48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Suggested Cheltenham itineraries
    Looking for some inspiration planning 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 2025
    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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Duke’s Tea Room at the Queens Hotel

Duke’s Tea Room at the Queens Hotel

Take a seat in the refined Duke’s Tea Room, inspired by the Queens Hotel heritage and the Duke of…

Bistro seating area at Star Bistro

Star Bistro

StarBistro offers simple, seasonal dishes with ingredients sourced from Gloucestershire, the…

Northleach

Northleach

Northleach has a splendid perpendicular church with some interesting monumental brasses. The town…

Cuckoo's Nest logo

The Cuckoo’s Nest

The Cuckoo's Nest specialise in selling beautiful quality pre-loved designer handbags and…

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Number of results: 150

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  1. Jive Dance

    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.

  2. Bonsai World of Cheltenham

    Add Bonsai World of Cheltenham to your Itinerary

    Bonsai World of Cheltenham

    Type

    Type:

    Garden Centre

    Cheltenham

  3. Cotswold Journeys

    Add Cotswold Journeys to your Itinerary

    Cotswold Journeys

    Type

    Type:

    Walking Tour

    Cheltenham

  4. Fundamental Movement Academy

    Add Fundamental Movement Academy to your Itinerary

    Fundamental Movement Academy

    Cheltenham

    Fundamental Movement Academy Cheltenham is the first of their branches with a fully functioning gymnastics hall, café, and Teeny Tiny Town in the South West UK, and they could not be prouder.

  5. Treasure Trails Gloucestershire

    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...

  6. Cheltenham Walks

    Add Cheltenham Walks to your Itinerary

    Cheltenham Walks

    Type

    Type:

    Walking Route

    Cheltenham

    Cheltenham is the cultural centre for the Cotswolds, offering a different festival for everyone, from cutting edge jazz, classical and folk music, to horse racing, cricket and literature - find out about walks in Cheltenham.

  7. Power hour fitness poster

    Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

  8. Contrast Wellness Logo

    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.

  9. Two generations visiting the Museum of Gloucester to take part in the bug hunt

    Add Museum of Gloucester to your Itinerary

    Museum of Gloucester

    Type

    Type:

    Museum

    Gloucester

    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…

  10. Crickley Hill Cheltenham

    Add Crickley Hill Country Park to your Itinerary

    Crickley Hill Country Park

    Type

    Type:

    Natural Wildlife Site

    Cheltenham

    Visit part of the beautiful Cotswold countryside at Crickley Hill Country Park.  Managed jointly by the National Trust and Gloucestershire Wildlife Trust, the park is a haven for nature and home to many birds, reptiles and mammals and is recognised…

  11. CLC Health & Fitness Centre

    Add CLC Health & Fitness Centre to your Itinerary

    CLC Health & Fitness Centre

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Health & Fitness Centre based at Cheltenham Ladies College...

  12. Children climbing boulders wall

    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.

  13. Lower Slaughter

    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…

  14. Paint it Yourself Pottery Co.

    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...

  15. Explore, Discover and Enjoy Cheltenham with Curious About Cheltenham

    Add Curious About Cheltenham to your Itinerary

    Curious About Cheltenham

    Cheltenham

    Dates

    Discover Cheltenham's "hidden treasures" with Curious About Cheltenham – quirky heritage walks for the curious.

  16. Painswick Rococo Garden

    Add Painswick Rococo Garden to your Itinerary

    Painswick Rococo Garden

    Type

    Type:

    Garden

    Painswick, Cheltenham

    Painswick Rococo Garden is a unique and fascinating insight into early to mid 18th century English garden design. The only complete Rococo garden in England, it dates from a brief period (1720 – 1760) when English gardens were changing from the…

  17. Cheltenham Spa street art

    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.

  18. Viewpoint along the Cotswold Way

    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...

  19. Sibling Distillery & Battledown Brewery

    Add Sibling Distillery & Battledown Brewery to your Itinerary

    Sibling Distillery & Battledown Brewery

    Type

    Type:

    Distillery

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Sibling Distillery and Battledown Brewery are family run Cheltenham businesses. Here you can enjoy award winning gin and beer from the onsite shop and distillery tours.

  20. Leckhampton Hill and Charlton Kings Common in Cheltenham

    Add Leckhampton Hill and Charlton Kings Common to your Itinerary

    Leckhampton Hill and Charlton Kings Common

    Type

    Type:

    Viewpoint

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Leckhampton Hill and Charlton Kings Common lie within the Cotswolds Area of Outstanding Natural Beauty. The main aspect of the hill is visible from many parts of Cheltenham. It is a cherished landscape feature for residents and visitors.

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