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

The Centaur

The Centaur

Located in the heart of England at Cheltenham Racecourse,The Centaur has room for 2,250 people to…

Regent Arcade exterior

Regent Arcade Shopping Centre

Regent Arcade Shopping Centre is Cheltenham’s only under cover shopping destination. Located in the…

Exterior of Tivoli Wines

Tivoli Wines

An award-winning wine merchants and tasting room with over 650 wines to take away and 32 wines…

Gloucester Cathedral

Gloucester

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

Number of results:

Number of results: 148

, currently showing 41 to 60.

  1. 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.

  2. 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.

  3. 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.

  4. 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

    Since forming in 1873, the Cherry & Whites have built a proud legacy, winning five Anglo-Welsh Cups, two European Rugby Challenge Cups, and a Premiership Rugby Cup (in 2024), over their long history. Turning professional in 1997, Gloucester have…

  5. 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.

  6. 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.

  7. 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…

  8. Add Piston Gin School to your Itinerary

    Piston Gin School

    Type

    Type:

    Distillery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

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

  9. 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.

  10. 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.

  11. 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…

  12. 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.

  13. Add Ian Coley Sporting Ltd to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 331 review(s)from 331 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.

  14. 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…

  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 Great Witcombe Roman Villa Remains to your Itinerary

    Great Witcombe Roman Villa Remains

    Type

    Type:

    Historic Site

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Great Witcombe Roman Villa and car park are closed until further notice, pending emergency Conservation and Health and Safety works to the site.

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

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 4569 review(s)from 4569 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.

  18. 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.

  19. Add National Waterways Museum Gloucester to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 487 review(s)from 487 review(s)

    National Waterways Museum Gloucester

    Type

    Type:

    Museum

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Three floors of a Victorian warehouse house interactive displays and galleries, which chart the story of Britain's waterways. Complete with Historic crafts and shop.

Statues