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

Pittville Pump Room Cheltenham across the lake

Pittville Park

A fantastic blend of living history, open spaces, children's activities and of course a boating…

Winchcombe

Winchcombe

Winchcombe is an attractive market town in the Cotswolds with a long history. Located just 8 miles,…

C-Side Spa

C-Side Spa

Bathed by the natural beauty of the Cotswold countryside. A haven for self-care, a tonic for the…

Chaplais Deli food

Chaplais Deli

Chaplais Deli is located in Tivoli and has been serving the finest, rich selection of gourmet foods…

Number of results:

Number of results: 148

, currently showing 121 to 140.

  1. 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.

  2. 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.

  3. 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…

  4. Add Birdland Park and Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2405 review(s)from 2405 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.

  5. 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.

  6. 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.

  7. Add Gloucester Guildhall to your Itinerary

    Gloucester Guildhall

    Type

    Type:

    Event Venue

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Located right in the heart of the city, Gloucester’s historic Guildhall is the cultural hub of the city and a vibrant venue home to an exciting programme of music, comedy, film, workshops and theatre with spaces available for meetings, conferences…

  8. 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. 

  9. 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.

  10. Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

  11. 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.

  12. 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.

  13. Add Cotswold Hills Golf Club to your Itinerary

    Cotswold Hills Golf Club

    Type

    Type:

    Golf Course

    Cheltenham

    Nestled in the rolling hills on the edge of Cheltenham, in an area of outstanding natural beauty not far from the M5 motorway, Cotswold Hills Golf Club boasts a rich, fascinating history and is treasured by both members and visitors alike.

  14. Add Funky Warehouse to your Itinerary

    Funky Warehouse

    Type

    Type:

    Trampolining

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Funky Warehouse is Gloucestershire's ultimate indoor trampoline / parkour park and soft play area with various activities and something for all ages!

  15. 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...

  16. 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…

  17. 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...

  18. 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.

  19. 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
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