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

Gin & Juice interior

Gin & Juice

Gin & Juice is Cheltenham's number one destination, from late-night drinks to No.131 Terrace snacks…

Winchcombe

Winchcombe

Winchcombe is an attractive market town in the Cotswolds with a long history. Located just 8 miles,…

Cirencester

Cirencester

Cirencester is a thriving market town with a bustling market place presenting a colourful and…

Flyup 417 Bike Park

Flyup 417 Bike Park

Multi-discipline mountain bike park in Gloucester, featuring downhill trails, excellent uplift…

Number of results:

Number of results: 148

, currently showing 101 to 120.

  1. Add 2 Pigs to your Itinerary

    2 Pigs

    Type

    Type:

    Live Music

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    One of Cheltenham's longest running club/pub/live music venues. With a friendly, chilled out, relaxed atmosphere and great heated outside courtyard unsurpassed in Cheltenham late night venues...

  2. Add Bike & E-Bike Hire to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 34 review(s)from 34 review(s)

    Bike & E-Bike Hire

    Type

    Type:

    Cycle Hire

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Cheltenham Bike Hire have a great selection of bikes for short or long-term rental; perfect for exploring the local spa town of Cheltenham and the nearby Cotswolds.

  3. Add National Waterways Museum Gloucester to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 490 review(s)from 490 review(s)

    National Waterways Museum Gloucester

    Type

    Type:

    Museum

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Three floors of a Victorian warehouse house interactive displays and galleries, which chart the story of Britain's waterways. Complete with Historic crafts and shop.

  4. Children’s Roundabout

    Type

    Type:

    Outdoor

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Bring a smile to your little one’s face with a ride on the Roundabout Cheltenham – a classic children’s merry-go-round located right in the heart of Cheltenham High Street, just outside Pret. This beloved attraction has been delighting generations…

  5. Add Winston Churchill Memorial Gardens to your Itinerary

    Winston Churchill Memorial Gardens

    Type

    Type:

    Historic Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The gardens have a number of historical elements such as the formal rose garden, pergola, clipped yew avenue and St Mary's Mission building...

  6. Add The Cheltenham Promenaders to your Itinerary

    The Cheltenham Promenaders

    Type

    Type:

    Guided Tour

    Cheltenham

    Dates

    Join a theatrical guided walking tour around the historic Regency spa town of Cheltenham to learn about its history and hear anecdotes and stories about the many famous people who have lived here, or have visited.

    Facilities

    Bookable Product

    • TXGB Bookable Product
  7. Add The Wine Library to your Itinerary

    The Wine Library

    Type

    Type:

    Team Building

    CHELTENHAM

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Situated above Tivoli Wines, The Wine Library is the perfect destination for wine lovers to taste and discover their new favourite wines.

  8. Add The Play Farm to your Itinerary

    The Play Farm

    Type

    Type:

    Childrens' Play Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Cheltenham's premier indoor soft play centre, for children aged 0-12 years based at The Brewery Quarter.

  9. Add Swing Jive Dance Class to your Itinerary

    Swing Jive Dance Class

    Type

    Type:

    Dancing

    Cheltenham

    Dates

    Learn Swing Jive. Classes for beginners and Intermediates. No partner required, have fun and get fit while increasing your social life.

  10. 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.

  11. 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. 

  12. Add Leckhampton Hill and Charlton Kings Common to your Itinerary

    Leckhampton Hill and Charlton Kings Common

    Type

    Type:

    Viewpoint

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Leckhampton Hill and Charlton Kings Common lie within the Cotswolds Area of Outstanding Natural Beauty. The main aspect of the hill is visible from many parts of Cheltenham. It is a cherished landscape feature for residents and visitors.

  13. 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…

  14. Add Funky Warehouse to your Itinerary

    Funky Warehouse

    Type

    Type:

    Trampolining

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

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

  15. Add Cotswold Journeys to your Itinerary

    Cotswold Journeys

    Type

    Type:

    Walking Tour

    Cheltenham

  16. 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...

  17. Add WWT Slimbridge Wetland Centre to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 1568 review(s)from 1568 review(s)

    WWT Slimbridge Wetland Centre

    Type

    Type:

    Animal Collection

    Slimbridge

    Dates

    From:
    1 Apr 2025to31 Oct 2025Open 09:30 - 17:30
    From:
    1 Nov 2025to31 Mar 2026Open 09:30 - 17:00

    Award-winning visitor centre, home to a variety of wildfowl and wetland creatures that will captivate people of all ages. Plenty to do inside and out with events, activities, walks and talks throughout the year.

  18. Add Birdland Park and Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2425 review(s)from 2425 review(s)

    Birdland Park and Gardens

    Type

    Type:

    Animal Collection

    Bourton on the Water

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 10:00 - 16:00

    In a natural setting of woodland, river and gardens, Birdland is home to over 500 birds of 130 different species. Open all year. Only group of King Penguins in England.

  19. Add Power Hour to your Itinerary

    Power Hour

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    Empower Your Day with Power Hour: A Holistic Fitness Experience

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