Cheltenham Vacation Packages

Name: Cheltenham Vacation
Brand: Tripmasters Europe
SKU: Cheltenham
Rating: 4.7 (2 reviews)

Ever since 1716 when its mineral springs where discovered, Cheltenham has become one of England`s most fashionable spas. As winner of "Beautiful Britain in Bloom", Cheltenham is renowned for its gracious Regency architecture, with lots of ironwork, balconies, and verandas, and also for its colorful parks and floral decorations. It hosts annually the flagship race of British steeplechase horseracing, the Cheltenham Gold Cup and several festivals of culture, principally the annual Cheltenham Festival of Literature. Cheltenham offers a fantastic mix of traditional and modern culture, not to mention being the most complete Regency town in the UK.

Best Cheltenham Vacation Packages:

London - Stratford upon Avon - Oxford - Salisbury - Bath - Plymouth - Cheltenham (Self Drive)

14 nights from $2,246*

Southern England!. With a Rental Car, drive along the country, starting in London (a world center of theatre, art, music, literature and culture), after that, continue to Stratford Upon Avon (Shakespeare`s birthplace) then, Oxford (best known for its University) and Salisbury (with its famous Cathedral). Continue to Bath (founded by the Romans as a thermal spa and with neoclassical Palladian buildings), after that, Plymouth and then, Cheltenham (large spa town and borough on the edge of the Cotswolds in the county of Gloucestershire). Finally, drive back to London to finish enjoying the city.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

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Other Cheltenham Vacation Packages:

London and The Cotswolds Self Drive (Cheltenham - Gloucester)

6 nights from $1,452*

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Cardiff - Newport - Cheltenham - London by Train

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London - Bath - Cheltenham (Self Drive)

6 nights from $1,735*

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Cardiff - Bath - Cheltenham - London by Train

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Venture with this Self Drive package through England and visit these lovely cities: London (colorful markets, shopping, green open spaces and cosmopolitan culture) with Cheltenham (a large spa town and borough on the edge of the Cotswolds; an Area of Outstanding Natural Beauty -AONB- popular for its rolling honey hued hills and friendly inhabitants) and Gloucester (well-known for its 11th century cathedral, as well as the nearby Gloucester docks). Drive back for a last stay in London.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into and out of London

Hotel for 2 nights in London

Rental Car for 5 days

Hotel for 2 nights in Cheltenham

Hotel for 1 night in Gloucester

Hotel for 1 night in London

Driving Time
London - Cheltenham: 2 hr1. 10 min. approx.
Cheltenham - Gloucester: 30 min. approx.
Gloucester - London: 2 hr. 45 min.

6 nights from $1,452*

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Enjoy the beautiful countryside by taking trains between these cities in Wales and England with this holiday package!. Start at the Welsh capital, Cardiff (the most important administrative, shopping, and cultural centre); and after that, travel to Newport (famous for big waves on its beautiful beaches and Georgian and Victorian architecture). Continue this trip visiting Cheltenham (a gateway to The Cotswold's -an Area of Outstanding Natural Beauty and a favorite vacation spot for British citizens-); and finally, have a pleasant stay in London (the British capital city is a world center of theatre, art, music, literature and culture).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into Cardiff and out of London

Hotel for 3 nights in Cardiff

Train from Cardiff to Newport

Hotel for 2 nights in Newport

Train from Newport to Cheltenham

Hotel for 2 nights in Cheltenham

Train from Cheltenham to London

Hotel for 3 nights in London

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An inspiring combination of favorite Spa Cities across Western England. Visit London (a world center of theatre, art, music, literature and culture); Bath (founded by the Romans as a thermal spa , with neoclassical Palladian buildings) and Cheltenhan (a large spa town on the edge of The Cotswolds). Get back to London for a last night stay, before returning home. Combine these cities with a Rental Car.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into and out of London

Hotel for 2 nights in London

Rental Car for 5 days

Hotel for 2 nights in Bath

Hotel for 1 night in Cheltenham

Hotel for 1 night in London

Driving Time
London - Bath: 2 hrs. 45 mins. approx.
Bath - Cheltenham: 1 hr. 20 mins. approx.
Cheltenham - London: 2 hr. 35 mins. approx.

6 nights from $1,735*

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Both; England and Wales are at your disposal offering gorgeous scenery, exciting attractions and historical charm throughout this unforgettable train journey. Begin in Cardiff (Wales capital; the most important administrative, shopping, and cultural centre); after that, visit Bath (famous city for its hot springs, Roman period baths, Medieval heritage and stately Georgian architecture). From there, travel to your next destination, discovering Cheltenham (the gateway to The Cotswolds -an Area of Outstanding Natural Beauty and a favorite vacation spot for British citizens-). Lastly, have a wonderful stay in London (a world center of theatre, art, music, literature and culture).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into Cardiff and out of London

Hotel for 3 nights in Cardiff

Train from Cardiff to Bath

Hotel for 2 nights in Bath

Train from Bath to Cheltenham

Hotel for 2 nights in Cheltenham

Train from Cheltenham to London

Hotel for 3 nights in London

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Cheltenham

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Regions of England

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SUGGESTED Cheltenham VACATION PACKAGES:

London - Cheltenham - Bath - Cardiff by Train

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What better way to see picturesque countryside by train, during your holiday in England and Wales!. Start in the British capital; London (a world center of theatre, art, music, literature and culture). Next, steel away in Cheltenham (a gateway to The Cotswolds - an Area of Outstanding Natural Beauty and a favorite vacation spot for British citizens). Continue to Bath (Roman period baths, Medieval heritage and stately Georgian architecture). Finish this trip with a pleasant stay in Cardiff (Wales capital; the most important administrative, shopping, and cultural centre).

