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 2025 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.
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    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

Ramada by Wyndham Cheltenham - Restaurant

Signature Grill House

At Signature Grill House, their passion is crafting bold and flavourful dishes that cater to all…

Guests shooting

Ian Coley Sporting Ltd

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

Dining tables in Victoria's Restaurant

Victoria's

Set in the heart of Cheltenham, with views of the Imperial Gardens, Victoria’s mouth-watering menu…

Cleeve Hill overlooking Cheltenham

Cleeve Hill

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

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Number of results: 148

, currently showing 41 to 60.

  1. 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.

  2. 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.

  3. Add Eat Sleep Axe to your Itinerary

    Eat Sleep Axe

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    3 Sept 2025to31 Dec 2025Various Opening Times

    An urban axe throwing venue that provides a fun, friendly environment for you to hang out with friends and throw axes. It is located on the first floor of Escape Rooms Cheltenham in Winchcombe Street in Cheltenham town centre.

  4. Add Padel Shift to your Itinerary

    Padel Shift

    Type

    Type:

    Racquet Sports

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Padel Shift at Elkstone Studios is a beautiful 2 court padel tennis site set within the Gloucestershire countryside.  The padel courts are open to all ages and Elkstone has plenty to offer including a café, play area, food hall and retail offerings…

  5. Add Cheltenham Guided Walks to your Itinerary

    Cheltenham Guided Walks

    Type

    Type:

    Guided Tours

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Cheltenham Guided Walks is offering customers the chance to book walks around the centre of the town guided by a resident of 45+ year’s residence, Alan Jones, who holds a professional qualification in training delivery and has worked for UCAS for 20…

  6. Add The Gardens Gallery to your Itinerary

    The Gardens Gallery

    Type

    Type:

    Arts Centre

    Cheltenham

    Dates

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

    Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for other arts-related activities.

  7. 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.

  8. 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.

  9. Add Flyup 417 Bike Park to your Itinerary

    Flyup 417 Bike Park

    Type

    Type:

    Cycling and Mountain Biking

    Witcombe, Gloucester

    Dates

    From:
    3 May 2025to31 Dec 2025Various Opening Times

    Multi-discipline mountain bike park in Gloucester, featuring downhill trails, excellent uplift service, dirt jumps, an indoor pump track, and more. Suitable for all ages and abilities.

  10. Add Flight Club Social Darts to your Itinerary

    Flight Club Social Darts

    Type

    Type:

    Darts

    Henrietta Street, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Flight Club Cheltenham, located in the Brewery Quarter, has reimagined darts for the 21st century, giving guests an unforgettable experience. Think fast-paced, high-energy fun in a stunning bar, topped off with delicious food and drink to fuel your…

  11. Add Qigong In The Park to your Itinerary

    Qigong In The Park

    Cheltenham

    Dates

    From:
    25 June 2025to31 Dec 2025Various Opening Times

    Simple, gentle exercises for balance & harmony...

  12. Add The Paint Club to your Itinerary

    The Paint Club

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Step-by-step painting workshops in pubs and bars across Cheltenham and Gloucestershire! Even if you haven’t painted since school you will be able to create your very own work of art at a pub with The Paint Club.

  13. 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,…

  14. Add Great Witcombe Roman Villa Remains to your Itinerary

    Great Witcombe Roman Villa Remains

    Type

    Type:

    Historic Site

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Great Witcombe Roman Villa and car park are closed until further notice, pending emergency Conservation and Health and Safety works to the site.

  15. Add Elkstone Studios to your Itinerary

    Elkstone Studios

    Type

    Type:

    Adventure Park/Playground

    Cheltenham

    Dates

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

    Elkstone Studios is a transformed farmyard turned vibrant destination. Enjoy a food hall, bakery, café, design showrooms, and fashion boutiques.

  16. Add West Tump Long Barrow to your Itinerary

    West Tump Long Barrow

    Type

    Type:

    Free Days Out

    Nr Cranham

    Dates

    This barrow is located in the middle of Buckholt Wood, in the parish of Brimpsfield, about one and a half miles south-west of Birdlip.

  17. Add Ian Coley Sporting Ltd to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 331 review(s)from 331 review(s)

    Ian Coley Sporting Ltd

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Ian Coley Sporting are one of the best shooting grounds and schools in the UK - the perfect place to learn how to shoot under the guidance of their friendly and experienced coaches.

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

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 4569 review(s)from 4569 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.

  19. 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.

  20. Add Incom Gaming to your Itinerary

    Incom Gaming

    Type

    Type:

    Activity Centre

    Church Street, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Incom Gaming is a Bricks and Mortar Gaming Store, an FLGS (Friendly Local Games Store) in the centre of Cheltenham...

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