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

Cleeve Hill overlooking Cheltenham

Cleeve Hill

Cleeve Hill is located on Cheltenham’s North-Eastern edge, on the way to Winchcombe, affording…

Pittville Pump Room Cheltenham

Pittville Pump Room

Pittville Pump Room is a beautiful, historic Grade One listed property set in parkland at Pittville…

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…

Number of results:

Number of results: 148

, currently showing 81 to 100.

  1. Add Isbourne Holistic Centre to your Itinerary

    Isbourne Holistic Centre

    Type

    Type:

    Education Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The Isbourne is a pioneering hub of wellbeing and spiritual development in the South-West of England, running a variety of inspirational courses, workshops and talks throughout the year.

  2. 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…

  3. 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
  4. 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!

  5. Add Bike & E-Bike Hire to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 34 review(s)from 34 review(s)

    Bike & E-Bike Hire

    Type

    Type:

    Cycle Hire

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Cheltenham Bike Hire have a great selection of bikes for short or long-term rental; perfect for exploring the local spa town of Cheltenham and the nearby Cotswolds.

  6. Add Welcome Gym to your Itinerary

    Welcome Gym

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various 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...

  7. 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.

  8. Add Hollywood Bowl Cheltenham to your Itinerary

    Hollywood Bowl Cheltenham

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    With 16 lanes to bowl along, a luxury VIP area, an American themed diner, a relaxing bar and a thrilling amusements area Hollywood Bowl Cheltenham guarantees fun for all!

  9. Add Winston Churchill Memorial Gardens to your Itinerary

    Winston Churchill Memorial Gardens

    Type

    Type:

    Historic Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The gardens have a number of historical elements such as the formal rose garden, pergola, clipped yew avenue and St Mary's Mission building...

  10. Add Stonehenge to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 14975 review(s)from 14975 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
  11. Add Berkeley Castle to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 983 review(s)from 983 review(s)

    Berkeley Castle

    Type

    Type:

    Castle/Fort

    Gloucestershire

    Dates

    From:
    30 Mar 2025to8 Nov 2025Various Opening Times

    Berkeley Castle is a beautiful and historic Castle, begun in 1117 and still remains the home of the Berkeley family. It is a great day-out for all the family, hosting special events on bank holidays and during school holidays

  12. Add Star Golf to your Itinerary

    Star Golf

    Type

    Type:

    Golf

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Enjoy stunning Cotswold scenery and soak up the relaxed atmosphere as you play a round of StarGolf on our picturesque course.
    Set in the parkland of Ullenwood Manor, the StarGolf course offers 18 par three holes played over nine fairways, as well as…

  13. Add Everlast Fitness Club to your Itinerary

    Everlast Fitness Club

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various 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 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.

  15. Add MooMoo Clubrooms to your Itinerary

    MooMoo Clubrooms

    Type

    Type:

    Nightclub

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Cheltenham nightspot featuring a spacious dance arena, a smaller, pop art-inspired space & a plush lounge.

  16. 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…

  17. Add The Roman Baths to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 24594 review(s)from 24594 review(s)

    The Roman Baths

    Type

    Type:

    Museum

    Bath

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  18. 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.

  19. Add Escape Hunt to your Itinerary

    Escape Hunt

    Type

    Type:

    Escape Room

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various 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…

Statues