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 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

Stow on the Wold

Stow on the Wold

Famous as a centre for antiques, Stow-on-the-Wold, situated on the Roman Fosse Way, has a long…

Chipping Campden Church

Chipping Campden

Frequently described as the "jewel in the crown" of Cotswold towns.

Regent Arcade exterior

Regent Arcade Shopping Centre

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

Mowgli Street Food dishes

Mowgli Street Food

It is the place to end your day after a fun-filled family day out, or to begin an evening with your…

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Number of results: 148

, currently showing 141 to 148.

  1. Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

  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. 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.

  4. 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!

  5. Add Shipton Golf Course to your Itinerary

    Shipton Golf Course

    Type

    Type:

    Golf Course

    Cheltenham

    9 hole pay and play (par 3 & 4s) 2516 yards easy walking in beautiful Cotswold countryside.

  6. Add Winchcombe Museum to your Itinerary

    Winchcombe Museum

    Type

    Type:

    Museum

    Winchcombe

    Dates

    From:
    1 Apr 2025to31 Oct 2025Various Opening Times

    This unique museum situated in the old Town Hall has fragments of the Winchcombe Meteorite, which is the most important meteorite ever to land in the United Kingdom, as well as a good display of items from Winchcombe’s past.

  7. Add Wishing Fish Clock to your Itinerary

    Wishing Fish Clock

    Type

    Type:

    Shop/Shopping Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Created by Kit Williams

  8. Add Sandford Park to your Itinerary

    Sandford Park

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Situated at the end of the High Street, Sandford Park is one of Cheltenham's lesser known treasures. The tiny River Chelt, which takes its name from the town, flows through Sandford Park.

Statues