/localexpert/572087/4b63029b-30c6-448f-9b1c-4fe62dd3cce6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Villages of The Cotswolds Small-Group Tour by Luxury Mini Coach from London

CA $238

per adult

[](https://expedia.ca/things-to-do/villages-of-the-cotswolds-small-group-tour-by-luxury-mini-coach-from-london.a572087.activity-details)

![Burford](https://mediaim.expedia.com/localexpert/47607074/cc7743bf-8f5e-401f-8bc5-44dc0769adfa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Private Tour from London to The Cotswolds

CA $637

per adult

[](https://expedia.ca/things-to-do/private-tour-from-london-to-the-cotswolds.a47607074.activity-details)

[See all activities in Cheltenham](https://expedia.ca/things-to-do/search?rid=4597)

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- [Worcester Vacations ](https://www.expedia.ca/Worcester.d5485.Destination-Travel-Guides)

- [Car rental Deerhurst ](https://www.expedia.ca/Car-Rentals-In-Deerhurst.d6129392.Car-Rental-Guide)
- [Car rental Winchcombe ](https://www.expedia.ca/Car-Rentals-In-Winchcombe.d601094.Car-Rental-Guide)
- [Car rentals near Gloucester District ](https://www.expedia.ca/Destinations-In-Gloucester-District.d553248635976002739.Car-Rental-Destinations)
- [Car rentals near Gloucestershire ](https://www.expedia.ca/Destinations-In-Gloucestershire.d6046202.Car-Rental-Destinations)

- [Deerhurst Vacation Rentals ](https://www.expedia.ca/Deerhurst-Vacation-Rentals.d6129392.Travel-Guide-VacationRentals)
- [Gloucester Vacation Rentals ](https://www.expedia.ca/Gloucester-Vacation-Rentals.d7479.Travel-Guide-VacationRentals)

- [Things to do in Charlton Kings ](https://www.expedia.ca/Things-To-Do-In-Charlton-Kings.d6342125.Travel-Guide-Activities)
- [Things to do in Gloucester ](https://www.expedia.ca/Things-To-Do-In-Gloucester.d7479.Travel-Guide-Activities)
- [Things to do in Tewkesbury ](https://www.expedia.ca/Things-To-Do-In-Tewkesbury.d5710.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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