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...
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Highlights

Gloucester Cathedral

Gloucester

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

The Romantic Road - Classic Car Hire or Luxury Chauffeur Tour

The Romantic Road - Classic Car Hire or Luxury Chauffeur Tour

Featured in The Telegraph as one of the Great British Drives, The Romantic Road takes you on a…

Bluebell Wood

Tour and Explore

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

Broadway

Broadway

Picture perfect with the honey-coloured stone buildings of the Cotswold, Broadway is one of the…

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Number of results: 148

, currently showing 1 to 20.

  1. Best dog walks in Cheltenham

    Type

    Type:

    Walking

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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…

  2. Add The Centaur to your Itinerary

    The Centaur

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Located in the heart of England at Cheltenham Racecourse,The Centaur has room for 2,250 people to sit, more than 4,000 to stand and 1,200 to have a gourmet banquet.

  3. Add The Wilson - Cheltenham Art Gallery & Museum to your Itinerary

    The Wilson - Cheltenham Art Gallery & Museum

    Type

    Type:

    Museum

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    The Wilson Art Gallery & Museum has an outstanding museum and art gallery with a programme of exciting temporary exhibitions and permanent galleries.

  4. Add Gloucestershire Warwickshire Steam Railway to your Itinerary

    Gloucestershire Warwickshire Steam Railway

    Type

    Type:

    Steam Railway

    Winchcombe, Cheltenham

    Dates

    From:
    2 Mar 2025to1 Jan 2026Various Opening Times

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

  5. Add The Brewery Quarter to your Itinerary

    The Brewery Quarter

    Type

    Type:

    Food & Drink

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 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!

  6. Add Everyman Theatre to your Itinerary

    Everyman Theatre

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 09:00 - 17:00

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

  7. Cox's Meadow

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  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 2025to31 Dec 2025Open 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. 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 or not water flows from its faucets, the fountain is a monumental, statuesque piece depicting Greek god Neptune in a shell-chariot, being drawn by four sea-horses and heralded by…

  10. Add Montpellier Caryatids to your Itinerary

    Montpellier Caryatids

    Type

    Type:

    Sub-Attraction

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

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

  11. Add Escape Rooms Cheltenham to your Itinerary

    Escape Rooms Cheltenham

    Type

    Type:

    Escape room

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various 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.

  12. Add Sudeley Castle & Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2125 review(s)from 2125 review(s)

    Sudeley Castle & Gardens

    Type

    Type:

    Castle/Fort

    Winchcombe, Near Cheltenham

    Dates

    From:
    17 Mar 2025to2 Nov 2025Open 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!

  13. Tripadvisor Traveller Rating

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

    Cotswold Discovery Trail

    Type

    Type:

    Self-Guided Tour

    Stroud

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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 The Promenade and Long Gardens to your Itinerary

    The Promenade and Long Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  15. 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 2025to31 Dec 2025

    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…

  16. Add C-Side Spa to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 104 review(s)from 104 review(s)

    C-Side Spa

    Type

    Type:

    Hotel Spa

    Near Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Bathed by the natural beauty of the Cotswold countryside. A haven for self-care, a tonic for the soul. Welcome back to the C-Side Spa, where our team offers a range of holistic therapies including massages, facials and exfoliating wraps plus…

  17. Add Ellenborough Park Spa to your Itinerary

    Ellenborough Park Spa

    Type

    Type:

    Hotel Spa

    Southam, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

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

  18. Add Holst Victorian House to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 184 review(s)from 184 review(s)

    Holst Victorian House

    Type

    Type:

    Museum

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

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

  19. Add Pittville Park to your Itinerary

    Pittville Park

    Type

    Type:

    Municipal Park

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various 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...

  20. Add Imperial Gardens to your Itinerary

    Imperial Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various 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.

Statues