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...
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

Montpellier Gardens Gallery

The Gardens Gallery

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

Art Union exterior

Art Union

Gift shop and gallery featuring local artists and Cheltenham themed gifts.

No.1 Restaurant Cheltenham interior

No1 Cheltenham

A warm welcome awaits you at No1 Cheltenham, where Chef Patron, Adrian Coulthard and his team focus…

Cheltenham Town Hall, events venue Cheltenham, live entertainment venue Cheltenham

Cheltenham Town Hall

Cheltenham Town Hall is now home to an impressive all year round programme of major festivals,…

Number of results:

Number of results: 149

, currently showing 141 to 149.

  1. 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.

  2. 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.

  3. 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.

  4. 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…

  5. 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…

  6. Add Wishing Fish Clock to your Itinerary

    Wishing Fish Clock

    Type

    Type:

    Shop/Shopping Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Created by Kit Williams

  7. Add Winchcombe Museum to your Itinerary

    Winchcombe Museum

    Type

    Type:

    Museum

    Winchcombe

    Dates

    From:
    1 Apr 2025to31 Oct 2025Various Opening Times

    This unique museum situated in the old Town Hall has fragments of the Winchcombe Meteorite, which is the most important meteorite ever to land in the United Kingdom, as well as a good display of items from Winchcombe’s past.

  8. Add Sandford Park to your Itinerary

    Sandford Park

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Situated at the end of the High Street, Sandford Park is one of Cheltenham's lesser known treasures. The tiny River Chelt, which takes its name from the town, flows through Sandford Park.

  9. Add Shipton Golf Course to your Itinerary

    Shipton Golf Course

    Type

    Type:

    Golf Course

    Cheltenham

    9 hole pay and play (par 3 & 4s) 2516 yards easy walking in beautiful Cotswold countryside.

Statues