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 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.
  3. 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
  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

Cleeve Hill overlooking Cheltenham

Cleeve Hill

Cleeve Hill is located on Cheltenham’s North-Eastern edge, on the way to Winchcombe, affording…

The Brewery Quarter Cheltenham

The Brewery Quarter

The Brewery Quarter prides itself on being a 'one-stop shop where you can shop-dine-stay and play!'…

Everyman Theatre

Everyman Theatre

The Everyman is Gloucestershire's theatre - and has been serving the county (and beyond) since 1891.

Jockey at Cheltenham Racecourse

Cheltenham Racecourse

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

Number of results:

Number of results: 155

, 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 Bloomery to your Itinerary

    Bloomery

    Type

    Type:

    Flowers, Plants and Wildlife

    Broadway

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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
  3. 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…

  4. 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.

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

    Voi - Electric Scooter Hire Cheltenham

    Type

    Type:

    Activities

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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.

  6. Add Bonsai World of Cheltenham to your Itinerary

    Bonsai World of Cheltenham

    Type

    Type:

    Garden Centre

    Cheltenham

  7. 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...

  8. Add CJP Cotswold Tours to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 387 review(s)from 387 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 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.

  10. 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
  11. 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.

  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 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.

  14. 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.

  15. Add Kryptos Hunts to your Itinerary

    Kryptos Hunts

    Type

    Type:

    Guided Tours

    Cheltenham

  16. 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.

  17. 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…

  18. Add Treasure Trails Gloucestershire to your Itinerary

    Treasure Trails Gloucestershire

    Type

    Type:

    Walking Tour

    Dates

    From:
    1 Jan 2024to31 Dec 2024

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

  19. Add Funky Warehouse to your Itinerary

    Funky Warehouse

    Type

    Type:

    Trampolining

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Funky Warehouse is Gloucestershire's ultimate indoor trampoline / parkour park and soft play area with various activities and something for all ages!

  20. 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…

Statues