Cheltenham Vacation Packages 2026 from $1,335

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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.

Cheltenham Chase Hotel & Spa

$1,335

per person

Nov 26 - Dec 3

found 23 hours ago

Roundtrip flight included

Chicago (ORD) to Birmingham (BHX)

8.2/10 Very Good! (1,014 reviews)

Hyll Hotel

$2,138

per person

Dec 27 - Dec 31

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Birmingham (BHX)

9.2/10 Wonderful! (281 reviews)

Beautiful hotel in an excellent setting. The staff were exceptionally helpful. However, the room (room 24) was rather small, especially the bathroom, and the lighting was terrible creating deep shadows. The food in restaurant was very good, enjoyed the evening meal and breakfast

Reviewed on Oct 6, 2026

The Class Place

Birmingham City Centre

$1,640

per person

Dec 27 - Dec 31

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Birmingham (BHX)

8.8/10 Excellent! (18 reviews)

Had a great stay in the heart of Birmingham. Key collection was easy - from a local shop and car parking was secure on site. The apartment was modern and clean and the beds were comfortable. Plenty of places to visit and restaurants all in walking distance.

Reviewed on Aug 5, 2025

The President

Birmingham City Centre

$1,684

per person

Dec 27 - Dec 31

found 21 hours ago

Roundtrip non-stop flight included

New York (NYC) 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

Conference Aston Hotel - Birmingham City

Birmingham City Centre

$1,421

per person

Nov 27 - Dec 3

found 9 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Birmingham (BHX)

8.6/10 Excellent! (1,001 reviews)

The only downside to the stay is the rooms are very hot, but they do supply you with a fan. Steph (reception) and the lady that looked after us at breakfast - chef’s kiss! Brilliant customer service.

Reviewed on Oct 4, 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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A historic stone building with arched windows and a large tree in the foreground.

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 large neoclassical building with a dome and columns, surrounded by a grassy area with people and dogs.

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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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 model village with stone buildings, a church tower, and lush greenery.

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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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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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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University of Gloucestershire

8.6/10 (29 reviews)

The University of Gloucestershire blends historic and modern campuses across Cheltenham and Gloucester. Explore Park Campus's 23 acres of parkland and experience student life at the Students' Union Bar.

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What to do in Cheltenham

Cotswolds Full-Day Tour From Birmingham

$102

per adult

100% of travellers recommend

Oxford and Traditional Cotswolds Villages from London

$133

per adult

98% of travellers recommend

Full Day Cotswolds Guided Group Tour from London

Full Day Cotswolds Tour from London

$100

per adult

100% of travellers recommend

See all activities in Cheltenham

Cheltenham Hotel Deals

Queens Hotel Cheltenham

The Promenade Cheltenham England

Fully refundableReserve now, pay when you stay

$97 nightly

$117 total

Nov 8 - Nov 9

Total with taxes and fees

Cheltenham Chase Hotel & Spa

Shurdington Road Cheltenham England

Fully refundableReserve now, pay when you stay

$94 nightly

$112 total

Nov 8 - Nov 9

Total with taxes and fees

Leonardo Hotel Cheltenham

Gloucester Road Cheltenham England

Fully refundableReserve now, pay when you stay

$85 nightly

$102 total

Nov 1 - Nov 2

Total with taxes and fees

8.4/10 Very Good! (1,003 reviews)

"Front desk staff and spa staff were very nice and helpful Restaurant staff half of them didn’t bother not even a smile the other half were very nice The restaurant was the worst restaurant I have ever eaten within The food was pre cooked and heated up reason I feel this way is because the Lasagna ..."

Reviewed on Oct 6, 2026

See all 1,289 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.4°F (4.1°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	40.5°F (4.7°C)	Light Rain	Mostly Cloudy	Moderately High	Average
March	43.2°F (6.2°C)	Light Rain	Mostly Cloudy	Moderately High	Average
April	47.1°F (8.4°C)	No Rain	Mostly Cloudy	Moderately High	Average
May	52.7°F (11.5°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly High
June	58.3°F (14.6°C)	Light Rain	Mostly Cloudy	Average	Slightly High
July	61.9°F (16.6°C)	Light Rain	Mostly Cloudy	Average	Slightly High
August	61.2°F (16.2°C)	Light Rain	Mostly Cloudy	Average	Average
September	57.4°F (14.1°C)	Light Rain	Mostly Cloudy	Average	Average
October	52.0°F (11.1°C)	Light Rain	Mostly Cloudy	Moderately Low	Slightly Low
November	45.3°F (7.4°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
December	41.5°F (5.3°C)	Light Rain	Mostly Cloudy	Moderately Low	Average

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

What is the best time to go to Cheltenham?

