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

Dunkertons Organic Cider tours

Dunkertons

Gloucestershire’s largest cidery and bespoke shop is open for tastings, tours and events.

Exterior of Tivoli Wines

Tivoli Wines

An award-winning wine merchants and tasting room with over 650 wines to take away and 32 wines…

PizzaExpress exterior

PizzaExpress Cheltenham

Cheltenham Pizza Express is located at The Brewery Quarter Shopping Centre - the home of shopping,…

Theatre stage

Everyman Theatre

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

Number of results:

Number of results: 149

, currently showing 141 to 149.

  1. 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.

  2. 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.

  3. 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.

  4. Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

  5. Add Trinity Cheltenham to your Itinerary

    Trinity Cheltenham

    Type

    Type:

    Church/Chapel

    Cheltenham

    They are a vibrant Anglican church, celebrating life at the heart of Cheltenham town centre...

  6. 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.

  7. 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

  8. 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.

  9. 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.

Statues