48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Cheltenham Weekend Breaks for 2024
    20 of the best Cheltenham weekend breaks for 2023, covering recommendations for all budgets from luxurious town centre hotels, indulgent countryside retreats and budget friendly hotels offering great value for money…
  2. Suggested Cheltenham itineraries
    Looking for some inspiration planning 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.
  3. What's On in Cheltenham 2024
    The most comprehensive Cheltenham 2024 what's on guide ft. the best things to do and events in Cheltenham, Cotswolds and Gloucestershire. Use our interactive event finder to help.
  4. Shopping
    Shop 'til you drop in Cheltenham's shopping districts, with big name brands including John Lewis, Boots, Marks and Spencers and independent stores galore...
  5. Things To Do in Cheltenham 2024
    Looking for Things To Do in Cheltenham 2024? Get the latest information on Attractions, Activities, Tours & Sightseeing, Shopping in Cheltenham and more
  6. 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

Winchcombe

Winchcombe

Winchcombe is an attractive market town in the Cotswolds with a long history. Located just 8 miles,…

Flight Club Social Darts

Flight Club Social Darts

Flight Club has reinvented darts for the twenty first century, housed in a spectacular setting in…

Northleach

Northleach

Northleach has a splendid perpendicular church with some interesting monumental brasses. The town…

Wood Stanway

Stanway

This estate village is centred upon the magnificent Stanway House with its baroque gatehouse and…

Number of results:

Number of results: 149

, currently showing 21 to 40.

  1. Add Imperial Gardens to your Itinerary

    Imperial Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    The Imperial Gardens were originally landscaped and planted as a pleasure garden for the wealthy. Today approximately 25,000 bedding plants are used to produce the magnificent floral displays enjoyed by thousands of visitors every year.

  2. Best dog walks in Cheltenham

    Type

    Type:

    Walking

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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 Adam Henson's Cotswold Farm Park to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 4426 review(s)from 4426 review(s)

    Adam Henson's Cotswold Farm Park

    Type

    Type:

    Animal Collection

    Cheltenham

    Dates

    From:
    8 Feb 2024to5 Nov 2024Open 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.

  4. Add The Brewery Quarter to your Itinerary

    The Brewery Quarter

    Type

    Type:

    Food & Drink

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 09:00 - 00:00

    The Brewery Quarter prides itself on being a 'one-stop shop where you can shop-dine-stay and play!' Here you'll find many much-loved venues including Son of Steak, Hollywood Bowl, Escape Hunt, The Alchemist, The Botanist, Cineworld and many more!

  5. Add The Centaur to your Itinerary

    The Centaur

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

    Located in the heart of England at Cheltenham Racecourse,The Centaur has room for 2,250 people to sit, morethan 4,000 to stand and 1,200 to have a gourmet banquet There are also 12,500 free parking spaces.

  6. Add Montpellier Gardens to your Itinerary

    Montpellier Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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. Most of the park facilities are in the southern section and includes tennis courts, a…

  7. Add Holst Victorian House to your Itinerary

    Holst Victorian House

    Type

    Type:

    Museum

    Cheltenham

    Dates

    From:
    1 Apr 2024to31 Dec 2024Various Opening Times

    Explore life in Cheltenham’s only Victorian home open to all, the birthplace of composer Gustav Holst in 1874.

  8. Add The Story of Pittville Pump Room -  Heritage Trail to your Itinerary

    The Story of Pittville Pump Room - Heritage Trail

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    4 Apr 2025to6 Apr 2025

    A free immersive heritage trail bringing the history of the iconic Grade I listed Regency building to life.

  9. Cox's Meadow

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Cox’s Meadow is a mixture of wetland and wildland.  Since the early years of the millennium it has been part of Cheltenham’s Flood Alleviation Scheme. The town is vulnerable to floods caused by run-offs from thunderstorms high on the nearby hills.

  10. Add Sudeley Castle & Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2053 review(s)from 2053 review(s)

    Sudeley Castle & Gardens

    Type

    Type:

    Castle/Fort

    Winchcombe, Near Cheltenham

    Dates

    From:
    19 Mar 2024to2 Nov 2024Open 10:00 - 17:00

    Award-winning gardens surrounding Castle and medieval ruins. Exhibitions, castle rooms, gift shop & cafes, the best adventure play fort in Gloucestershire!

  11. Add Cheltenham Playhouse Theatre to your Itinerary

    Cheltenham Playhouse Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Welcome to Cheltenham Playhouse Theatre; an intimate community theatre set in a Regency period building.

  12. Add The Promenade and Long Gardens to your Itinerary

    The Promenade and Long Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Cheltenham's famous Promenade dates back to 1818 at the height of the Regency period, when the avenue of elms and horse chestnut trees was first planted.

  13. Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 11 review(s)from 11 review(s)

    Cotswold Discovery Trail

    Type

    Type:

    Activities

    Stroud

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Treasure trails to explore the beauty, history and heritage of the Cotswolds. Have fun exploring the Cotswolds by car following trail directions and answering questions and clues.

  14. Add Ian Coley Sporting Ltd to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 315 review(s)from 315 review(s)

    Ian Coley Sporting Ltd

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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.

  15. Add Montpellier Caryatids to your Itinerary

    Montpellier Caryatids

    Type

    Type:

    Sub-Attraction

    Cheltenham

    Dates

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

  16. 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 2024to31 Dec 2024Various 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. Since opening in 2018, John Lewis Cheltenham has always been a hive of eventing…

  17. Add Piston Gin School to your Itinerary

    Piston Gin School

    Type

    Type:

    Distillery

    Cheltenham

    Dates

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

  18. Add Dunkertons to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 107 review(s)from 107 review(s)

    Dunkertons

    Type

    Type:

    Cider Farm

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Gloucestershire’s largest cidery and bespoke shop is open for tastings, tours and events...

  19. Add Flyup 417 Bike Park to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 40 review(s)from 40 review(s)

    Flyup 417 Bike Park

    Type

    Type:

    Cycling and Mountain Biking

    Witcombe, Gloucester

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    417 Bike Park - a mountain bike haven suitable to all abilities. Facilities include Downhill Tracks, Uplift Service, 4X, Dual-Slalom, Outdoor Dirt Jumps, two Indoor barns, Café and Bike Shop.

  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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