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...
What are you searching for...
  • Where to Stay

  • What's On

  • Things to See & Do

  • Food & Drink

  • Shopping

Search Accommodation

Type:
Area:
Location
Name/Keyword

Search What's On

Dates
Type:
Area:
Location
Name/Keyword

Search Things to Do

Type:
Area:
Location
Name/Keyword

Search Food & Drink

Type:
Area:
Location
Name/Keyword

Search Shopping

Type:
Area:
Location
Name/Keyword

Where to Stay

Type:
Area:
Location
Name/Keyword

What's On

Dates
Type:
Area:
Location
Name/Keyword

Things to See & Do

Type:
Area:
Location
Name/Keyword

Food & Drink

Type:
Area:
Location
Name/Keyword

Shopping

Type:
Area:
Location
Name/Keyword

Highlights

Gin & Juice interior

Gin & Juice

Gin & Juice is Cheltenham's number one destination, from late-night drinks to No.131 Terrace snacks…

Winchcombe

Winchcombe

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

Cirencester

Cirencester

Cirencester is a thriving market town with a bustling market place presenting a colourful and…

Flyup 417 Bike Park

Flyup 417 Bike Park

Multi-discipline mountain bike park in Gloucester, featuring downhill trails, excellent uplift…

Number of results:

Number of results: 148

, currently showing 21 to 40.

  1. 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

  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 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. It is a truly remarkable statue, and although not everyone loves it, it is worth a stop on your visit to Cheltenham.

  5. 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…

  6. 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.

  7. 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…

  8. 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 2025to31 Dec 2025Various 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.

  9. 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.

  10. 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…

  11. 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.

  12. 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 2025to31 Dec 2025

    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…

  13. Add Cheltenham Racecourse to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 861 review(s)from 861 review(s)

    Cheltenham Racecourse

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

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

    Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the heart of Jump racing. This iconic venue hosts the most prestigious races and is where champions, both equine and human, forge their reputations.

  14. 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.

  15. Add Gloucester Rugby to your Itinerary

    Gloucester Rugby

    Type

    Type:

    Sports Ground/Stadium

    Kingsholm Road, Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Since forming in 1873, the Cherry & Whites have built a proud legacy, winning five Anglo-Welsh Cups, two European Rugby Challenge Cups, and a Premiership Rugby Cup (in 2024), over their long history. Turning professional in 1997, Gloucester have…

  16. Add Belas Knap Long Barrow (English Heritage) to your Itinerary

    Belas Knap Long Barrow (English Heritage)

    Type

    Type:

    Historic Site

    Winchcombe

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    A good example of a neolithic long barrow, with the mound still intact and surrounded by a stone wall.

  17. Add The Paint Club to your Itinerary

    The Paint Club

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Step-by-step painting workshops in pubs and bars across Cheltenham and Gloucestershire! Even if you haven’t painted since school you will be able to create your very own work of art at a pub with The Paint Club.

  18. Add Cheltenham Guided Walks to your Itinerary

    Cheltenham Guided Walks

    Type

    Type:

    Guided Tours

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    Cheltenham Guided Walks is offering customers the chance to book walks around the centre of the town guided by a resident of 45+ year’s residence, Alan Jones, who holds a professional qualification in training delivery and has worked for UCAS for 20…

  19. Add Dunkertons to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 133 review(s)from 133 review(s)

    Dunkertons

    Type

    Type:

    Cider Farm

    Charlton Kings, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

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

  20. Add Historic Docks to your Itinerary

    Historic Docks

    Type

    Type:

    Historic Site

    Gloucester

    Collection of restored Victorian warehouses, with shops, museums, restaurants and cafe bars. Boat trips and guided walks in summer months. The dockside also hosts the Gloucester Quays Designer Outlet and leisure quarter.

Statues