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…

Number of results:

Number of results: 148

, currently showing 101 to 120.

  1. 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…

  2. Add Cineworld Cheltenham to your Itinerary

    Cineworld Cheltenham

    Type

    Type:

    Cinema

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    At The Brewery Quarter you’ll find a 14-screen state-of-the-art cinema – including three VIP screens, a multi-sensory 4DX screen and an IMAX screen - showing all the latest blockbusters. Perfect after a successful day of shopping or a meal at one of…

  3. 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.

  4. Add Under the Prom to your Itinerary

    Under the Prom

    Type

    Type:

    Nightclub

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Under The Prom is located in the heart of Cheltenham and composes of three different bars with an extensive range of premium spirits, champagne, bottled beer and cider and cocktails...

  5. Add Jet Age Museum to your Itinerary

    Jet Age Museum

    Type

    Type:

    Alternative Days out

    Cheltenham Road East, Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The Jet Age Museum is home to the Gloucestershire Aviation Collection based at Staverton Airport. It celebrates Gloucestershire’s rich aviation heritage from the early days of flight, through the birth of the Jet Age to the present day.

  6. 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.

  7. Add Star Golf to your Itinerary

    Star Golf

    Type

    Type:

    Golf

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Enjoy stunning Cotswold scenery and soak up the relaxed atmosphere as you play a round of StarGolf on our picturesque course.
    Set in the parkland of Ullenwood Manor, the StarGolf course offers 18 par three holes played over nine fairways, as well as…

  8. Add Welcome Gym to your Itinerary

    Welcome Gym

    Type

    Type:

    Gym

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    There is a large mixed gym area with treadmills, cross trainers, bikes and rowers, an airy studio space, stretch area, separate spin bike studio and generous free weights area...

  9. Add Popworld Cheltenham to your Itinerary

    Popworld Cheltenham

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Popworld is a late-night bar with a difference – they are cheese with style!

  10. Add Curious About Cheltenham to your Itinerary

    Curious About Cheltenham

    Cheltenham

    Dates

    Discover Cheltenham's "hidden treasures" with Curious About Cheltenham – quirky heritage walks for the curious.

  11. 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.

  12. 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…

  13. Add Cotswold Journeys to your Itinerary

    Cotswold Journeys

    Type

    Type:

    Walking Tour

    Cheltenham

  14. Add WWT Slimbridge Wetland Centre to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 1566 review(s)from 1566 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.

  15. 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.

  16. 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.

  17. Add Compass Holidays to your Itinerary

    Compass Holidays

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 09:00 - 17:00

    A unique and active holiday with Compass Holidays allows you to get under the skin of the history, culture and natural beauty of some of the world’s most iconic and stunning locations...

  18. 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...

  19. 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.

  20. Add Birdland Park and Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2415 review(s)from 2415 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.

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