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

Stow on the Wold

Stow on the Wold

Famous as a centre for antiques, Stow-on-the-Wold, situated on the Roman Fosse Way, has a long…

Chipping Campden Church

Chipping Campden

Frequently described as the "jewel in the crown" of Cotswold towns.

Regent Arcade exterior

Regent Arcade Shopping Centre

Regent Arcade Shopping Centre is Cheltenham’s only under cover shopping destination. Located in the…

Mowgli Street Food dishes

Mowgli Street Food

It is the place to end your day after a fun-filled family day out, or to begin an evening with your…

Number of results:

Number of results: 148

, currently showing 21 to 40.

  1. Add Sudeley Castle & Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2137 review(s)from 2137 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!

  2. 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...

  3. 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.

  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 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.

  6. 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.

  7. 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.

  8. 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.

  9. Add Cleeve Hill to your Itinerary

    Cleeve Hill

    Type

    Type:

    Viewpoint

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    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.

  10. 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.

  11. 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.

  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 Bacon Theatre to your Itinerary

    Bacon Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2025to31 Dec 2025Various Opening Times

    The impressive Bacon Theatre completed in 1991 and built to a very high standard, boasts excellent sightlines and state-of-the-art facilities.

  15. Add Eat Sleep Axe to your Itinerary

    Eat Sleep Axe

    Type

    Type:

    Activities

    Cheltenham

    Dates

    From:
    3 Sept 2025to31 Dec 2025Various Opening Times

    An urban axe throwing venue that provides a fun, friendly environment for you to hang out with friends and throw axes. It is located on the first floor of Escape Rooms Cheltenham in Winchcombe Street in Cheltenham town centre.

  16. Add Cooper's Hill Nature Reserve to your Itinerary

    Cooper's Hill Nature Reserve

    Type

    Type:

    Country Park/Nature Reserve

    Gloucester

    Dates

    From:
    1 Jan 2025to31 Dec 2025

    A local nature reserve, 2 miles south of Brockworth on A46, with nationally important beech woodlands and a way marked trail. Superb Cotswold beech woodlands together with small areas of flower-rich limestone grassland.

  17. 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.

  18. Add Ian Coley Sporting Ltd to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 335 review(s)from 335 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.

  19. 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.

  20. 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…

Statues