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

Dunkertons

Dunkertons

Gloucestershire’s largest cidery and bespoke shop is open for tastings, tours and events...

The Romantic Road - Classic Car Hire or Luxury Chauffeur Tour

The Romantic Road - Classic Car Hire or Luxury Chauffeur Tour

Featured in The Telegraph as one of the Great British Drives, The Romantic Road takes you on a…

The Garden Room Restaurant

The Garden Room Restaurant

The Garden Room Restaurant - The Greenway Hotel and Spa's stunning oak panelled restaurant

Winchcombe

Winchcombe

Winchcombe is an attractive market town in the Cotswolds with a long history. Located just 8 miles,…

Number of results:

Number of results: 155

, currently showing 21 to 40.

  1. 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.

  2. 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…

  3. 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.

  4. 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.

  5. 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...

  6. Add Cheltenham Playhouse Theatre to your Itinerary

    Cheltenham Playhouse Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Welcome to Cheltenham Playhouse Theatre; an intimate community theatre set in a Regency period building.

  7. Add Cheltenham Town Hall to your Itinerary

    Cheltenham Town Hall

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Cheltenham Town Hall is now home to an impressive all year round programme of major festivals, entertainment, exhibitions and functions. Built in 1902-1903 as a venue for social events, it replaced the Assembly Rooms on the High Street, which had…

  8. Add Montpellier Caryatids to your Itinerary

    Montpellier Caryatids

    Type

    Type:

    Sub-Attraction

    Cheltenham

    Dates

    Don't miss Cheltenham's most iconic Regency feature; The Caryatids in Montpellier.

  9. 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.

  10. 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…

  11. Add C-Side Spa to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 76 review(s)from 76 review(s)

    C-Side Spa

    Type

    Type:

    Hotel Spa

    Near Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Bathed by the natural beauty of the Cotswold countryside. A haven for self-care, a tonic for the soul. Welcome back to the C-Side Spa, where our team offers a range of holistic therapies including massages, facials and exfoliating wraps plus…

  12. Add Ellenborough Park Spa to your Itinerary

    Ellenborough Park Spa

    Type

    Type:

    Hotel Spa

    Cheltenham

    The Spa at Ellenborough Park is a capsule of serenity and well-being transported from Lord Ellenborough’s India to modern day Cheltenham.

  13. Best dog walks in Cheltenham

    Type

    Type:

    Walking

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Our pick of the best dog walks in and around Cheltenham. You’re never far from green space in Cheltenham. Our Regency town is home to many spectacular parks and gardens offering endless opportunities for great dog walks. Spectacular countryside also…

  14. Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 11 review(s)from 11 review(s)

    Cotswold Discovery Trail

    Type

    Type:

    Self-Guided Tour

    Stroud

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Treasure trails to explore the beauty, history and heritage of the Cotswolds. Have fun exploring the Cotswolds by car following trail directions and answering questions and clues.

  15. Add Cheltenham Racecourse to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 853 review(s)from 853 review(s)

    Cheltenham Racecourse

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

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

    Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the heart of Jump racing. This iconic venue hosts the most prestigious races and is where champions, both equine and human, forge their reputations.

  16. 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.

  17. Add Gloucester Rugby to your Itinerary

    Gloucester Rugby

    Type

    Type:

    Sports Ground/Stadium

    Kingsholm Road, Gloucester

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    In the 150 years since forming in 1873, the Cherry & Whites have established themselves as one of the biggest clubs in English rugby. Turning professional in 1997, Gloucester have competed in the top-tier of English domestic rugby ever-since.

  18. Add Vine & Orchard Adventures to your Itinerary

    Vine & Orchard Adventures

    Type

    Type:

    Cooking / Wine Tasting

    CHELTENHAM

    Sister brand to Tivoli Wines, Cheltenham’s leading independent wine merchant, Vine & Orchard Adventures offer one of a kind guided tours and tasting experiences. They’ll transport you across the beautiful Cotswolds and Three Counties countryside,…

  19. 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.

  20. Add Bacon Theatre to your Itinerary

    Bacon Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    The impressive Bacon Theatre completed in 1991 and built to a very high standard, boasts excellent sightlines and state-of-the-art facilities...

Statues