48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Cheltenham Weekend Breaks for 2024
    20 of the best Cheltenham weekend breaks for 2023, covering recommendations for all budgets from luxurious town centre hotels, indulgent countryside retreats and budget friendly hotels offering great value for money…
  2. 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.
  3. What's On in Cheltenham 2024
    The most comprehensive Cheltenham 2024 what's on guide ft. the best things to do and events in Cheltenham, Cotswolds and Gloucestershire. Use our interactive event finder to help.
  4. Shopping
    Shop 'til you drop in Cheltenham's shopping districts, with big name brands including John Lewis, Boots, Marks and Spencers and independent stores galore...
  5. Things To Do in Cheltenham 2024
    Looking for Things To Do in Cheltenham 2024? Get the latest information on Attractions, Activities, Tours & Sightseeing, Shopping in Cheltenham and more
  6. 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

Regent Arcade exterior

Regent Arcade Shopping Centre

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

Cuckoo's Nest logo

The Cuckoo’s Nest

The Cuckoo's Nest specialise in selling beautiful quality pre-loved designer handbags and…

Moreton in Marsh

Moreton in Marsh

Located at the head of the beautiful Evenlode Valley (and on a direct rail link from London),…

Gloucester Cathedral

Gloucester

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

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Number of results: 149

, currently showing 41 to 60.

  1. 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,…

  2. 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.

  3. Add Great Witcombe Roman Villa Remains to your Itinerary

    Great Witcombe Roman Villa Remains

    Type

    Type:

    Historic Site

    Gloucester

    Dates

    The remains of a large villa, overlooking an enchanting valley. Built around three sides of a courtyard, it had a luxurious bath-house complex.

  4. Add Dunkertons to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 107 review(s)from 107 review(s)

    Dunkertons

    Type

    Type:

    Cider Farm

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

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

  5. 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.

  6. Add The Paint Club to your Itinerary

    The Paint Club

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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.

  7. Add Qigong In The Park to your Itinerary

    Qigong In The Park

    Cheltenham

    Dates

    From:
    25 June 2024to31 Dec 2024Various Opening Times

    Simple, gentle exercises for balance & harmony...

  8. Add Bacon Theatre to your Itinerary

    Bacon Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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...

  9. Add Flight Club Social Darts to your Itinerary

    Flight Club Social Darts

    Type

    Type:

    Darts

    Henrietta Street, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Flight Club has reinvented darts for the twenty first century, housed in a spectacular setting in The Brewery Quarter, serving food and cocktails, with an incredible 'Brunch Social' running every Thursday to Sunday with Prosecco and bottomless pizza!

  10. 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.

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

    Belas Knap Long Barrow (English Heritage)

    Type

    Type:

    Historic Site

    CHELTENHAM

    Dates

    From:
    1 Jan 2024to31 Dec 2024

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

  12. Add Flyup 417 Bike Park to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 40 review(s)from 40 review(s)

    Flyup 417 Bike Park

    Type

    Type:

    Cycling and Mountain Biking

    Witcombe, Gloucester

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    417 Bike Park - a mountain bike haven suitable to all abilities. Facilities include Downhill Tracks, Uplift Service, 4X, Dual-Slalom, Outdoor Dirt Jumps, two Indoor barns, Café and Bike Shop.

  13. Add Boulders Cheltenham to your Itinerary

    Boulders Cheltenham

    Type

    Type:

    Sport/Leisure Centre

    Tewkesbury Road, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    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.

  14. Add Chedworth Roman Villa (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 967 review(s)from 967 review(s)

    Chedworth Roman Villa (National Trust)

    Type

    Type:

    Historic Site

    Chedworth

    Dates

    From:
    6 Feb 2024to26 Nov 2024

    Cradled in a beautiful Cotswold valley rest the remains of one of the grandest Roman villas in Britain.

  15. Add The Play Farm to your Itinerary

    The Play Farm

    Type

    Type:

    Childrens' Play Centre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Cheltenham's premier indoor soft play centre, for children aged 0-12 years based at The Brewery Quarter.

  16. Add Late Night Coco to your Itinerary

    Late Night Coco

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    The Funky House BASS:ment bar that gets you in the mood for dancin'...

  17. Add The Wine Library to your Itinerary

    The Wine Library

    Type

    Type:

    Team Building

    CHELTENHAM

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Situated above Tivoli Wines, The Wine Library is the perfect destination for wine lovers to taste and discover their new favourite wines.

  18. Cheltenham Promenaders

    Type

    Type:

    Guided Tour

    Cheltenham

    Dates

    Join one of our theatrical guided walking tour experiences around the historic Regency spa town of Cheltenham and learn about its history and hear anecdotes and stories about the many famous people who lived or visited the place.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  19. Add Hidcote (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2165 review(s)from 2165 review(s)

    Hidcote (National Trust)

    Type

    Type:

    Garden

    Chipping Campden

    One of England's great gardens, famous for its rare trees and shrubs, outstanding herbaceous borders and unusual plants from all over the world.

  20. Add Flying Trapeze Classes to your Itinerary

    Flying Trapeze Classes

    Type

    Type:

    Activities

    Cheltenham

    Dates

    Experience a full size flying trapeze rig in Pittville Park. Suitable for adults and children from 8 welcome, suitable for beginners or returners. You will get the chance to try tricks, somersaults and catches on a bar-bar flying trapeze rig.

Statues