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
    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.
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    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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Leisure At Cheltenham

Leisure At Cheltenham

With such a large range of activities available at Leisure At Cheltenham there really is something…

Gloucester Cathedral

Gloucester

Gloucester, the capital of Gloucestershire is cradled by the picturesque Cotswold Hills.

Glass and green painted front of For the Saints espress bar, which stands between two of Montpellier Walk's famous Caryatid statues

For the Saints espresso bar

For The Saints is a specialty coffee espresso bar located in the beautiful Montpellier area of…

Dunkertons Organic Cider tours

Dunkertons

Gloucestershire’s largest cidery and bespoke shop is open for tastings, tours and events.

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Number of results: 149

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  1. View of Belas Knap long barrow

    Add Belas Knap Long Barrow (English Heritage) to your Itinerary

    Belas Knap Long Barrow (English Heritage)

    Type

    Type:

    Historic Site

    Winchcombe

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    A good example of a neolithic long barrow, with the mound still intact and surrounded by a stone wall.

  2. Gloucester Rugby ground

    Add Gloucester Rugby to your Itinerary

    Gloucester Rugby

    Type

    Type:

    Sports Ground/Stadium

    Kingsholm Road, Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    In the 150 years since forming in 1873, the Cherry & Whites have established themselves as one of the biggest clubs in English rugby. Turning professional in 1997, Gloucester have competed in the top-tier of English domestic rugby ever-since.

  3. Adam Henson holding 2 dogs, surrounded by dogs

    Add Adam Henson's Cotswold Farm Park to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 4549 review(s)from 4549 review(s)

    Adam Henson's Cotswold Farm Park

    Type

    Type:

    Animal Collection

    Cheltenham

    Dates

    From:
    8 Feb 2025to5 Nov 2025Open 09:30 - 17:00

    Sitting in the heart of the Cotswolds, Adam Henson’s Cotswold Farm Park has a long-standing reputation for a fun-filled day out. Visitors of all ages can interact closely with the animals and learn about farming, past and present.

  4. Vine & Orchard Adventures

    Add Vine & Orchard Adventures to your Itinerary

    Vine & Orchard Adventures

    Type

    Type:

    Cooking / Wine Tasting

    CHELTENHAM

    Sister brand to Tivoli Wines, Cheltenham’s leading independent wine merchant, Vine & Orchard Adventures offer one of a kind guided tours and tasting experiences. They’ll transport you across the beautiful Cotswolds and Three Counties countryside,…

  5. Gloucester Cathedral exterior

    Add Gloucester Cathedral to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 3727 review(s)from 3727 review(s)

    Gloucester Cathedral

    Type

    Type:

    Cathedral/Minster

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    A warm welcome awaits you at Gloucester Cathedral - one of the finest medieval buildings in the country and the burial place of royalty.

  6. Dunkertons Organic Cider tours

    Add Dunkertons to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 125 review(s)from 125 review(s)

    Dunkertons

    Type

    Type:

    Cider Farm

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Gloucestershire’s largest cidery and bespoke shop is open for tastings, tours and events.

  7. West Tump Long Barrow

    Add West Tump Long Barrow to your Itinerary

    West Tump Long Barrow

    Type

    Type:

    Free Days Out

    Nr Cranham

    Dates

    This barrow is located in the middle of Buckholt Wood, in the parish of Brimpsfield, about one and a half miles south-west of Birdlip.

  8. Elkstone Studios cowork

    Add Elkstone Studios Venue to your Itinerary

    Elkstone Studios Venue

    Type

    Type:

    Health & Wellbeing

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 08:00 - 17:00

    The Elk Tipi hosts events, pop-ups, and workshops, while kids can enjoy the new playground.

