48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Cheltenham Weekend Breaks for 2024
    20 of the best Cheltenham weekend breaks for 2023, covering recommendations for all budgets from luxurious town centre hotels, indulgent countryside retreats and budget friendly hotels offering great value for money…
  2. 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.
  3. 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.
  4. Shopping
    Shop 'til you drop in Cheltenham's shopping districts, with big name brands including John Lewis, Boots, Marks and Spencers and independent stores galore...
  5. 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
  6. 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

Imperial Gardens Cheltenham

Imperial Gardens

The Imperial Gardens were originally landscaped and planted as a pleasure garden for the wealthy.…

Burford

Burford

With its medieval bridge, old stone houses and attractive Tudor and Georgian frontages, Burford is…

Nook on Five bar

The Nook On Five

Fine dining restaurant with an iconic vista. Cheltenham’s only rooftop restaurant, officially…

Pittville Pump Room Cheltenham

Pittville Pump Room

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

Number of results:

Number of results: 150

, currently showing 41 to 60.

  1. Add Cheltenham Guided Walks to your Itinerary

    Cheltenham Guided Walks

    Type

    Type:

    Guided Tours

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Cheltenham Guided Walks is offering customers the chance to book walks around the centre of the town guided by a resident of 45+ year’s residence, Alan Jones, who holds a professional qualification in training delivery and has worked for UCAS for 20…

  2. Add Flight Club Social Darts to your Itinerary

    Flight Club Social Darts

    Type

    Type:

    Darts

    Henrietta Street, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Flight Club has reinvented darts for the twenty first century, housed in a spectacular setting in The Brewery Quarter, serving food and cocktails, with an incredible 'Brunch Social' running every Thursday to Sunday with Prosecco and bottomless pizza!

  3. Add Boulders Cheltenham to your Itinerary

    Boulders Cheltenham

    Type

    Type:

    Sport/Leisure Centre

    Tewkesbury Road, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    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.

  4. Add Cooper's Hill Nature Reserve to your Itinerary

    Cooper's Hill Nature Reserve

    Type

    Type:

    Country Park/Nature Reserve

    Gloucester

    Dates

    A local nature reserve, 2 miles south of Brockworth on A46, with nationally important beech woodlands and a waymarked trail. Superb Cotswold beech woodlands together with small areas of flower-rich limestone grassland.

  5. Add Flyup 417 Bike Park to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 40 review(s)from 40 review(s)

    Flyup 417 Bike Park

    Type

    Type:

    Cycling and Mountain Biking

    Witcombe, Gloucester

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    417 Bike Park - a mountain bike haven suitable to all abilities. Facilities include Downhill Tracks, Uplift Service, 4X, Dual-Slalom, Outdoor Dirt Jumps, two Indoor barns, Café and Bike Shop.

  6. Add West Tump Long Barrow to your Itinerary

    West Tump Long Barrow

    Type

    Type:

    Free Days Out

    Nr Cranham

    Dates

    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.

  7. Add Bacon Theatre to your Itinerary

    Bacon Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    The impressive Bacon Theatre completed in 1991 and built to a very high standard, boasts excellent sightlines and state-of-the-art facilities...

  8. Add Great Witcombe Roman Villa Remains to your Itinerary

    Great Witcombe Roman Villa Remains

    Type

    Type:

    Historic Site

    Gloucester

    Dates

    The remains of a large villa, overlooking an enchanting valley. Built around three sides of a courtyard, it had a luxurious bath-house complex.

  9. Add The Gardens Gallery to your Itinerary

    The Gardens Gallery

    Type

    Type:

    Arts Centre

    Cheltenham

    Dates

    From:
    1 Mar 2024to31 Dec 2024Open 10:00 - 17:00

    Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for other arts-related activities.

  10. Add Belas Knap Long Barrow (English Heritage) to your Itinerary

    Belas Knap Long Barrow (English Heritage)

    Type

    Type:

    Historic Site

    CHELTENHAM

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    A good example of a neolithic long barrow, with the mound still intact and surrounded by a stone wall.

  11. Add Vine & Orchard Adventures to your Itinerary

    Vine & Orchard Adventures

    Type

    Type:

    Cooking / Wine Tasting

    CHELTENHAM

    Sister brand to Tivoli Wines, Cheltenham’s leading independent wine merchant, Vine & Orchard Adventures offer one of a kind guided tours and tasting experiences. They’ll transport you across the beautiful Cotswolds and Three Counties countryside,…

  12. Add Dunkertons to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 106 review(s)from 106 review(s)

    Dunkertons

    Type

    Type:

    Cider Farm

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

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

  13. Add F45 Fitness Studio to your Itinerary

    F45 Fitness Studio

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Specialising in high-intensity team training sessions that keep members engaged, motivated, inspired and sweating on a daily basis.

  14. Add The Roman Baths to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 24289 review(s)from 24289 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.

  15. Add Hollywood Bowl Cheltenham to your Itinerary

    Hollywood Bowl Cheltenham

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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!


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

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 966 review(s)from 966 review(s)

    Chedworth Roman Villa (National Trust)

    Type

    Type:

    Historic Site

    Chedworth

    Dates

    From:
    6 Feb 2024to26 Nov 2024

    Cradled in a beautiful Cotswold valley rest the remains of one of the grandest Roman villas in Britain.

  17. Add Home & Botanic to your Itinerary

    Home & Botanic

    Type

    Type:

    Nightclub

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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.

  18. Add Berkeley Castle to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 893 review(s)from 893 review(s)

    Berkeley Castle

    Type

    Type:

    Castle/Fort

    Gloucestershire

    Dates

    From:
    1 Mar 2024to8 Nov 2024Various 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

  19. Add ClubKickbox to your Itinerary

    ClubKickbox

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    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.

  20. Add Winston Churchill Memorial Gardens to your Itinerary

    Winston Churchill Memorial Gardens

    Type

    Type:

    Historic Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

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

Statues