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

Cirencester

Cirencester

Cirencester is a thriving market town with a bustling market place presenting a colourful and…

The trail map and a compass

Cotswold Discovery Trail

Treasure trails to explore the beauty, history and heritage of the Cotswolds. Have fun exploring…

Painswick

Painswick

The historic wool town of Painswick, known as ‘The Queen of the Cotswolds’, is one of the finest…

My Pastalicious

My Pastalicious

An Italian deli specialising in fresh pasta, sauces, organic Italian bread, (especially focaccia),…

Number of results:

Number of results: 149

, currently showing 121 to 140.

  1. 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...

  2. Add Briery Hill Llamas to your Itinerary

    Briery Hill Llamas

    Type

    Type:

    Outdoor

    Newent

    Dates

    Visit the Briery Hill llama farm for an unforgettable and unique experience. You can either be a Llama Farmer for a whole day or choose an afternoon experience taking a llama for a walk.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  3. Add ClubKickbox to your Itinerary

    ClubKickbox

    Type

    Type:

    Fitness

    Cheltenham

    ClubKickbox is an exclusive members-only club providing 50-minute high-intensity Kickboxing fitness classes for all levels in a unique state of the art nightclub setting.

  4. Paint Festival Art Tour

    Type

    Type:

    Open Studios & Art Trails

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Pop on your trainers, grab an E-scooter or hop on your bike and enjoy a 5+ mile walk around Regency Cheltenham, taking in the many years of fantastic street art on display.

  5. 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.

  6. 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…

  7. 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.

  8. Add Crickley Hill Country Park to your Itinerary

    Crickley Hill Country Park

    Type

    Type:

    Natural Wildlife Site

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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…

  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 Bloomery to your Itinerary

    Bloomery

    Type

    Type:

    Flowers, Plants and Wildlife

    Broadway

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Join the Bloomery team for an interactive relaxing sustainable flower, terrarium, wreath, bouquet, or dried flower workshop in the original potting shed on the Farncombe Estate just outside of Broadway, located a 40 minute drive from Cheltenham town…

    Facilities

    Bookable Product

    • TXGB Bookable Product
  12. 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.

  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 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.

  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. Wildlife Safaris with Ed Drewitt

    Type

    Type:

    Guided Tour

    Forest of Dean

    Dates

    Exploring the stunning landscapes and amazing wildlife of the Forest of Dean and Wye Valley can come no better than a trip out with local naturalist Ed Drewitt.

  17. Add Painswick Rococo Garden to your Itinerary

    Painswick Rococo Garden

    Type

    Type:

    Garden

    Painswick, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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…

  18. 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.

  19. Add Birdland Park and Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2397 review(s)from 2397 review(s)

    Birdland Park and Gardens

    Type

    Type:

    Animal Collection

    Bourton on the Water

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 10:00 - 16:00

    In a natural setting of woodland, river and gardens, Birdland is home to over 500 birds of 130 different species. Open all year. Only group of King Penguins in England.

  20. Add Brizen Farm Playing Field to your Itinerary

    Brizen Farm Playing Field

    Type

    Type:

    Outdoors

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Brizen Young People's Centre is situated on Up Hatherley Way. It is within walking distance of Morrisons, incase you need to buy drinks, snacks or use the toilet.

Statues