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

Exterior of John Lewis store

John Lewis & Partners Cheltenham

At the heart of Cheltenham’s busy High Street, John Lewis & Partners Cheltenham is a shopping…

Auditorium

Cheltenham Playhouse Theatre

Welcome to Cheltenham Playhouse Theatre; an intimate community theatre set in a Regency period…

C-Side Spa

C-Side Spa

Bathed by the natural beauty of the Cotswold countryside. A haven for self-care, a tonic for the…

Montpellier Garden Cheltenham

Montpellier Gardens

Montpellier Gardens lie close to the town centre and are an important part of Cheltenham's regency…

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Number of results: 149

, currently showing 101 to 120.

  1. Add Steeplechase Distillery to your Itinerary

    Steeplechase Distillery

    Type

    Type:

    Distillery

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Steeplechase Distillery is a multi-award winning Distillery and their gins are something for Cheltenham to be proud of, paying homage to the history and heritage of Horse Racing.

  2. Add Flying Trapeze Classes to your Itinerary

    Flying Trapeze Classes

    Type

    Type:

    Activities

    Cheltenham

    Dates

    Experience a full size flying trapeze rig in Pittville Park. Suitable for adults and children from 8 welcome, suitable for beginners or returners. You will get the chance to try tricks, somersaults and catches on a bar-bar flying trapeze rig.

  3. Add The Wine Library to your Itinerary

    The Wine Library

    Type

    Type:

    Team Building

    CHELTENHAM

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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 Isbourne Holistic Centre to your Itinerary

    Isbourne Holistic Centre

    Type

    Type:

    Education Centre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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...

  5. Add Painswick Rococo Garden to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 904 review(s)from 904 review(s)

    Painswick Rococo Garden

    Type

    Type:

    Garden

    Painswick

    Dates

    From:
    10 Jan 2024to30 Nov 2024

    This unique Garden restoration, situated in a hidden valley, dates from a period when 18th century gentle folk were creating flamboyant pleasure grounds in which to entertain their guests.

  6. Add Compass Holidays to your Itinerary

    Compass Holidays

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 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...

  7. Add Cotswold Journeys to your Itinerary

    Cotswold Journeys

    Type

    Type:

    Walking Tour

    Cheltenham

  8. Add CJP Cotswold Tours to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 364 review(s)from 364 review(s)

    CJP Cotswold Tours

    Type

    Type:

    Guided Tours

    Chipping Campden

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    With your own private tour guide, our tours of the northern and southern Cotswolds give you the freedom to discover beautiful towns, villages and hamlets across region, whilst enjoying the view from the comfort of our 4 and 7 passenger vehicles...

  9. Add Cotswold Driving Experiences to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 477 review(s)from 477 review(s)

    Cotswold Driving Experiences

    Type

    Type:

    Motor Sports and Karting

    Cirencester

    Dates

    From:
    1 Jan 2024to31 Dec 2024

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

  10. 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…

  11. Add Strength & Conditioning to your Itinerary

    Strength & Conditioning

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Get strong, toned, and confident for the summer

  12. Add Battledown Brewery to your Itinerary

    Battledown Brewery

    Type

    Type:

    Brewery

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

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

  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. 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.

  15. 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.

  16. 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.

  17. Add Kryptos Hunts to your Itinerary

    Kryptos Hunts

    Type

    Type:

    Guided Tours

    Cheltenham

  18. 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.

  19. Fundamental Movement Academy

    Add Fundamental Movement Academy to your Itinerary

    Fundamental Movement Academy

    Cheltenham

    Fundamental Movement Academy Cheltenham is the first of their branches with a fully functioning gymnastics hall, café, and Teeny Tiny Town in the South West UK, and they could not be prouder.

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