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

Wood Stanway

Stanway

This estate village is centred upon the magnificent Stanway House with its baroque gatehouse and…

Chaplais Kitchen exterior and outdoor seating

Chaplais Kitchen

Chaplais Kitchen is located in Montpellier and opened it’s doors back in 2019, it’s the culinary…

Sef Steakhouse Cheltenham exterior

Sef Steakhouse

A new addition to Cheltenham town centre. Sef Steakhouse prides itself in being an independent…

The Garden Room Restaurant

The Garden Room Restaurant

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

Number of results:

Number of results: 149

, currently showing 101 to 120.

  1. 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.

  2. Add Late Night Coco to your Itinerary

    Late Night Coco

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The Funky House BASS:ment bar that gets you in the mood for dancin'...

  3. Add 2 Pigs to your Itinerary

    2 Pigs

    Type

    Type:

    Live Music

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    One of Cheltenham's longest running club/pub/live music venues. With a friendly, chilled out, relaxed atmosphere and great heated outside courtyard unsurpassed in Cheltenham late night venues...

  4. 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...

  5. Add The Cheltenham Promenaders to your Itinerary

    The Cheltenham Promenaders

    Type

    Type:

    Guided Tour

    Cheltenham

    Dates

    Join a theatrical guided walking tour around the historic Regency spa town of Cheltenham to learn about its history and hear anecdotes and stories about the many famous people who have lived here, or have visited.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  6. Add National Waterways Museum Gloucester to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 486 review(s)from 486 review(s)

    National Waterways Museum Gloucester

    Type

    Type:

    Museum

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Three floors of a Victorian warehouse house interactive displays and galleries, which chart the story of Britain's waterways. Complete with Historic crafts and shop.

  7. Add Nature in Art to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 287 review(s)from 287 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.

  8. 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.

  9. Add Compass Holidays (Trade) to your Itinerary

    Compass Holidays (Trade)

    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...

  10. Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

  11. 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.

  12. 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.

  13. Add Cotswold Journeys to your Itinerary

    Cotswold Journeys

    Type

    Type:

    Walking Tour

    Cheltenham

  14. Add Funky Warehouse to your Itinerary

    Funky Warehouse

    Type

    Type:

    Trampolining

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Funky Warehouse is Gloucestershire's ultimate indoor trampoline / parkour park and soft play area with various activities and something for all ages!

  15. Add Crickley Hill Country Park to your Itinerary

    Crickley Hill Country Park

    Type

    Type:

    Natural Wildlife Site

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Visit part of the beautiful Cotswold countryside at Crickley Hill Country Park. Managed jointly by the National Trust and Gloucestershire Wildlife Trust, the park is a haven for nature and home to many birds, reptiles and mammals and is recognised…

  16. Add Bloomery to your Itinerary

    Bloomery

    Type

    Type:

    Flowers, Plants and Wildlife

    Broadway

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Join the Bloomery team for an interactive relaxing sustainable flower, terrarium, wreath, bouquet, or dried flower workshop in the original potting shed on the Farncombe Estate just outside of Broadway, located a 40 minute drive from Cheltenham town…

    Facilities

    Bookable Product

    • TXGB Bookable Product
  17. Add Leckhampton Hill and Charlton Kings Common to your Itinerary

    Leckhampton Hill and Charlton Kings Common

    Type

    Type:

    Viewpoint

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Leckhampton Hill and Charlton Kings Common lie within the Cotswolds Area of Outstanding Natural Beauty. The main aspect of the hill is visible from many parts of Cheltenham. It is a cherished landscape feature for residents and visitors.

  18. Add Paint it Yourself Pottery Co. to your Itinerary

    Paint it Yourself Pottery Co.

    Type

    Type:

    Ceramics and Pottery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Unleash your creative side! Take along your family for a unique painting experience...

Statues