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...
What are you searching for...
  • Where to Stay

  • What's On

  • Things to See & Do

  • Food & Drink

  • Shopping

Search Accommodation

Type:
Area:
Location
Name/Keyword

Search What's On

Dates
Type:
Area:
Location
Name/Keyword

Search Things to Do

Type:
Area:
Location
Name/Keyword

Search Food & Drink

Type:
Area:
Location
Name/Keyword

Search Shopping

Type:
Area:
Location
Name/Keyword

Where to Stay

Type:
Area:
Location
Name/Keyword

What's On

Dates
Type:
Area:
Location
Name/Keyword

Things to See & Do

Type:
Area:
Location
Name/Keyword

Food & Drink

Type:
Area:
Location
Name/Keyword

Shopping

Type:
Area:
Location
Name/Keyword

Highlights

Snowshill

Snowshill

Snowshill is known for its exceptional unspoilt beauty and for the views over the Severn Vale to…

John Lewis Cheltenham exterior

Events and Experiences at John Lewis & Partners Cheltenham

Offering a variety of bookable services, visitors to John Lewis Cheltenham can book a Personal…

Bodega Womenwear Cheltenham

Bodega

Bodega is an independent womenswear store in the heart of The Suffolks, Cheltenham, which stocks a…

Gloucester Cathedral

Gloucester

Gloucester, the capital of Gloucestershire is cradled by the picturesque Cotswold Hills.

Number of results:

Number of results: 148

, currently showing 121 to 140.

  1. Add Painswick Rococo Garden to your Itinerary

    Painswick Rococo Garden

    Type

    Type:

    Garden

    Painswick, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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…

  2. Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

  3. Add Cotswold Journeys to your Itinerary

    Cotswold Journeys

    Type

    Type:

    Walking Tour

    Cheltenham

  4. 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...

  5. Add Gloucester Guildhall to your Itinerary

    Gloucester Guildhall

    Type

    Type:

    Event Venue

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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…

  6. Add Cotswold Driving Experiences to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 504 review(s)from 504 review(s)

    Cotswold Driving Experiences

    Type

    Type:

    Motor Sports and Karting

    Cirencester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Experience the range of rally driving thrills at the Gwynne Speed rally school based in the varying terrains of the neighbouring Cotswold Water Park.

  7. 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.

  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 Brizen Farm Playing Field to your Itinerary

    Brizen Farm Playing Field

    Type

    Type:

    Outdoors

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Brizen Young People's Centre is situated on Up Hatherley Way. It is within walking distance of Morrisons, incase you need to buy drinks, snacks or use the toilet.

  10. 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
  11. Add ClubKickbox to your Itinerary

    ClubKickbox

    Type

    Type:

    Fitness

    Cheltenham

    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.

  12. Add Curious About Cheltenham to your Itinerary

    Curious About Cheltenham

    Cheltenham

    Dates

    Discover Cheltenham's "hidden treasures" with Curious About Cheltenham – quirky heritage walks for the curious.

  13. Add Briery Hill Llamas to your Itinerary

    Briery Hill Llamas

    Type

    Type:

    Outdoor

    Newent

    Dates

    Visit the Briery Hill llama farm for an unforgettable and unique experience. You can either be a Llama Farmer for a whole day or choose an afternoon experience taking a llama for a walk.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  14. 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...

  15. Add Sibling Distillery to your Itinerary

    Sibling Distillery

    Type

    Type:

    Distillery

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Sibling Distillery is a family run Cheltenham businesses. Here you can enjoy award winning gin and beer from the onsite shop and distillery tours.

  16. 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!

  17. Add Swing Jive Dance Class to your Itinerary

    Swing Jive Dance Class

    Type

    Type:

    Dancing

    Cheltenham

    Dates

    Learn Swing Jive. Classes for beginners and Intermediates. No partner required, have fun and get fit while increasing your social life.

  18. 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.

  19. Add Gloucester Boat Hire to your Itinerary

    Gloucester Boat Hire

    Type

    Type:

    Boat Trip

    Gloucester

    Self-drive electric motorboats that can be hired from the Barge Arm of the docks.
    Prices from £30. Boats seat up to 8 people.

    Open year-round and accept online bookings.

Statues