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

Webbs restaurant

Webbs Garden Centre Cheltenham

Webbs is an independent, family-owned garden centre that offer quality for your home and garden.

The Restaurant at Cowley Manor

The Restaurant at Cowley Manor

Inviting and characterful, The Restaurant at Cowley Manor offers ingredient driven dishes with a…

No.1 Restaurant Cheltenham interior

No1 Cheltenham

A warm welcome awaits you at No1 Cheltenham, where Chef Patron, Adrian Coulthard and his team focus…

Dunkertons Cider Bar outdoor seating

Dunkertons Cider Bar

A popular indoor / outdoor bar located within the grounds of the Dunkertons Organic Cider estate in…

Number of results:

Number of results: 148

, currently showing 101 to 120.

  1. Add Escape Hunt to your Itinerary

    Escape Hunt

    Type

    Type:

    Escape Room

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Escape Hunting involves teammates losing themselves in incredible new worlds, taking on pulse-racing missions and challenges created by the Escape Hunt Studios team. Groups have to work together to follow a series of fiendishly clever clues and…

  2. Add Venture Photography to your Itinerary

    Venture Photography

    Type

    Type:

    Photography

    Cheltenham

    Dates

    We pride ourselves on using our skills to create stunning images which convey your story...

  3. Add Parabola Arts Centre to your Itinerary

    Parabola Arts Centre

    Type

    Type:

    Event Venue

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    This is a brilliant space for your next live performance, conference, festival or presentation. Not to mention that being situated in the centre of Cheltenham, means there are easy to access transport links for your guests to reach the Grade II*…

  4. Add Revolve Studios to your Itinerary

    Revolve Studios

    Type

    Type:

    Photography

    Regent Street, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    olve Studios are proud to be associated with leading retailers such as House of Fraser and selected supplier of Moroccan Oil products...

  5. Add F45 Fitness Studio to your Itinerary

    F45 Fitness Studio

    Type

    Type:

    Sports & Leisure

    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.

  6. Add Popworld Cheltenham to your Itinerary

    Popworld Cheltenham

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Popworld is a late-night bar with a difference – they are cheese with style!

  7. Add Hollywood Bowl Cheltenham to your Itinerary

    Hollywood Bowl Cheltenham

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    With 16 lanes to bowl along, a luxury VIP area, an American themed diner, a relaxing bar and a thrilling amusements area Hollywood Bowl Cheltenham guarantees fun for all!

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

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 995 review(s)from 995 review(s)

    Chedworth Roman Villa (National Trust)

    Type

    Type:

    Historic Site

    Chedworth

    Dates

    From:
    6 Feb 2025to26 Nov 2025

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

  9. Add Cotswold Hills Golf Club to your Itinerary

    Cotswold Hills Golf Club

    Type

    Type:

    Golf Course

    Cheltenham

    Nestled in the rolling hills on the edge of Cheltenham, in an area of outstanding natural beauty not far from the M5 motorway, Cotswold Hills Golf Club boasts a rich, fascinating history and is treasured by both members and visitors alike.

  10. Add Compass Holidays to your Itinerary

    Compass Holidays

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 09:00 - 17:00

    A unique and active holiday with Compass Holidays allows you to get under the skin of the history, culture and natural beauty of some of the world’s most iconic and stunning locations...

  11. 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.

  12. Add Gloucester Guildhall to your Itinerary

    Gloucester Guildhall

    Type

    Type:

    Event Venue

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Located right in the heart of the city, Gloucester’s historic Guildhall is the cultural hub of the city and a vibrant venue home to an exciting programme of music, comedy, film, workshops and theatre with spaces available for meetings, conferences…

  13. Add Cotswold Driving Experiences to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 506 review(s)from 506 review(s)

    Cotswold Driving Experiences

    Type

    Type:

    Motor Sports and Karting

    Cirencester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Experience the range of rally driving thrills at the Gwynne Speed rally school based in the varying terrains of the neighbouring Cotswold Water Park.

  14. Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

  15. Add Briery Hill Llamas to your Itinerary

    Briery Hill Llamas

    Type

    Type:

    Outdoor

    Newent

    Dates

    Visit the Briery Hill llama farm for an unforgettable and unique experience. You can either be a Llama Farmer for a whole day or choose an afternoon experience taking a llama for a walk.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  16. Add Curious About Cheltenham to your Itinerary

    Curious About Cheltenham

    Cheltenham

    Dates

    Discover Cheltenham's "hidden treasures" with Curious About Cheltenham – quirky heritage walks for the curious.

  17. Add Museum of Gloucester to your Itinerary

    Museum of Gloucester

    Type

    Type:

    Museum

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Found within the City of Gloucester is an internationally important collection of treasures of over 750,000 objects. The Museum of Gloucester tells the story of the city’s origins as a Roman settlement and its subsequent development through the Dark…

  18. Add Crickley Hill Country Park to your Itinerary

    Crickley Hill Country Park

    Type

    Type:

    Natural Wildlife Site

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Visit part of the beautiful Cotswold countryside at Crickley Hill Country Park. Managed jointly by the National Trust and Gloucestershire Wildlife Trust, the park is a haven for nature and home to many birds, reptiles and mammals and is recognised…

  19. Add Discover Paddling to your Itinerary

    Discover Paddling

    Type

    Type:

    Paddleboarding

    The Docks, Gloucester

    Award-winning Kayaking and Paddleboarding taster sessions and tours in Gloucester Dock and surrounding waterways. 

Statues