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

Bourton on the Water

Bourton on the Water

Probably the most popular village in the Cotswolds, and often referred to as the "Venice of the…

Montpellier Gardens Gallery

The Gardens Gallery

Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for…

Elkstone Studios Buildings

Elkstone Studios Shopping

Elkstone Studios offers fashion boutiques, a wellness hub, hair salon, aesthetics studio, Pilates,…

Group of ladies showing their cow paintings

The Paint Club

Step-by-step painting workshops in pubs and bars across Cheltenham and Gloucestershire! Even if you…

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Number of results: 149

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  1. 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…

  2. Add Cheltenham Town Hall to your Itinerary

    Cheltenham Town Hall

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various 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…

  3. 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.

  4. Add Tour and Explore to your Itinerary

    Tour and Explore

    Type

    Type:

    Guided Tour

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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 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...

  6. Add Pittville Pump Room to your Itinerary

    Pittville Pump Room

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

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

  7. 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.

  8. Add Cheltenham Playhouse Theatre to your Itinerary

    Cheltenham Playhouse Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

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

  9. Add C-Side Spa to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 106 review(s)from 106 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…

  10. 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.

  11. 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…

  12. 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.

  13. Add Cheltenham Lido to your Itinerary

    Cheltenham Lido

    Type

    Type:

    Leisure/Swimming Pool

    Cheltenham

    Dates

    From:
    29 Mar 2025to7 Oct 2025Various Opening Times

    Built in 1935, Cheltenham Lido retains all its original features and is one of the countries few remaining lidos. Great for a day out throughout the summer.

  14. 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...

  15. Add Montpellier Gardens to your Itinerary

    Montpellier Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  16. Add Tewkesbury Abbey to your Itinerary

    Tewkesbury Abbey

    Type

    Type:

    Abbey/Priory

    Tewkesbury

    Dates

    From:
    1 Jan 2025to31 Dec 2025Open 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.

  17. 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.

  18. 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…

  19. 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.

  20. 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.

Statues