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...
What are you searching for...
  • Where to Stay

  • What's On

  • Things to See & Do

  • Food & Drink

  • Shopping

Search Accommodation

Type:
Area:
Location
Name/Keyword

Search What's On

Dates
Type:
Area:
Location
Name/Keyword

Search Things to Do

Type:
Area:
Location
Name/Keyword

Search Food & Drink

Type:
Area:
Location
Name/Keyword

Search Shopping

Type:
Area:
Location
Name/Keyword

Where to Stay

Type:
Area:
Location
Name/Keyword

What's On

Dates
Type:
Area:
Location
Name/Keyword

Things to See & Do

Type:
Area:
Location
Name/Keyword

Food & Drink

Type:
Area:
Location
Name/Keyword

Shopping

Type:
Area:
Location
Name/Keyword

Highlights

Cirencester

Cirencester

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

The Garden Room Restaurant

The Garden Room Restaurant

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

The Restaurant at Cowley Manor

The Restaurant at Cowley Manor

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

Cuckoo's Nest logo

The Cuckoo’s Nest

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

Number of results:

Number of results: 148

, currently showing 41 to 60.

  1. 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…

  2. 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…

  3. 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.

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

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 4586 review(s)from 4586 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.

  5. 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.

  6. 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,…

  7. 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.

  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 Piston Gin School to your Itinerary

    Piston Gin School

    Type

    Type:

    Distillery

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Touted as one of the UK's most exciting new distilleries, take charge of a mini copper still to create you very own gin.

  10. 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.

  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 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.

  13. Add Cooper's Hill Nature Reserve to your Itinerary

    Cooper's Hill Nature Reserve

    Type

    Type:

    Country Park/Nature Reserve

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    A local nature reserve, 2 miles south of Brockworth on A46, with nationally important beech woodlands and a way marked trail. Superb Cotswold beech woodlands together with small areas of flower-rich limestone grassland.

  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 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.

  16. Add Ian Coley Sporting Ltd to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 334 review(s)from 334 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.

  17. 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…

  18. 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!

  19. Add Cheltenham Martial Arts to your Itinerary

    Cheltenham Martial Arts

    Type

    Type:

    Fitness

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Their expert martial arts staff is extremely, extremely, extremely dedicated to giving you the best possible experience you could ask for...

  20. Add Hidcote (National Trust) to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2211 review(s)from 2211 review(s)

    Hidcote (National Trust)

    Type

    Type:

    Garden

    Chipping Campden

    One of England's great gardens, famous for its rare trees and shrubs, outstanding herbaceous borders and unusual plants from all over the world.

Statues