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 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

Bistro seating area at Star Bistro

Star Bistro

StarBistro offers simple, seasonal dishes with ingredients sourced from Gloucestershire, the…

My Pastalicious

My Pastalicious

An Italian deli specialising in fresh pasta, sauces, organic Italian bread, (especially focaccia),…

Tailors exterior

Tailors

Tailors is a well-known and popular pub situated in a beautiful pedestrianised area in the heart of…

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…

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Number of results: 148

, currently showing 81 to 100.

  1. Add Lounge 72 to your Itinerary

    Lounge 72

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Lounge 72 has it all, American and English Pool, Darts, Cocktails, and a fine selection of premium alcohol!

  2. 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.

  3. Add Under the Prom to your Itinerary

    Under the Prom

    Type

    Type:

    Nightclub

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Under The Prom is located in the heart of Cheltenham and composes of three different bars with an extensive range of premium spirits, champagne, bottled beer and cider and cocktails...

  4. Add Jet Age Museum to your Itinerary

    Jet Age Museum

    Type

    Type:

    Alternative Days out

    Cheltenham Road East, Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

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

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 991 review(s)from 991 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.

  6. Add Cheltenham Martial Arts to your Itinerary

    Cheltenham Martial Arts

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Their expert martial arts staff is extremely, extremely, extremely dedicated to giving you the best possible experience you could ask for...

  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 Trinity Cheltenham to your Itinerary

    Trinity Cheltenham

    Type

    Type:

    Church/Chapel

    Cheltenham

    They are a vibrant Anglican church, celebrating life at the heart of Cheltenham town centre...

  9. 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.

  10. Add United Services Club to your Itinerary

    United Services Club

    Type

    Type:

    Live Music

    Cheltenham

    This became a ‘services’ club soon after WW2 when people in the services would have used it. Next door to the building’s left there used to be a row of buildings before they were knocked down to make way for a road – now A46. A.A Motors used to be…

  11. Add St Mary's Minster to your Itinerary

    St Mary's Minster

    Type

    Type:

    Church/Chapel

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    The Parish Church, dating from the mid 11th century, is Cheltenham’s oldest building.

  12. 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...

  13. Add Hidcote (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2199 review(s)from 2199 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.

  14. 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.

  15. 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.

  16. 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.

  17. 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. Add Tivoli Cinema to your Itinerary

    Tivoli Cinema

    Type

    Type:

    Cinema

    Regent Street , Cheltenham

    Dates

    From:
    24 Sept 2025to31 Dec 2025Various Opening Times

    For discerning movie lovers. Located in Regent Arcade, Tivoli is the hottest social creature in town. A space to end the day with a bang, or to start something amazing.

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