The best time to go for a Cheltenham vacation package is during the peak months from June to July, and in September. These months typically see the highest demand for travel to the area, offering a lively atmosphere for exploring Cheltenham's outdoor and family-friendly attractions.For travelers seeking a quieter experience with potentially lower prices, the months from January to February, and in November tend to be less busy.

How can I save money on a Cheltenham vacation package?

When you bundle, you can save up to 30%*. To save money on a Cheltenham package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's included in a Cheltenham vacation package?

A Cheltenham vacation package lets you combine round-trip flights, hotel stays, and rental cars. Nearly all hotels in the area offer airport shuttle service, making transfers from London (LHR-Heathrow) convenient. Additionally, most hotels provide free breakfast, allowing for a relaxed start to your day without extra planning.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Cheltenham?

For families seeking the best vacation packages in Cheltenham, a stay at Stable Lodge Boutique B&B, rated 9.6 out of 10, is a strong choice. It offers family rooms and a game room, with travelers frequently noting the fantastic rooms and exceptional location.Luxury Cheltenham vacation packages can feature properties like The Porch House, a 5-star hotel rated 8.9 out of 10, where guests praise the comfortable overall experience and amazing food. Another excellent option is The Wheatsheaf Inn, also 5-star and rated 8.7 out of 10, which travelers describe as beautiful with great food and facilities.For a blend of luxury and family-friendly amenities, consider Ellenborough Park, a 4.5-star property rated 8.5 out of 10, which includes family rooms, an outdoor pool, and a spa. Travelers highlight the lovely food, big rooms, and great staff. If you prefer a more central location with good value, Leonardo Hotel Cheltenham, a 4-star hotel rated 8.2 out of 10, offers an indoor pool and restaurant, and is praised for its overall cleanliness and good facilities.

Is Cheltenham a good choice for a family vacation package?

Cheltenham is a strong choice for family vacation packages, offering a welcoming environment with many amenities designed for families. Over half of hotels offer kids clubs, playgrounds, and babysitting services, with some also providing family rooms.For a comfortable stay, DoubleTree by Hilton Cheltenham-Cotswolds is a 4-star hotel rated 7.7 out of 10 by travelers. Located about 2 miles from Cheltenham Town Hall, it features family rooms, an indoor pool, and a hot tub, and travelers often highlight the great pool and spacious rooms.Beyond the hotels, families can explore Pittville Park, about 1 mile from central Cheltenham, which features an artificial lake and plenty of space to play. For a historical outing, Sudeley Castle, about 14 miles from central Cheltenham, offers a fascinating experience for all ages.

Are luxury vacation packages in Cheltenham suitable for couples?

Luxury Cheltenham vacation packages are well-suited for couples, offering a selection of sophisticated hotels with amenities designed for a romantic getaway. You'll find properties with spas, fine dining, and serene settings.Ellenborough Park is a 4.5-star hotel rated 8.5 out of 10 by travelers, located about 3 miles from Cheltenham Town Hall. This luxury property features a bar and lounge, an outdoor pool, a restaurant, and a spa, and travelers often praise the lovely food and heated pool.For a more secluded experience, The Porch House is a 5-star hotel rated 8.9 out of 10 by travelers, about 15 miles from Cheltenham Town Hall. It offers a bar and lounge and a restaurant, with travelers frequently praising the rooms they loved and amazing food.Another excellent option is The Greenway Hotel & Spa, a 4-star hotel rated 9.1 out of 10 by travelers, about 3 miles from Cheltenham Town Hall. It provides a bar and lounge, an indoor pool, a restaurant, and a spa, with travelers often praising the amazing staff and food.Cheltenham also offers adults-only options like Coombe House (rated 9.7 out of 10) and Broadlands Hotel - Adults Only (rated 8.5 out of 10), both about 14 miles from Cheltenham Town Hall, providing a tranquil escape. Explore luxury vacation packages in Cheltenham and romantic vacation packages in Cheltenham to find the perfect couples' stay.

What luxury vacation packages are available in Cheltenham?

Luxury Cheltenham vacation packages can be built around highly-rated hotels that offer premium amenities for a refined stay:Browse luxury vacation packages in Cheltenham on Expedia to compare options.

Are there adult-only vacation packages in Cheltenham?

Yes, your Cheltenham vacation package can include an adults-only hotel, offering a tranquil stay:Browse adults-only resorts in Cheltenham on Expedia to compare options.

Which Cheltenham vacation packages include a pool?

