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

Guests shooting

Ian Coley Sporting Ltd

Ian Coley Sporting are one of the best shooting grounds and schools in the UK - the perfect place…

Cuckoo's Nest logo

The Cuckoo’s Nest

The Cuckoo's Nest specialise in selling beautiful quality pre-loved designer handbags and…

The Alchemist Bar & Restaurant exterior

The Alchemist Bar & Restaurant

The Alchemist is a cocktail bar & restaurant that celebrates molecular mixology, alchemy and…

The Garden Room Restaurant

The Garden Room Restaurant

The Garden Room Restaurant - The Greenway Hotel and Spa's stunning oak panelled restaurant

Number of results:

Number of results: 148

, currently showing 21 to 40.

  1. Add The Romantic Road - Classic Car Hire or Luxury Chauffeur Tour to your Itinerary

    The Romantic Road - Classic Car Hire or Luxury Chauffeur Tour

    Type

    Type:

    Alternative Days out

    Route C: Exiting Cheltenham to the west, Route D: The Wye Valley & Forest of Dean,

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Featured in The Telegraph as one of the Great British Drives, The Romantic Road takes you on a drive through quintessentially English countryside,starting in Cheltenham. It can be taken as a one-day or two-day driving tour, and if you really want to…

  2. Best dog walks in Cheltenham

    Type

    Type:

    Walking

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Our pick of the best dog walks in and around Cheltenham. You’re never far from green space in Cheltenham. Our Regency town is home to many spectacular parks and gardens offering endless opportunities for great dog walks. Spectacular countryside also…

  3. Add Anne Bartlett Blue Badge Tour Guide to your Itinerary

    Anne Bartlett Blue Badge Tour Guide

    Type

    Type:

    Tour Guide

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Discover the history and heritage of this attractive Regency Spa Town. Anne is an experienced, locally based professional tourist guide, providing a relaxed and friendly service for people visiting Gloucestershire for leisure, for their holiday or…

  4. Add Ellenborough Park Spa to your Itinerary

    Ellenborough Park Spa

    Type

    Type:

    Hotel Spa

    Southam, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    The Spa at Ellenborough Park is a capsule of serenity and well-being transported from Lord Ellenborough’s India to modern day Cheltenham.

  5. Add The Boathouse Activities (Boat Hire, Tennis, Pitch & Putt), Pittville Park to your Itinerary

    The Boathouse Activities (Boat Hire, Tennis, Pitch & Putt), Pittville Park

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 10:00 - 17:00

    The Boathouse is the place to hire rowing boats plus book pitch & putt golf and tennis courts. You can also plus purchase fishing licenses from here.
    The Boathouse organise their own events for children and families including Welly Walks and nature…

  6. Add Montpellier Caryatids to your Itinerary

    Montpellier Caryatids

    Type

    Type:

    Sub-Attraction

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Don't miss Cheltenham's most iconic Regency feature; The Caryatids in Montpellier.

  7. Add Cleeve Hill to your Itinerary

    Cleeve Hill

    Type

    Type:

    Viewpoint

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Cleeve Hill is located on Cheltenham’s North-Eastern edge, on the way to Winchcombe, affording breath-taking views of Cheltenham and the surrounding area.

  8. Add Tewkesbury Abbey to your Itinerary

    Tewkesbury Abbey

    Type

    Type:

    Abbey/Priory

    Tewkesbury

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 08:00 - 18:00

    Tewkesbury Abbey is a parish church of cathedral proportions tucked in the middle of the bustling market town of Tewkesbury. It contains many interesting features and should not be missed.

  9. Add C-Side Spa to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 108 review(s)from 108 review(s)

    C-Side Spa

    Type

    Type:

    Hotel Spa

    Near Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Bathed by the natural beauty of the Cotswold countryside. A haven for self-care, a tonic for the soul. Welcome back to the C-Side Spa, where our team offers a range of holistic therapies including massages, facials and exfoliating wraps plus…

  10. Add The Neptune Fountain to your Itinerary

    The Neptune Fountain

    Type

    Type:

    Historic Site

    Cheltenham

    The Neptune Fountain is worth a visit all year round; whether or not water flows from its faucets, the fountain is a monumental, statuesque piece depicting Greek god Neptune in a shell-chariot, being drawn by four sea-horses and heralded by…

  11. Add Cheltenham Racecourse to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 861 review(s)from 861 review(s)

    Cheltenham Racecourse

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

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

    Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the heart of Jump racing. This iconic venue hosts the most prestigious races and is where champions, both equine and human, forge their reputations.

  12. Add Montpellier Gardens to your Itinerary

    Montpellier Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Montpellier Gardens lie close to the town centre and are an important part of Cheltenham's regency landscape. The gardens can be split into two recreational zones.

  13. Add Events and Experiences at John Lewis & Partners Cheltenham to your Itinerary

    Events and Experiences at John Lewis & Partners Cheltenham

    Type

    Type:

    Event Venue

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Offering a variety of bookable services, visitors to John Lewis Cheltenham can book a Personal Styling appointment, Nursery Advice service or a Home Design consultation.

  14. Add Historic Docks to your Itinerary

    Historic Docks

    Type

    Type:

    Historic Site

    Gloucester

    Collection of restored Victorian warehouses, with shops, museums, restaurants and cafe bars. Boat trips and guided walks in summer months. The dockside also hosts the Gloucester Quays Designer Outlet and leisure quarter.

  15. Add Prince of Wales Stadium to your Itinerary

    Prince of Wales Stadium

    Type

    Type:

    Sports Ground/Stadium

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    The multi-sport stadium offers a 400m running track; javelin run-up; long and triple jump; hammer throw; shot put; pole vault and practice pitches.

  16. Add Elkstone Studios Venue to your Itinerary

    Elkstone Studios Venue

    Type

    Type:

    Health & Wellbeing

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 08:00 - 17:00

    The Elk Tipi hosts events, pop-ups, and workshops, while kids can enjoy the new playground.

  17. Add Adam Henson's Cotswold Farm Park to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 4604 review(s)from 4604 review(s)

    Adam Henson's Cotswold Farm Park

    Type

    Type:

    Animal Collection

    Cheltenham

    Dates

    From:
    8 Feb 2025to5 Nov 2025Open 09:30 - 17:00

    Sitting in the heart of the Cotswolds, Adam Henson’s Cotswold Farm Park has a long-standing reputation for a fun-filled day out. Visitors of all ages can interact closely with the animals and learn about farming, past and present.

  18. Add Bacon Theatre to your Itinerary

    Bacon Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    The impressive Bacon Theatre completed in 1991 and built to a very high standard, boasts excellent sightlines and state-of-the-art facilities.

  19. Add Gloucester Rugby to your Itinerary

    Gloucester Rugby

    Type

    Type:

    Sports Ground/Stadium

    Kingsholm Road, Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Since forming in 1873, the Cherry & Whites have built a proud legacy, winning five Anglo-Welsh Cups, two European Rugby Challenge Cups, and a Premiership Rugby Cup (in 2024), over their long history. Turning professional in 1997, Gloucester have…

  20. Add Vine & Orchard Adventures to your Itinerary

    Vine & Orchard Adventures

    Type

    Type:

    Cooking / Wine Tasting

    CHELTENHAM

    Sister brand to Tivoli Wines, Cheltenham’s leading independent wine merchant, Vine & Orchard Adventures offer one of a kind guided tours and tasting experiences. They’ll transport you across the beautiful Cotswolds and Three Counties countryside,…

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