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 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

Dunkertons Organic Cider tours

Dunkertons

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

Exterior of Tivoli Wines

Tivoli Wines

An award-winning wine merchants and tasting room with over 650 wines to take away and 32 wines…

PizzaExpress exterior

PizzaExpress Cheltenham

Cheltenham Pizza Express is located at The Brewery Quarter Shopping Centre - the home of shopping,…

Theatre stage

Everyman Theatre

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

Number of results:

Number of results: 149

, currently showing 101 to 120.

  1. Add Stonehenge to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 14982 review(s)from 14982 review(s)

    Stonehenge

    Type

    Type:

    Historic Site

    Nr Amesbury

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Stonehenge stands impressively as a prehistoric monument of unique importance, a World Heritage Site, surrounded by remains of ceremonial and domestic structures - some older than the monument itself.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  2. 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!

  3. Children’s Roundabout

    Type

    Type:

    Outdoor

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Bring a smile to your little one’s face with a ride on the Roundabout Cheltenham – a classic children’s merry-go-round located right in the heart of Cheltenham High Street, just outside Pret. This beloved attraction has been delighting generations…

  4. 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...

  5. Add Hidcote (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2214 review(s)from 2214 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.

  6. 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.

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

    Tour & Explore with Anne Bartlett

    Type

    Type:

    Tour Guide

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  8. 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.

  9. Add Nature in Art to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 289 review(s)from 289 review(s)

    Nature in Art

    Type

    Type:

    Museums & Galleries

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  10. Add Cotswold Journeys to your Itinerary

    Cotswold Journeys

    Type

    Type:

    Walking Tour

    Cheltenham

  11. Add Compass Holidays to your Itinerary

    Compass Holidays

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 09:00 - 17:00

    A unique and active holiday with Compass Holidays allows you to get under the skin of the history, culture and natural beauty of some of the world’s most iconic and stunning locations...

  12. 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.

  13. 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.

  14. Add Painswick Rococo Garden to your Itinerary

    Painswick Rococo Garden

    Type

    Type:

    Garden

    Painswick, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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…

  15. 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.

  16. Add Lindy Hop Dance Classes to your Itinerary

    Lindy Hop Dance Classes

    Type

    Type:

    Dancing

    Cheltenham

    Dates

    Learn to Lindy Hop, a Swing Dance from the 1930's, to the music of Big Bands and Jazz.

  17. Add Boulders Cheltenham to your Itinerary

    Boulders Cheltenham

    Type

    Type:

    Sport/Leisure Centre

    Tewkesbury Road, Cheltenham

    As the only dedicated bouldering centre in Cheltenham, Boulders offers opportunities for 'Give it a Go' sessions for adults and children as well as monthly memberships for regular climbing enthusiasts.

  18. Add Contrast Wellness to your Itinerary

    Contrast Wellness

    Type

    Type:

    Spa and Relaxation

    Cheltenham

    A dedicated recovery and wellness studio, here to help you be at your peak.

  19. Add WWT Slimbridge Wetland Centre to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 1563 review(s)from 1563 review(s)

    WWT Slimbridge Wetland Centre

    Type

    Type:

    Animal Collection

    Slimbridge

    Dates

    From:
    1 Apr 2025to31 Oct 2025Open 09:30 - 17:30
    From:
    1 Nov 2025to31 Mar 2026Open 09:30 - 17:00

    Award-winning visitor centre, home to a variety of wildfowl and wetland creatures that will captivate people of all ages. Plenty to do inside and out with events, activities, walks and talks throughout the year.

  20. Add West Tump Long Barrow to your Itinerary

    West Tump Long Barrow

    Type

    Type:

    Free Days Out

    Nr Cranham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    This barrow is located in the middle of Buckholt Wood, in the parish of Brimpsfield, about one and a half miles south-west of Birdlip.

Statues