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
    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

Cheltenham Town Hall, events venue Cheltenham, live entertainment venue Cheltenham

Cheltenham Town Hall

Cheltenham Town Hall is now home to an impressive all year round programme of major festivals,…

Pittville Pump Room Cheltenham

Pittville Pump Room

Pittville Pump Room is a beautiful, historic Grade One listed property set in parkland at Pittville…

Cleeve Hill overlooking Cheltenham

Cleeve Hill

Cleeve Hill is located on Cheltenham’s North-Eastern edge, on the way to Winchcombe, affording…

Flight Club

Flight Club

Flight Club Cheltenham, located in the Brewery Quarter, has reimagined darts for the 21st century,…

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Number of results: 151

, currently showing 61 to 80.

  1. Stonehenge seen from above, © ENGLISH HERITAGE

    Add Stonehenge to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 14909 review(s)from 14909 review(s)

    Stonehenge

    Type

    Type:

    Historic Site

    Nr Amesbury

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Stonehenge stands impressively as a prehistoric monument of unique importance, a World Heritage Site, surrounded by remains of ceremonial and domestic structures - some older than the monument itself.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  2. Nature in Art

    Add Nature in Art to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 287 review(s)from 287 review(s)

    Nature in Art

    Type

    Type:

    Museums & Galleries

    Gloucester

    Dates

    The world's first museum dedicated exclusively to fine, decorative and applied art inspired by nature from any period, any culture and in any media.

  3. Ogbow Tours -  Guided audio walking tours

    Add Ogbow Tours -  Guided audio walking tours to your Itinerary

    Ogbow Tours - Guided audio walking tours

    Type

    Type:

    Guided Tour

    Cheltenham

    Owen Bowles is a Blue Badge Tourist Guide for the Heart of England. He publishes GPS - guided audio walking tours of Cheltenham and the region using the Voicemap App that can be downloaded onto a mobile phone.

  4. Welcome Gym

    Add Welcome Gym to your Itinerary

    Welcome Gym

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    There is a large mixed gym area with treadmills, cross trainers, bikes and rowers, an airy studio space, stretch area, separate spin bike studio and generous free weights area...

  5. Family enjoying bowling

    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!


  6. Home & Botanic

    Add Home & Botanic to your Itinerary

    Home & Botanic

    Type

    Type:

    Nightclub

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    If you’re looking for a swanky venue to grab a drink and party the night away then pop down to Home and Botanic, Cheltenham’s newest nightclub.

  7. Ten pin bowling alley

    Add Roxy Lanes Cheltenham High Street to your Itinerary

    Roxy Lanes Cheltenham High Street

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Roxy Lanes High Street is the home of booze and ball games in Cheltenham, with a vast array of gaming all under one roof! With ten-pin bowling, ice-free curling, karaoke rooms and their tech darts plus much more.

  8. Kilkenny Viewpoint and Nature Reserve

    Add Kilkenny Viewpoint and Nature Reserve to your Itinerary

    Kilkenny Viewpoint and Nature Reserve

    Type

    Type:

    Country Park/Nature Reserve

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Parking and picnic area 900ft high on Cotswold escarpment with extensive views.

  9. The Wine Library

    Add The Wine Library to your Itinerary

    The Wine Library

    Type

    Type:

    Team Building

    CHELTENHAM

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

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

  10. Live Music in Cheltenham

    Add 2 Pigs to your Itinerary

    2 Pigs

    Type

    Type:

    Live Music

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    One of Cheltenham's longest running club/pub/live music venues. With a friendly, chilled out, relaxed atmosphere and great heated outside courtyard unsurpassed in Cheltenham late night venues...

  11. Jet Age Museum

    Add Jet Age Museum to your Itinerary

    Jet Age Museum

    Type

    Type:

    Alternative Days out

    Cheltenham Road East, Gloucester

    The Jet Age Museum is home to the Gloucestershire Aviation Collection based at Staverton Airport. It celebrates Gloucestershire’s rich aviation heritage from the early days of flight, through the birth of the Jet Age to the present day.

  12. Beautifully presented patisseries from Pastry Academy UK

    Add Pastry Academy UK to your Itinerary

    Pastry Academy UK

    Type

    Type:

    Cookery School

    Cheltenham

    Formerly Edible Art Patisserie, Pastry Academy UK was incorporated in 2024 with one main aim - to inspire pastry chef’s from across the UK and further afield to push the boundaries and strive for excellence.

  13. Steeplechase Distillery exterior

    Add Steeplechase Distillery to your Itinerary

    Steeplechase Distillery

    Type

    Type:

    Distillery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Steeplechase Distillery is a multi-award winning Distillery and their gins are something for Cheltenham to be proud of, paying homage to the history and heritage of Horse Racing.

  14. Brizen Farm Playing Field

    Add Brizen Farm Playing Field to your Itinerary

    Brizen Farm Playing Field

    Type

    Type:

    Outdoors

    Cheltenham

  15. F45 Fitness Studio exterior

    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.

  16. Red Borders - James Dobson

    Add Hidcote (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2195 review(s)from 2195 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.

  17. Instructor makes a catch

    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.

  18. Late Night Coco

    Add Late Night Coco to your Itinerary

    Late Night Coco

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

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

  19. Isbourne Holistic Centre

    Remove Isbourne Holistic Centre from your Itinerary

    Isbourne Holistic Centre

    Type

    Type:

    Education Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The Isbourne is a pioneering hub of wellbeing and spiritual development in the South-West of England, running a variety of inspirational courses, workshops and talks throughout the year...

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