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into London and out of Cardiff
Hotel for 3 nights in London
Train from London to Cheltenham
Hotel for 2 nights in Cheltenham
Train from Cheltenham to Bath
Hotel for 2 nights in Bath
Train from Bath to Cardiff
Hotel for 2 nights in Cardiff

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London - Cheltenham - Newport - Cardiff by Train

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Fantastic England and Wales!. Visit London (Royal Palaces, arts, culture and nightlife), after that, following the famous Cotswolds Villages Area and enjoy Cheltenham (health and holiday spa town resort) and Newport (port city famous for its docks and its Roman remains), until finally reach Cardiff (Wales capital; the most important administrative, shopping, and cultural centre) by Train.

Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.

Included:

Flight into London and out of Cardiff
Hotel for 3 nights in London
Train from London to Cheltenham
Hotel for 2 nights in Cheltenham
Train from Cheltenham to Newport
Hotel for 2 nights in Newport
Train from Newport to Cardiff
Hotel for 2 nights in Cardiff

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CUSTOMER REVIEWS

4.7 out of 5 stars ► 2 Reviews

The hotels were fantastic!! Europcar pulled a fast one on me, and I ended up upgrading my vehicle at the rental agency. The associate stated it woul ...

Read more - See this traveler's itinerary

Traveled on:9/1/2025
The trip was scheduled for us to drop off our rental car, the day of departure at the airport. It was very expensive and tricky to find a place to par ...

Read more - See this traveler's itinerary

Traveled on:5/3/2025

What to Expect

Cities in England

London
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London

London offers everything! Iconic landmarks, centuries of history, world-class shopping and achingly cool fashion, arts and food scenes. A 40-minute walk along the South Bank will take you past Big Ben and the Houses of Parliament, the London Eye, Tate Modern, Shakespeare's Globe, St Paul's Cathedral and Tower Bridge. There are eight Royal Parks to explore, and over 300 museums and galleries. It is home to 60 Michelin starred restaurants and fantastic street food. The evenings offer from high-end nightclubs of Chelsea and Mayfair to cool clubs in Soho and Camden. As for theatre, London's legendary West End boasts over 40 world-class theatres. Visit Big Ben and the Houses of Parliament, Buckingham Palace, Westminster Abbey, the London Eye, Trafalgar Square, Kensington Gardens, Hyde Park, the British Museum, Piccadilly Circus and so much more!
Bath
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Bath

Founded by Romans around the only naturally-occurring hot springs in the United Kingdom, Bath is one of the most beautiful cities in the UK, and has been declared a World Heritage Site by UNESCO. Much of the architecture of Bath dates from the 18th century, and the city is famous for its many fine examples of Georgian architecture, most notably the Royal Crescent. Nowadays it is a fashionable spa resort. The waters from its spring are believed to be a cure for many afflictions and to ease rheumatism. Visit The Roman Baths, Thermae Bath Spa complex, Pulteney Bridge, Bath Abbey, Royal Crescent, The Circus, Prior Park Landscape Garden, Fashion Museum Bath, The Jane Austen Centre, The Holburne Museum, Royal Crescent, Victoria Art Gallery, Royal Victoria Park, and so much more!
York
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York

Its impressive history makes York an important tourist attraction. It is still encircled by its 13th and 14th-century city walls. You can find here important marks left by all remarkable European civilizations -- the Romans, the Saxons, the Vikings, the Normans -- among which the most important are the enclosing city walls and the largest European Gothic cathedral -- York Minster. The City Walls form a walkway on both sides of the River Ouse. Explore York Minster, National Railway Museum York, Jorvik Viking Centre, Clifford's Tower, The Shambles, York Castle, York City Walls, Yorkshire Museum, The York Dungeon, Beningbrough Hall, Treasurer's House, Allerton Castle, and so much more!
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Cheltenham Vacation Packages

Best Cheltenham Vacation Packages:

London - Stratford upon Avon - Oxford - Salisbury - Bath - Plymouth - Cheltenham (Self Drive)

14 nights from $2,246*

Other Cheltenham Vacation Packages:

Cheltenham

Hotel and Activities

Regions of England

SUGGESTED Cheltenham VACATION PACKAGES:

CUSTOMER REVIEWS

What to Expect

Cities in England

Combine other Countries