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

Art Union exterior

Art Union

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

Cleeve Hill overlooking Cheltenham

Cleeve Hill

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

The Restaurant at Cowley Manor

The Restaurant at Cowley Manor

Inviting and characterful, The Restaurant at Cowley Manor offers ingredient driven dishes with a…

Spa Garden Retreat

Ellenborough Park Spa

The Spa at Ellenborough Park is a capsule of serenity and well-being transported from Lord…

Number of results:

Number of results: 148

, currently showing 61 to 80.

  1. Add Cheltenham Town F.C. to your Itinerary

    Cheltenham Town F.C.

    Type

    Type:

    Sports Ground/Stadium

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Cheltenham Town Football Club is a professional football club based in Cheltenham.

  2. Add United Services Club to your Itinerary

    United Services Club

    Type

    Type:

    Live Music

    Cheltenham

    This became a ‘services’ club soon after WW2 when people in the services would have used it. Next door to the building’s left there used to be a row of buildings before they were knocked down to make way for a road – now A46. A.A Motors used to be…

  3. Add F45 Fitness Studio to your Itinerary

    F45 Fitness Studio

    Type

    Type:

    Sports & Leisure

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Specialising in high-intensity team training sessions that keep members engaged, motivated, inspired and sweating on a daily basis.

  4. 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...

  5. Add Tivoli Cinema to your Itinerary

    Tivoli Cinema

    Type

    Type:

    Cinema

    Regent Street , Cheltenham

    Dates

    From:
    24 Sept 2025to31 Dec 2025Various Opening Times

    For discerning movie lovers. Located in Regent Arcade, Tivoli is the hottest social creature in town. A space to end the day with a bang, or to start something amazing.

  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 Revolve Studios to your Itinerary

    Revolve Studios

    Type

    Type:

    Photography

    Regent Street, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    olve Studios are proud to be associated with leading retailers such as House of Fraser and selected supplier of Moroccan Oil products...

  8. Add Dryhill Cottage & Vineyard to your Itinerary

    Dryhill Cottage & Vineyard

    Type

    Type:

    Food & Drink

    Ullenwood, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Set within the breathtaking Cotswolds, only five miles from the beautiful Regency town of Cheltenham, Dryhill Cottage & Vineyard is a tranquil retreat offering panoramic views that stretch over 50 mile and delicious homegrown wine.

  9. Add Chedworth Roman Villa (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 995 review(s)from 995 review(s)

    Chedworth Roman Villa (National Trust)

    Type

    Type:

    Historic Site

    Chedworth

    Dates

    From:
    6 Feb 2025to26 Nov 2025

    Cradled in a beautiful Cotswold valley rest the remains of one of the grandest Roman villas in Britain.

  10. Add Hollywood Bowl Cheltenham to your Itinerary

    Hollywood Bowl Cheltenham

    Type

    Type:

    Ten Pin Bowling Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    With 16 lanes to bowl along, a luxury VIP area, an American themed diner, a relaxing bar and a thrilling amusements area Hollywood Bowl Cheltenham guarantees fun for all!

  11. Add Pastry Academy UK to your Itinerary

    Pastry Academy UK

    Type

    Type:

    Cookery School

    Cheltenham

    Formerly Edible Art Patisserie, Pastry Academy UK was incorporated in 2024 with one main aim - to inspire pastry chef’s from across the UK and further afield to push the boundaries and strive for excellence.

  12. Add Escape Hunt to your Itinerary

    Escape Hunt

    Type

    Type:

    Escape Room

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Escape Hunting involves teammates losing themselves in incredible new worlds, taking on pulse-racing missions and challenges created by the Escape Hunt Studios team. Groups have to work together to follow a series of fiendishly clever clues and…

  13. Add Ogbow Tours -  Guided audio walking tours to your Itinerary

    Ogbow Tours - Guided audio walking tours

    Type

    Type:

    Guided Tour

    Cheltenham

    Owen Bowles is a Blue Badge Tourist Guide for the Heart of England. He publishes GPS - guided audio walking tours of Cheltenham and the region using the Voicemap App that can be downloaded onto a mobile phone.

  14. 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…

  15. Add Lounge 72 to your Itinerary

    Lounge 72

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Lounge 72 has it all, American and English Pool, Darts, Cocktails, and a fine selection of premium alcohol!

  16. Add Berkeley Castle to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 983 review(s)from 983 review(s)

    Berkeley Castle

    Type

    Type:

    Castle/Fort

    Gloucestershire

    Dates

    From:
    30 Mar 2025to8 Nov 2025Various Opening Times

    Berkeley Castle is a beautiful and historic Castle, begun in 1117 and still remains the home of the Berkeley family. It is a great day-out for all the family, hosting special events on bank holidays and during school holidays

  17. Add Late Night Coco to your Itinerary

    Late Night Coco

    Type

    Type:

    Bars

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The Funky House BASS:ment bar that gets you in the mood for dancin'...

  18. Add Ella & Fleur Hot Yoga Ltd to your Itinerary

    Ella & Fleur Hot Yoga Ltd

    Type

    Type:

    Yoga

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Their heated studios allow the body to stretch and compress more deeply, easing muscles and joints...

  19. 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...

Statues