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 2025
    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 2025
    Looking for Things To Do in Cheltenham 2025? 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

Prestbury

Prestbury

Pretty village on the edge of Cheltenham, noted, amongst other things, for ghosts!

The Ivy Montpellier Brasserie Cheltenham - exterior

The Ivy Montpellier Brasserie

The Ivy Montpellier Brasserie in Cheltenham is an all-day dining British restaurant with an…

Belgrave House Cheltenham exterior

Belgrave House Settebello

Visit Belgrave House Restaurant, Sotto their exclusive cocktail bar & lounge or dine in their…

Webbs restaurant

Webbs Garden Centre Cheltenham

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

Number of results:

Number of results: 150

, currently showing 101 to 120.

  1. 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!

  2. 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...

  3. 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!


  4. 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.

  5. 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.

  6. 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.

  7. Add Mr Mulligans to your Itinerary

    Mr Mulligans

    Type

    Type:

    Indoors

    St Margaret’s Road, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Two epic adventure indoor golf courses, electro-darts, shuffleboard & pool plus a fantastic bar and a restaurant, whether you're a big kid or a little kid, there really is something for everyone!

  8. 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!

  9. Add Battledown Brewery to your Itinerary

    Battledown Brewery

    Type

    Type:

    Brewery

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The methods are as old as the hills and the ingredients are as good as you can get, so the product is unsurprisingly...

  10. Add CLC Health & Fitness Centre to your Itinerary

    CLC Health & Fitness Centre

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Health & Fitness Centre based at Cheltenham Ladies College...

  11. 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
  12. 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.

  13. Fundamental Movement Academy

    Add Fundamental Movement Academy to your Itinerary

    Fundamental Movement Academy

    Cheltenham

    Fundamental Movement Academy Cheltenham is the first of their branches with a fully functioning gymnastics hall, café, and Teeny Tiny Town in the South West UK, and they could not be prouder.

  14. 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.

  15. 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.

  16. Add Paint it Yourself Pottery Co. to your Itinerary

    Paint it Yourself Pottery Co.

    Type

    Type:

    Ceramics and Pottery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Unleash your creative side! Take along your family for a unique painting experience...

  17. 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. 

  18. Add Voi - Electric Scooter Hire Cheltenham to your Itinerary

    Voi - Electric Scooter Hire Cheltenham

    Type

    Type:

    Activities

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Enjoy exploring Cheltenham on an electric scooter. The Voi. scooters are available to rent from various locations across Cheltenham, including the Promenade and Pittville Park.

  19. Add Painswick Rococo Garden to your Itinerary

    Painswick Rococo Garden

    Type

    Type:

    Garden

    Painswick, Cheltenham

    Painswick Rococo Garden is a unique and fascinating insight into early to mid 18th century English garden design. The only complete Rococo garden in England, it dates from a brief period (1720 – 1760) when English gardens were changing from the…

  20. Add Cheltenham Walks to your Itinerary

    Cheltenham Walks

    Type

    Type:

    Walking Route

    Cheltenham

    Cheltenham is the cultural centre for the Cotswolds, offering a different festival for everyone, from cutting edge jazz, classical and folk music, to horse racing, cricket and literature - find out about walks in Cheltenham.

Statues