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

Stow on the Wold

Stow on the Wold

Famous as a centre for antiques, Stow-on-the-Wold, situated on the Roman Fosse Way, has a long…

Chipping Campden Church

Chipping Campden

Frequently described as the "jewel in the crown" of Cotswold towns.

Regent Arcade exterior

Regent Arcade Shopping Centre

Regent Arcade Shopping Centre is Cheltenham’s only under cover shopping destination. Located in the…

Mowgli Street Food dishes

Mowgli Street Food

It is the place to end your day after a fun-filled family day out, or to begin an evening with your…

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Number of results: 148

, currently showing 121 to 140.

  1. 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.

  2. 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.

  3. 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. 

  4. 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
  5. Add Museum of Gloucester to your Itinerary

    Museum of Gloucester

    Type

    Type:

    Museum

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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 Dark…

  6. Add Paint it Yourself Pottery Co. to your Itinerary

    Paint it Yourself Pottery Co.

    Type

    Type:

    Ceramics and Pottery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Unleash your creative side! Take along your family for a unique painting experience...

  7. 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...

  8. 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…

  9. 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.

  10. Add Contrast Wellness to your Itinerary

    Contrast Wellness

    Type

    Type:

    Spa and Relaxation

    Cheltenham

    A dedicated recovery and wellness studio, here to help you be at your peak.

  11. Add Cotswold Driving Experiences to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 508 review(s)from 508 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.

  12. Add Voi - Electric Scooter Hire Cheltenham to your Itinerary

    Voi - Electric Scooter Hire Cheltenham

    Type

    Type:

    Activities

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Enjoy exploring Cheltenham on an electric scooter. The Voi. scooters are available to rent from various locations across Cheltenham, including the Promenade and Pittville Park.

  13. 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.

  14. Add CLC Health & Fitness Centre to your Itinerary

    CLC Health & Fitness Centre

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Health & Fitness Centre based at Cheltenham Ladies College...

  15. Add Crickley Hill Country Park to your Itinerary

    Crickley Hill Country Park

    Type

    Type:

    Natural Wildlife Site

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Visit part of the beautiful Cotswold countryside at Crickley Hill Country Park. Managed jointly by the National Trust and Gloucestershire Wildlife Trust, the park is a haven for nature and home to many birds, reptiles and mammals and is recognised…

  16. Add Cotswold Photography Tours - Classic Photography Tour Experience to your Itinerary

    Cotswold Photography Tours - Classic Photography Tour Experience

    Type

    Type:

    Photography

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 08:00 - 21:00

    Tour by vehicle with short explorations of Cotswold villages and surrounding areas
    Develop your photo skills!
    Any camera, any photo experience (or none) !
    Individual and small group experience (maximum group size of 6)
    Flexible tour times and…

  17. 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.

  18. Add West Tump Long Barrow to your Itinerary

    West Tump Long Barrow

    Type

    Type:

    Free Days Out

    Nr Cranham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  19. 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
  20. 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.

Statues