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

Bluebell Wood

Tour and Explore

Tour and Explore We provide informative and entertaining Tour Guides for coach & walking tours…

Cuckoo's Nest logo

The Cuckoo’s Nest

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

Dunkertons

Dunkertons

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

Flight Club Social Darts

Flight Club Social Darts

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

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Number of results: 149

, currently showing 1 to 20.

  1. Add Pittville Pump Room to your Itinerary

    Pittville Pump Room

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Pittville Pump Room is a beautiful, historic Grade One listed property set in parkland at Pittville used for cultural, commercial and community events...

  2. 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 2024to31 Dec 2024

    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…

  3. 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.

  4. Add Cleeve Hill to your Itinerary

    Cleeve Hill

    Type

    Type:

    Viewpoint

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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...

  5. Add Tour and Explore to your Itinerary

    Tour and Explore

    Type

    Type:

    Guided Tour

    Gloucester

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    Tour and Explore

    We provide informative and entertaining Tour Guides for coach & walking tours of North Wiltshire and the Cotswolds. There’s so much to see - medieval villages, magnificent abbeys & churches, ancient monuments, attractive gardens

  6. 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…

  7. 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.

  8. 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.

  9. Add Tewkesbury Abbey to your Itinerary

    Tewkesbury Abbey

    Type

    Type:

    Abbey/Priory

    Tewkesbury

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 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.

  10. 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!

  11. 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.

  12. 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 water flows from its faucets or not, the fountain is a monumental statuesque piece depicting Greek god Neptune in a shell-chariot, being drawn by four sea-horses and heralded by…

  13. Add Pittville Park to your Itinerary

    Pittville Park

    Type

    Type:

    Municipal Park

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    A fantastic blend of living history, open spaces, children's activities and of course a boating lake! The perfect place to spend a day...

  14. Add Cheltenham Town Hall to your Itinerary

    Cheltenham Town Hall

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Cheltenham Town Hall is now home to an impressive all year round programme of major festivals, entertainment, exhibitions and functions. Built in 1902-1903 as a venue for social events, it replaced the Assembly Rooms on the High Street, which had…

  15. 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.

  16. Add Cheltenham Racecourse to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 849 review(s)from 849 review(s)

    Cheltenham Racecourse

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 09:00 - 17:00

    The venue for 16 race meetings, featuring The Festival in March and The November Meeting, plus conference, events, Sunday market & music festivals.

  17. 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 2024to31 Dec 2024

    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…

  18. Add Gloucester Cathedral to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 3688 review(s)from 3688 review(s)

    Gloucester Cathedral

    Type

    Type:

    Cathedral/Minster

    Gloucester

    A warm welcome awaits you at Gloucester cathedral, one of the finest medieval buildings in the country. Discover soaring architecture, our world famous Cloister and the tomb of a murdered King.

  19. Add Sudeley Castle & Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2054 review(s)from 2054 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!

  20. Add Gloucestershire Warwickshire Steam Railway to your Itinerary

    Gloucestershire Warwickshire Steam Railway

    Type

    Type:

    Steam Railway

    Winchcombe, Cheltenham

    Dates

    From:
    2 Mar 2024to1 Jan 2025Various Opening Times

    The friendly line in the Cotswolds offers a unique opportunity to sample train travel from 50 years ago...

Statues