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

Little Dobbies

Little Dobbies

Little Dobbies located at 106 Promenade. Dobbies sells a wide range of houseplants and home decor…

Horse Box Brasserie at Ellenborough Park

Horse Box Brasserie at Ellenborough Park

Head to The Horse Box Brasserie at Ellenborough Park for menu filled with seasonal flavours to…

Gloucester Cathedral

Gloucester

Gloucester, the capital of Gloucestershire is cradled by the picturesque Cotswold Hills.

Nook on Five bar

The Nook On Five

Fine dining restaurant with an iconic vista. Cheltenham’s only rooftop restaurant, officially…

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Number of results: 149

, currently showing 1 to 20.

  1. 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!

  2. 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.

  3. Add The Hare and the Minotaur to your Itinerary

    The Hare and the Minotaur

    Type

    Type:

    Sub-Attraction

    Cheltenham

    The Hare and the Minotaur Statue in Cheltenham can be found on The Promenade, outside House of Fraser. It is a truly remarkable statue, and although not everyone loves it, it is worth a stop on your visit to Cheltenham.

  4. 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

  5. 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…

  6. 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.

  7. 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…

  8. 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 2024to31 Dec 2024Open 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…

  9. 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…

  10. Add Everyman Theatre to your Itinerary

    Everyman Theatre

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

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

    The Everyman is Gloucestershire's theatre - and has been serving the county (and beyond) since 1891.

  11. 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...

  12. 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.

  13. 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.

  14. 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…

  15. 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...

  16. Add Ellenborough Park Spa to your Itinerary

    Ellenborough Park Spa

    Type

    Type:

    Hotel Spa

    Cheltenham

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

  17. Add Escape Rooms Cheltenham to your Itinerary

    Escape Rooms Cheltenham

    Type

    Type:

    Escape room

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Fun escape room challenges for teams of up to six players, who have to work together to solve all the puzzles in order to escape the room in under 60 minutes.

  18. 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.

  19. Add Leisure At Cheltenham to your Itinerary

    Leisure At Cheltenham

    Type

    Type:

    Leisure/Swimming Pool

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    With such a large range of activities available at Leisure At Cheltenham there really is something for everyone from swimming to racket sports, soft play and even trampolining.

  20. 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.

Statues