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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Highlights

Chaplais Deli food

Chaplais Deli

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

Montpellier Gardens Gallery

The Gardens Gallery

Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for…

Jockey at Cheltenham Racecourse

Cheltenham Racecourse

Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the…

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…

Number of results:

Number of results: 150

, currently showing 41 to 60.

  1. Add Elkstone Studios to your Itinerary

    Elkstone Studios

    Type

    Type:

    Adventure Park/Playground

    Cheltenham

    Dates

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

    Elkstone Studios is a transformed farmyard turned vibrant destination. Enjoy a food hall, bakery, café, design showrooms, and fashion boutiques.

  2. 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.

  3. Add The Paint Club to your Itinerary

    The Paint Club

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Step-by-step painting workshops in pubs and bars across Cheltenham and Gloucestershire! Even if you haven’t painted since school you will be able to create your very own work of art at a pub with The Paint Club.

  4. Add Cooper's Hill Nature Reserve to your Itinerary

    Cooper's Hill Nature Reserve

    Type

    Type:

    Country Park/Nature Reserve

    Gloucester

    Dates

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

  5. 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.

  6. 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.

  7. Add Flight Club Social Darts to your Itinerary

    Flight Club Social Darts

    Type

    Type:

    Darts

    Henrietta Street, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Flight Club Cheltenham, located in the Brewery Quarter, has reimagined darts for the 21st century, giving guests an unforgettable experience. Think fast-paced, high-energy fun in a stunning bar, topped off with delicious food and drink to fuel your…

  8. 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.

  9. 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...

  10. 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…

  11. Add Adam Henson's Cotswold Farm Park to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 4547 review(s)from 4547 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.

  12. 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...

  13. 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…

  14. 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.

  15. 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,…

  16. Add Piston Gin School to your Itinerary

    Piston Gin School

    Type

    Type:

    Distillery

    Cheltenham

    Dates

    Touted as one of the UK's most exciting new distilleries, take charge of a mini copper still to create you very own gin.

  17. Add Prince of Wales Stadium to 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.

  18. 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.

  19. Add F45 Fitness Studio to your Itinerary

    F45 Fitness Studio

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Specialising in high-intensity team training sessions that keep members engaged, motivated, inspired and sweating on a daily basis.

  20. Add Trinity Cheltenham to your Itinerary

    Trinity Cheltenham

    Type

    Type:

    Church/Chapel

    Cheltenham

    They are a vibrant Anglican church, celebrating life at the heart of Cheltenham town centre...

Statues