Nearly all hotels in Cheltenham offer both outdoor and indoor pools, making it easy to find a Cheltenham vacation package with pool access.Clarence Court Hotel, a 4-star property rated 8 out of 10, features a bar/lounge and restaurant, with travelers often highlighting its nice facilities and great staff.Holiday Inn Express Cheltenham by IHG, rated 8.4 out of 10, provides family rooms and a restaurant, and is praised by travelers for its excellent staff and great location.Another option is The George, a 3.5-star hotel rated 8.3 out of 10, which offers free breakfast and is pet-friendly, with guests frequently commending its great staff and highly recommended location.Use the pool filter when searching Cheltenham vacation packages to find the right fit for your trip.

Do luxury vacation packages in Cheltenham include spa or wellness facilities?

Yes, luxury Cheltenham vacation packages often feature hotels with spa or wellness facilities, though specific treatments might cost extra. Nearly all luxury hotels here offer a spa, and most also include hot tubs. Top choices include The Porch House, a 5-star hotel rated 8.9 out of 10, The Wheatsheaf Inn, also 5-star and rated 8.7 out of 10, and The Slaughters Country Inn, a 5-star property rated 8.6 out of 10. Browse luxury vacation packages in Cheltenham on Expedia to compare.

Are airport transfers included in Cheltenham vacation packages?

Nearly all hotels in Cheltenham offer airport shuttle services, making it convenient to get to and from London (LHR-Heathrow) and other nearby airports. While some shuttles may be complimentary, others might be private or incur an additional fee. It's always a good idea to check the specific details of your chosen hotel and Cheltenham vacation package to confirm the shuttle service availability and any associated costs.

What are the top things to do in Cheltenham?

A Cheltenham vacation offers a blend of historic sites, natural beauty, and cultural experiences, making it ideal for exploring the outdoors and family-friendly attractions:Browse and book things to do in Cheltenham on Expedia.

Do you need to rent a car in Cheltenham, or is public transport enough?

For a Cheltenham vacation package, a rental car offers the most flexibility, especially if you plan to explore the surrounding outdoor and nature attractions. While local buses operate routes around town, and a walking and cycling path like the Honeybourne Line connects the railway station to Pittville Park and the town center, a car makes it easier to reach sights further afield.Cheltenham is relatively easy to navigate by car, though the town center has a one-way system, and paid parking is common. Taxis are also a reliable option, and ride-share apps are available. Nearly all hotels offer airport shuttle services, which can simplify your arrival and departure. However, for day trips to places like Sudeley Castle (about 14 miles away), Hailes Abbey (about 18 miles away), or the scenic Cleeve Hill, having your own vehicle provides greater convenience and freedom.

Are Cheltenham vacation package hotels conveniently located?

Cheltenham vacation package hotels offer a range of locations, from the heart of the town to slightly further out, providing options for different travel styles. Many properties are within easy reach of central Cheltenham and its attractions.For instance, No 131 is about a 10-minute walk from central Cheltenham, placing you close to the action, while Queens Hotel Cheltenham is about a 5-minute walk from Cheltenham Town Hall. If you prefer a location slightly outside the immediate center, Leonardo Hotel Cheltenham is about 2 miles from central Cheltenham. This variety allows you to choose a stay that best suits your preference for walkability or a quieter setting.

Can I change or cancel my Cheltenham vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Cheltenham vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Cheltenham vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Cheltenham vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Cheltenham?

To find last-minute vacation packages to Cheltenham, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Cheltenham vacation packages?

Free cancellation on a Cheltenham vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Cheltenham vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Cheltenham getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Cheltenham vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

Cheltenham Vacation Rentals

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

Cheltenham Vacations from $1,335

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Cheltenham Vacation

The Latest Cheltenham vacation packages

Cheltenham Chase Hotel & Spa

Hyll Hotel

The Class Place

The President

Conference Aston Hotel - Birmingham City

Stay near popular Cheltenham attractions

Cheltenham Racecourse

Sudeley Castle

Pittville Park

Chedworth Roman Villa

The Model Village

Cotswold Countryside Collection

Cotswold Farm Park

University of Gloucestershire

What to do in Cheltenham

Cotswolds Full-Day Tour From Birmingham

Oxford and Traditional Cotswolds Villages from London

Full Day Cotswolds Tour from London

Cheltenham Hotel Deals

Queens Hotel Cheltenham

Cheltenham Chase Hotel & Spa

Leonardo Hotel Cheltenham

Find the Best Cheltenham Vacation Packages

Things to do in and around Cheltenham

Find the best attractions in Cheltenham

Best time to go to Cheltenham

Tips to save on your trip to Cheltenham

Cheltenham Essential Information

More vacations you might like

Frequently asked questions

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