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 2025 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

Sudeley Castle aerial view

Sudeley Castle & Gardens

Award-winning gardens surrounding Castle and medieval ruins. Exhibitions, castle rooms, gift shop &…

Art Union exterior

Art Union

Gift shop and gallery featuring local artists and Cheltenham themed gifts.

Cup of coffee in a large mug on a marble table top next to a pain au chocolat

Loaf and Co Sandwich Deli

A traditional Cotswold sandwich deli in the heart of Montpellier. They specialise in freshly made…

Broadway

Broadway

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

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 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.

  3. 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…

  4. 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.

  5. Add Holst Victorian House to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 182 review(s)from 182 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.

  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 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...

  8. 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…

  9. 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.

  10. 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.

  11. 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…

  12. Add Sudeley Castle & Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2118 review(s)from 2118 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. 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.

  14. Add C-Side Spa to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 102 review(s)from 102 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…

  15. Add Dunkertons to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 127 review(s)from 127 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.

  16. Add The Gardens Gallery to your Itinerary

    The Gardens Gallery

    Type

    Type:

    Arts Centre

    Cheltenham

    Dates

    From:
    1 Mar 2025to31 Dec 2025Open 10:00 - 17:00

    Cheltenham's Community Art Gallery for local artists to exhibit their work to the public, and for other arts-related activities.

  17. Add Flight Club Social Darts to your Itinerary

    Flight Club Social Darts

    Type

    Type:

    Darts

    Henrietta Street, Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Flight Club Cheltenham, located in the Brewery Quarter, has reimagined darts for the 21st century, giving guests an unforgettable experience. Think fast-paced, high-energy fun in a stunning bar, topped off with delicious food and drink to fuel your…

  18. Add Flyup 417 Bike Park to your Itinerary

    Flyup 417 Bike Park

    Type

    Type:

    Cycling and Mountain Biking

    Witcombe, Gloucester

    Dates

    From:
    3 May 2025to31 Dec 2025Various Opening Times

    Multi-discipline mountain bike park in Gloucester, featuring downhill trails, excellent uplift service, dirt jumps, an indoor pump track, and more. Suitable for all ages and abilities.

  19. Add Ian Coley Sporting Ltd to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 329 review(s)from 329 review(s)

    Ian Coley Sporting Ltd

    Type

    Type:

    Outdoor Activity/Pursuit Centre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    Ian Coley Sporting are one of the best shooting grounds and schools in the UK - the perfect place to learn how to shoot under the guidance of their friendly and experienced coaches.

  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