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 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.
  3. 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
  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

Cleeve Hill overlooking Cheltenham

Cleeve Hill

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

The Brewery Quarter Cheltenham

The Brewery Quarter

The Brewery Quarter prides itself on being a 'one-stop shop where you can shop-dine-stay and play!'…

Everyman Theatre

Everyman Theatre

The Everyman is Gloucestershire's theatre - and has been serving the county (and beyond) since 1891.

Jockey at Cheltenham Racecourse

Cheltenham Racecourse

Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the…

Number of results:

Number of results: 155

, currently showing 21 to 40.

  1. Add The Story of Pittville Pump Room -  Heritage Trail to your Itinerary

    The Story of Pittville Pump Room - Heritage Trail

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    4 Apr 2025to6 Apr 2025

    A free immersive heritage trail bringing the history of the iconic Grade I listed Regency building to life.

  2. Add The Promenade and Long Gardens to your Itinerary

    The Promenade and Long Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Cheltenham's famous Promenade dates back to 1818 at the height of the Regency period, when the avenue of elms and horse chestnut trees was first planted.

  3. Add Everyman Theatre to your Itinerary

    Everyman Theatre

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 09:00 - 17:00

    The Everyman is Gloucestershire's theatre - and has been serving the county (and beyond) since 1891.

  4. Add Montpellier Gardens to your Itinerary

    Montpellier Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Montpellier Gardens lie close to the town centre and are an important part of Cheltenham's regency landscape. The gardens can be split into two recreational zones. Most of the park facilities are in the southern section and includes tennis courts, a…

  5. Add Events and Experiences at John Lewis & Partners Cheltenham to your Itinerary

    Events and Experiences at John Lewis & Partners Cheltenham

    Type

    Type:

    Event Venue

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Offering a variety of bookable services, visitors to John Lewis Cheltenham can book a Personal Styling appointment, Nursery Advice service or a Home Design consultation. Since opening in 2018, John Lewis Cheltenham has always been a hive of eventing…

  6. Add Anne Bartlett Blue Badge Tour Guide to your Itinerary

    Anne Bartlett Blue Badge Tour Guide

    Type

    Type:

    Tour Guide

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Discover the history and heritage of this attractive Regency Spa Town. Anne is an experienced, locally based professional tourist guide, providing a relaxed and friendly service for people visiting Gloucestershire for leisure, for their holiday or…

  7. Add The Wilson - Cheltenham Art Gallery & Museum to your Itinerary

    The Wilson - Cheltenham Art Gallery & Museum

    Type

    Type:

    Museum

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    The Wilson Art Gallery & Museum has an outstanding museum and art gallery with a programme of exciting temporary exhibitions and permanent galleries.

  8. Add Sandford Parks Lido to your Itinerary

    Sandford Parks Lido

    Type

    Type:

    Leisure/Swimming Pool

    Cheltenham

    Dates

    From:
    27 Mar 2025to7 Oct 2025Various Opening Times

    Built in 1935, Sandford Parks Lido retains all its original features and is one of the countries few remaining lidos. Great for a day out throughout the summer...

  9. Add Pittville Park to your Itinerary

    Pittville Park

    Type

    Type:

    Municipal Park

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    A fantastic blend of living history, open spaces, children's activities and of course a boating lake! The perfect place to spend a day...

  10. Add The Centaur to your Itinerary

    The Centaur

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

    Located in the heart of England at Cheltenham Racecourse,The Centaur has room for 2,250 people to sit, morethan 4,000 to stand and 1,200 to have a gourmet banquet There are also 12,500 free parking spaces.

  11. Add St Mary's Minster to your Itinerary

    St Mary's Minster

    Type

    Type:

    Church/Chapel

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Cheltenham’s oldest building

  12. Add The Boathouse Activities (Boat Hire, Tennis, Pitch & Putt), Pittville Park to your Itinerary

    The Boathouse Activities (Boat Hire, Tennis, Pitch & Putt), Pittville Park

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 10:00 - 17:00

    The Boathouse is the place to hire rowing boats plus book pitch & putt golf and tennis courts. You can also plus purchase fishing licenses from here.
    The Boathouse organise their own events for children and families including Welly Walks and nature…

  13. Cox's Meadow

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Cox’s Meadow is a mixture of wetland and wildland.  Since the early years of the millennium it has been part of Cheltenham’s Flood Alleviation Scheme. The town is vulnerable to floods caused by run-offs from thunderstorms high on the nearby hills.

  14. Add The Hare and the Minotaur to your Itinerary

    The Hare and the Minotaur

    Type

    Type:

    Sub-Attraction

    Cheltenham

    The Hare and the Minotaur Statue in Cheltenham can be found on The Promenade, outside House of Fraser. It is a truly remarkable statue, and although not everyone loves it, it is worth a stop on your visit to Cheltenham.

  15. Add Leisure At Cheltenham to your Itinerary

    Leisure At Cheltenham

    Type

    Type:

    Leisure/Swimming Pool

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    With such a large range of activities available at Leisure At Cheltenham there really is something for everyone from swimming to racket sports, soft play and even trampolining.

  16. Add The Gardens Gallery to your Itinerary

    The Gardens Gallery

    Type

    Type:

    Arts Centre

    Cheltenham

    Dates

    From:
    1 Mar 2024to31 Dec 2024Open 10:00 - 17:00

    Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for other arts-related activities.

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

    Belas Knap Long Barrow (English Heritage)

    Type

    Type:

    Historic Site

    Winchcombe

    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.

  18. 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!

  19. Add Eat Sleep Axe to your Itinerary

    Eat Sleep Axe

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    3 Sept 2024to31 Dec 2024Various Opening Times

    An urban axe throwing venue that provides a fun, friendly environment for you to hang out with friends and throw axes. It is located on the first floor of Escape Rooms Cheltenham in Winchcombe Street in Cheltenham town centre.

  20. Add Elkstone Studios Venue to your Itinerary

    Elkstone Studios Venue

    Type

    Type:

    Health & Wellbeing

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 08:00 - 17:00

    The Elk Tipi hosts events, pop-ups, and workshops, while kids can enjoy the new playground.

Statues