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

Pittville Pump Room Cheltenham across the lake

Pittville Park

A fantastic blend of living history, open spaces, children's activities and of course a boating…

Steak sandwich

Dining at No. 38 The Park

No.38 The Park is an elegant Cheltenham townhouse that’s perfect for a truly Cotswold getaway. No…

Winchcombe

Winchcombe

Winchcombe is an attractive market town in the Cotswolds with a long history. Located just 8 miles,…

Elkstone Studios Buildings

Elkstone Studios Shopping

Elkstone Studios offers fashion boutiques, a wellness hub, hair salon, aesthetics studio, Pilates,…

Number of results:

Number of results: 149

, currently showing 81 to 100.

  1. 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.

  2. Add National Waterways Museum Gloucester to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 490 review(s)from 490 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.

  3. 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.

  4. 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.

  5. 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.

  6. 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!

  7. Add Parabola Arts Centre to your Itinerary

    Parabola Arts Centre

    Type

    Type:

    Event Venue

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    This is a brilliant space for your next live performance, conference, festival or presentation. Not to mention that being situated in the centre of Cheltenham, means there are easy to access transport links for your guests to reach the Grade II*…

  8. 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…

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

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 995 review(s)from 995 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.

  10. 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…

  11. Add Berkeley Castle to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 984 review(s)from 984 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 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!

  13. 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…

  14. Add Ella & Fleur Hot Yoga Ltd to your Itinerary

    Ella & Fleur Hot Yoga Ltd

    Type

    Type:

    Yoga

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Their heated studios allow the body to stretch and compress more deeply, easing muscles and joints...

  15. Add Stonehenge to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 14983 review(s)from 14983 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
  16. 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!

  17. 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…

  18. 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.

Statues