  9. Alan Jones in front of Cheltenham Municipal Offices

    Add Cheltenham Guided Walks to your Itinerary

    Cheltenham Guided Walks

    Type

    Type:

    Guided Tours

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Cheltenham Guided Walks is offering customers the chance to book walks around the centre of the town guided by a resident of 45+ year’s residence, Alan Jones, who holds a professional qualification in training delivery and has worked for UCAS for 20…

  10. Historic Gloucester Docks

    Add Historic Docks to your Itinerary

    Historic Docks

    Type

    Type:

    Historic Site

    Gloucester

    Collection of restored Victorian warehouses, with shops, museums, restaurants and cafe bars. Boat trips and guided walks in summer months. The dockside also hosts the Gloucester Quays Designer Outlet and leisure quarter.

  11. Padel Shift courts

    Add Padel Shift to your Itinerary

    Padel Shift

    Type

    Type:

    Racquet Sports

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Padel Shift at Elkstone Studios is a beautiful 2 court padel tennis site set within the Gloucestershire countryside.  The padel courts are open to all ages and Elkstone has plenty to offer including a café, play area, food hall and retail offerings…

  12. Prince of Wales Stadium sports track

    Remove Prince of Wales Stadium from your Itinerary

    Prince of Wales Stadium

    Type

    Type:

    Sports Ground/Stadium

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    The multi-sport stadium offers a 400m running track; javelin run-up; long and triple jump; hammer throw; shot put; pole vault and practice pitches.

  13. Flyup 417 Bike Park

    Add Flyup 417 Bike Park to your Itinerary

    Flyup 417 Bike Park

    Type

    Type:

    Cycling and Mountain Biking

    Witcombe, Gloucester

    Dates

    From:
    3 May 2025to31 Dec 2025Various Opening Times

    Multi-discipline mountain bike park in Gloucester, featuring downhill trails, excellent uplift service, dirt jumps, an indoor pump track, and more. Suitable for all ages and abilities.

  14. Montpellier Gardens Gallery

    Add The Gardens Gallery to your Itinerary

    The Gardens Gallery

    Type

    Type:

    Arts Centre

    Cheltenham

    Dates

    From:
    1 Mar 2025to31 Dec 2025Open 10:00 - 17:00

    Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for other arts-related activities.

  15. Image of legs walking through grass

    Add Cooper's Hill Nature Reserve to your Itinerary

    Cooper's Hill Nature Reserve

    Type

    Type:

    Country Park/Nature Reserve

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    A local nature reserve, 2 miles south of Brockworth on A46, with nationally important beech woodlands and a way marked trail. Superb Cotswold beech woodlands together with small areas of flower-rich limestone grassland.

  16. Bacon Theatre Cheltenham

    Add Bacon Theatre to your Itinerary

    Bacon Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    The impressive Bacon Theatre completed in 1991 and built to a very high standard, boasts excellent sightlines and state-of-the-art facilities.

  17. Guests shooting

    Add Ian Coley Sporting Ltd to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 327 review(s)from 327 review(s)

    Ian Coley Sporting Ltd

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Ian Coley Sporting are one of the best shooting grounds and schools in the UK - the perfect place to learn how to shoot under the guidance of their friendly and experienced coaches.

  18. Eat Sleep Axe Cheltenham

    Add Eat Sleep Axe to your Itinerary

    Eat Sleep Axe

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    3 Sept 2025to31 Dec 2025Various Opening Times

    An urban axe throwing venue that provides a fun, friendly environment for you to hang out with friends and throw axes. It is located on the first floor of Escape Rooms Cheltenham in Winchcombe Street in Cheltenham town centre.

  19. Qigong In The Park

    Add Qigong In The Park to your Itinerary

    Qigong In The Park

    Cheltenham

    Dates

    From:
    25 June 2025to31 Dec 2025Various Opening Times

    Simple, gentle exercises for balance & harmony...

  20. Kilkenny Viewpoint and Nature Reserve

    Add Kilkenny Viewpoint and Nature Reserve to your Itinerary

    Kilkenny Viewpoint and Nature Reserve

    Type

    Type:

    Country Park/Nature Reserve

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Parking and picnic area 900ft high on Cotswold escarpment with extensive views.

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Remove Product from ItineraryPrince of Wales Stadium