48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. 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.
  2. What's On in Cheltenham 2025
    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

Chaplais Deli food

Chaplais Deli

Chaplais Deli is located in Tivoli and has been serving the finest, rich selection of gourmet foods…

Montpellier Gardens Gallery

The Gardens Gallery

Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for…

Jockey at Cheltenham Racecourse

Cheltenham Racecourse

Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the…

Glass and green painted front of For the Saints espress bar, which stands between two of Montpellier Walk's famous Caryatid statues

For the Saints espresso bar

For The Saints is a specialty coffee espresso bar located in the beautiful Montpellier area of…

Number of results:

Number of results: 150

, currently showing 101 to 120.

  1. 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…

  2. 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...

  3. Add Lounge 72 to your Itinerary

    Lounge 72

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Lounge 72 has it all, American and English Pool, Darts, Cocktails, and a fine selection of premium alcohol!

  4. 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.

  5. 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.

  6. 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
  7. Add Cineworld Cheltenham to your Itinerary

    Cineworld Cheltenham

    Type

    Type:

    Cinema

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    At The Brewery Quarter you’ll find a 14-screen state-of-the-art cinema – including three VIP screens, a multi-sensory 4DX screen and an IMAX screen - showing all the latest blockbusters. Perfect after a successful day of shopping or a meal at one of…

  8. Wildlife Safaris with Ed Drewitt

    Type

    Type:

    Guided Tour

    Forest of Dean

    Dates

    Exploring the stunning landscapes and amazing wildlife of the Forest of Dean and Wye Valley can come no better than a trip out with local naturalist Ed Drewitt.

  9. Add Treasure Trails Gloucestershire to your Itinerary

    Treasure Trails Gloucestershire

    Type

    Type:

    Walking Tour

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Solve the clues to see the sights. Choose from Treasure Hunts, Murder Mystery and Spy Mission Trails...

  10. 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.

  11. Paint Festival Art Tour

    Type

    Type:

    Open Studios & Art Trails

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Pop on your trainers, grab an E-scooter or hop on your bike and enjoy a 5+ mile walk around Regency Cheltenham, taking in the many years of fantastic street art on display.

  12. Add Discover Paddling to your Itinerary

    Discover Paddling

    Type

    Type:

    Paddleboarding

    The Docks, Gloucester

    Award-winning Kayaking and Paddleboarding taster sessions and tours in Gloucester Dock and surrounding waterways. 

  13. Add Painswick Rococo Garden to your Itinerary

    Painswick Rococo Garden

    Type

    Type:

    Garden

    Painswick, Cheltenham

    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…

  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 Battledown Brewery to your Itinerary

    Battledown Brewery

    Type

    Type:

    Brewery

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The methods are as old as the hills and the ingredients are as good as you can get, so the product is unsurprisingly...

  16. Add Cotswold Hills Golf Club to your Itinerary

    Cotswold Hills Golf Club

    Type

    Type:

    Golf Course

    Cheltenham

    Nestled in the rolling hills on the edge of Cheltenham, in an area of outstanding natural beauty not far from the M5 motorway, Cotswold Hills Golf Club boasts a rich, fascinating history and is treasured by both members and visitors alike.

  17. Add Museum of Gloucester to your Itinerary

    Museum of Gloucester

    Type

    Type:

    Museum

    Gloucester

    Found within the City of Gloucester is an internationally important collection of treasures of over 750,000 objects... The Museum of Gloucester tells the story of the city’s origins as a Roman settlement and its subsequent development through the…

  18. 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
  19. Add Gloucester Guildhall to your Itinerary

    Gloucester Guildhall

    Type

    Type:

    Event Venue

    Gloucester

    Located right in the heart of the city, Gloucester’s historic Guildhall is the cultural hub of the city and a vibrant venue home to an exciting programme of music, comedy, film, workshops and theatre with spaces available for meetings, conferences…

  20. Add Cheltenham Walks to your Itinerary

    Cheltenham Walks

    Type

    Type:

    Walking Route

    Cheltenham

    Cheltenham is the cultural centre for the Cotswolds, offering a different festival for everyone, from cutting edge jazz, classical and folk music, to horse racing, cricket and literature - find out about walks in Cheltenham.

Statues