48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Suggested Cheltenham itineraries
    Looking for some inspiration to help plan your stay in Cheltenham? These suggested itineraries will help you to discover the unmissable highlights of the most Regency town in Britain and hidden gems, loved by locals.
  2. What's On in Cheltenham
    The most comprehensive Cheltenham 2025 what's on guide ft. the best things to do and events in Cheltenham, Cotswolds and Gloucestershire. Use our interactive event finder to help.
  3. Things To Do in Cheltenham
    Looking for things to do in Cheltenham? Get the latest information on attractions, activities, tours & sightseeing, shopping in Cheltenham and more.
  4. Restaurants and bars in Cheltenham
    Choose one of our many places to eat and drink in Cheltenham, whether it's coffee and cake, a bite to eat at lunch or dinner and cocktails...
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Highlights

Snowshill

Snowshill

Snowshill is known for its exceptional unspoilt beauty and for the views over the Severn Vale to…

Steak sandwich

Dining at No. 38 The Park

No.38 The Park is an elegant Cheltenham townhouse that’s perfect for a truly Cotswold getaway. No…

Dryhill Vineyard

Dryhill Cottage & Vineyard

Set within the breathtaking Cotswolds, only five miles from the beautiful Regency town of…

Dining tables in Victoria's Restaurant

Victoria's

Set in the heart of Cheltenham, with views of the Imperial Gardens, Victoria’s mouth-watering menu…

Number of results:

Number of results: 148

, currently showing 101 to 120.

  1. Add Popworld Cheltenham to your Itinerary

    Popworld Cheltenham

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Popworld is a late-night bar with a difference – they are cheese with style!

  2. Add Pastry Academy UK to your Itinerary

    Pastry Academy UK

    Type

    Type:

    Cookery School

    Cheltenham

    Formerly Edible Art Patisserie, Pastry Academy UK was incorporated in 2024 with one main aim - to inspire pastry chef’s from across the UK and further afield to push the boundaries and strive for excellence.

  3. Add Cheltenham Town F.C. to your Itinerary

    Cheltenham Town F.C.

    Type

    Type:

    Sports Ground/Stadium

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Cheltenham Town Football Club is a professional football club based in Cheltenham.

  4. Add The Cheltenham Promenaders to your Itinerary

    The Cheltenham Promenaders

    Type

    Type:

    Guided Tour

    Cheltenham

    Dates

    Join a theatrical guided walking tour around the historic Regency spa town of Cheltenham to learn about its history and hear anecdotes and stories about the many famous people who have lived here, or have visited.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  5. Add Flying Trapeze Classes to your Itinerary

    Flying Trapeze Classes

    Type

    Type:

    Activities

    Cheltenham

    Dates

    Experience a full size flying trapeze rig in Pittville Park. Suitable for adults and children from 8 welcome, suitable for beginners or returners. You will get the chance to try tricks, somersaults and catches on a bar-bar flying trapeze rig.

  6. Add Winston Churchill Memorial Gardens to your Itinerary

    Winston Churchill Memorial Gardens

    Type

    Type:

    Historic Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The gardens have a number of historical elements such as the formal rose garden, pergola, clipped yew avenue and St Mary's Mission building...

  7. Add Roxy Lanes Cheltenham High Street to your Itinerary

    Roxy Lanes Cheltenham High Street

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Roxy Lanes High Street is the home of booze and ball games in Cheltenham, with a vast array of gaming all under one roof! With ten-pin bowling, ice-free curling, karaoke rooms and their tech darts plus much more.

  8. Add The Roman Baths to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 24552 review(s)from 24552 review(s)

    The Roman Baths

    Type

    Type:

    Museum

    Bath

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Walk around the steaming Great Bath where people bathed nearly 2,000 years ago, see the ruins of the temple of Minerva where Roman worshippers gathered, and explore the fascinating museum.

  9. Add Compass Holidays (Trade) to your Itinerary

    Compass Holidays (Trade)

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 09:00 - 17:00

    A unique and active holiday with Compass Holidays allows you to get under the skin of the history, culture and natural beauty of some of the world’s most iconic and stunning locations...

  10. Add Contrast Wellness to your Itinerary

    Contrast Wellness

    Type

    Type:

    Spa and Relaxation

    Cheltenham

    A dedicated recovery and wellness studio, here to help you be at your peak.

  11. Add Swing Jive Dance Class to your Itinerary

    Swing Jive Dance Class

    Type

    Type:

    Dancing

    Cheltenham

    Dates

    Learn Swing Jive. Classes for beginners and Intermediates. No partner required, have fun and get fit while increasing your social life.

  12. Add Discover Paddling to your Itinerary

    Discover Paddling

    Type

    Type:

    Paddleboarding

    The Docks, Gloucester

    Award-winning Kayaking and Paddleboarding taster sessions and tours in Gloucester Dock and surrounding waterways. 

  13. Add Paint it Yourself Pottery Co. to your Itinerary

    Paint it Yourself Pottery Co.

    Type

    Type:

    Ceramics and Pottery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Unleash your creative side! Take along your family for a unique painting experience...

  14. Add Cotswold Driving Experiences to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 502 review(s)from 502 review(s)

    Cotswold Driving Experiences

    Type

    Type:

    Motor Sports and Karting

    Cirencester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Experience the range of rally driving thrills at the Gwynne Speed rally school based in the varying terrains of the neighbouring Cotswold Water Park.

  15. Add Boulders Cheltenham to your Itinerary

    Boulders Cheltenham

    Type

    Type:

    Sport/Leisure Centre

    Tewkesbury Road, Cheltenham

    As the only dedicated bouldering centre in Cheltenham, Boulders offers opportunities for 'Give it a Go' sessions for adults and children as well as monthly memberships for regular climbing enthusiasts.

  16. Add Lindy Hop Dance Classes to your Itinerary

    Lindy Hop Dance Classes

    Type

    Type:

    Dancing

    Cheltenham

    Dates

    Learn to Lindy Hop, a Swing Dance from the 1930's, to the music of Big Bands and Jazz.

  17. Add Museum of Gloucester to your Itinerary

    Museum of Gloucester

    Type

    Type:

    Museum

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Found within the City of Gloucester is an internationally important collection of treasures of over 750,000 objects. The Museum of Gloucester tells the story of the city’s origins as a Roman settlement and its subsequent development through the Dark…

  18. Add Treasure Trails Gloucestershire to your Itinerary

    Treasure Trails Gloucestershire

    Type

    Type:

    Walking Tour

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Solve the clues to see the sights. Choose from Treasure Hunts, Murder Mystery and Spy Mission Trails...

  19. Add Cotswold Photography Tours - Classic Photography Tour Experience to your Itinerary

    Cotswold Photography Tours - Classic Photography Tour Experience

    Type

    Type:

    Photography

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 08:00 - 21:00

    Tour by vehicle with short explorations of Cotswold villages and surrounding areas
    Develop your photo skills!
    Any camera, any photo experience (or none) !
    Individual and small group experience (maximum group size of 6)
    Flexible tour times and…

  20. Add Voi - Electric Scooter Hire Cheltenham to your Itinerary

    Voi - Electric Scooter Hire Cheltenham

    Type

    Type:

    Activities

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Enjoy exploring Cheltenham on an electric scooter. The Voi. scooters are available to rent from various locations across Cheltenham, including the Promenade and Pittville Park.

Statues