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…

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Number of results: 155

, currently showing 61 to 80.

  1. Add Steeplechase Distillery to your Itinerary

    Steeplechase Distillery

    Type

    Type:

    Distillery

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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.

  2. Add Lounge 72 to your Itinerary

    Lounge 72

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

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

  3. 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.

  4. Add Tour & Explore with Anne Bartlett to your Itinerary

    Tour & Explore with Anne Bartlett

    Type

    Type:

    Tour Guide

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Tour and Explore the Cotswolds with Anne Bartlett - Blue Badge Tour Guide. Anne works with Tour Operators, Group Travel Organisers and coach companies providing a relaxed and friendly service for groups.

  5. Add Tivoli Cinema to your Itinerary

    Tivoli Cinema

    Type

    Type:

    Cinema

    Regent Street , Cheltenham

    Dates

    From:
    24 Sept 2024to31 Dec 2024Various 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.

  6. Cheltenham Promenaders

    Type

    Type:

    Guided Tour

    Cheltenham

    Dates

    Join one of our theatrical guided walking tour experiences around the historic Regency spa town of Cheltenham and learn about its history and hear anecdotes and stories about the many famous people who lived or visited the place.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  7. 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.

  8. 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.

  9. Add Popworld Cheltenham to your Itinerary

    Popworld Cheltenham

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Popworld is a late-night bar with a difference – they are cheese with style!

  10. 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.

  11. Add Passive Horsemanship to your Itinerary

    Passive Horsemanship

    Type

    Type:

    Lessons and learning

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 09:00 - 18:00

    Brian Sinnett is an expert at passive horsemanship - he provides western riding lessons to the highest standard for beginners upwards...

  12. Add Revolve Studios to your Itinerary

    Revolve Studios

    Type

    Type:

    Photography

    Regent Street, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    olve Studios are proud to be associated with leading retailers such as House of Fraser and selected supplier of Moroccan Oil products...

  13. Add Everlast Fitness Club to your Itinerary

    Everlast Fitness Club

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    With state-of-the-art facilities, a team of knowledgeable Personal Trainers, aextensive group exercise class timetable and a welcoming, motivational atmosphere, Everlast’s Fitness Club in Cheltenham has got everything you need to reach your fitness…

  14. Add Welcome Gym to your Itinerary

    Welcome Gym

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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...

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

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    Tripadvisor Traveller Rating - from 987 review(s)from 987 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.

  16. Add Escape Hunt to your Itinerary

    Escape Hunt

    Type

    Type:

    Escape Room

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Escape Hunting involves teammates losing themselves in incredible new worlds, taking on pulse-racing missions and challenges created by the Escape Hunt Studios team. Groups have to work together to follow a series of fiendishly clever clues and…

  17. Add Cheltenham Martial Arts to your Itinerary

    Cheltenham Martial Arts

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

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

  18. Add The Wine Library to your Itinerary

    The Wine Library

    Type

    Type:

    Team Building

    CHELTENHAM

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

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

  19. Add The Roman Baths to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 24507 review(s)from 24507 review(s)

    The Roman Baths

    Type

    Type:

    Museum

    Bath

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Walk around the steaming Great Bath where people bathed nearly 2,000 years ago, see the ruins of the temple of Minerva where Roman worshippers gathered, and explore the fascinating museum.

  20. Add Nature in Art to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 285 review(s)from 285 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.

Statues