48 hours in Cheltenham and Cotswolds suggested itinerary

Inspire Me

  1. Suggested Cheltenham itineraries
    Looking for some inspiration planning 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 2024
    The most comprehensive Cheltenham 2024 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 2024
    Looking for Things To Do in Cheltenham 2024? 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

Food at KIBOU Cheltenham

KIBOU Japanese Kitchen & Bar

KIBOU is a Japanese hot kitchen, ramen and sushi bar. Inspired by the nostalgia of Tokyo’s bustling…

Jockey at Cheltenham Racecourse

Cheltenham Racecourse

Nestled in 360 spectacular acres in the beautiful Cotswold hills, Cheltenham Racecourse is the…

Nook on Five bar

The Nook On Five

Fine dining restaurant with an iconic vista. Cheltenham’s only rooftop restaurant, officially…

The Hare and the Minotaur

The Hare and the Minotaur

The Hare and the Minotaur Statue in Cheltenham can be found on The Promenade, outside House of…

Number of results:

Number of results: 154

, currently showing 1 to 20.

  1. Add Cheltenham Town Hall to your Itinerary

    Cheltenham Town Hall

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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…

  2. Add Montpellier Caryatids to your Itinerary

    Montpellier Caryatids

    Type

    Type:

    Sub-Attraction

    Cheltenham

    Dates

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

  3. 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 2024to31 Dec 2024

    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.

  4. Add Cheltenham Racecourse to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 849 review(s)from 849 review(s)

    Cheltenham Racecourse

    Type

    Type:

    Venue Provider

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 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.

  5. Add St Mary's Minster to your Itinerary

    St Mary's Minster

    Type

    Type:

    Church/Chapel

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    Cheltenham’s oldest building

  6. Add The Promenade and Long Gardens to your Itinerary

    The Promenade and Long Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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 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 2024to31 Dec 2024

    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…

  8. Cox's Meadow

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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.

  9. Add The Brewery Quarter to your Itinerary

    The Brewery Quarter

    Type

    Type:

    Food & Drink

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Open 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!

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

    The Wilson - Cheltenham Art Gallery & Museum

    Type

    Type:

    Museum

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

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

  11. Add Sudeley Castle & Gardens to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 2097 review(s)from 2097 review(s)

    Sudeley Castle & Gardens

    Type

    Type:

    Castle/Fort

    Winchcombe, Near Cheltenham

    Dates

    From:
    19 Mar 2024to2 Nov 2024Open 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!

  12. Add Ellenborough Park Spa to your Itinerary

    Ellenborough Park Spa

    Type

    Type:

    Hotel Spa

    Cheltenham

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

  13. Add Tour and Explore to your Itinerary

    Tour and Explore

    Type

    Type:

    Guided Tour

    Gloucester

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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

  14. Add Montpellier Gardens to your Itinerary

    Montpellier Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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. Most of the park facilities are in the southern section and includes tennis courts, a…

  15. Add The Story of Pittville Pump Room -  Heritage Trail to your Itinerary

    The Story of Pittville Pump Room - Heritage Trail

    Type

    Type:

    Historic Site

    Cheltenham

    Dates

    From:
    4 Apr 2025to6 Apr 2025

    A free immersive heritage trail bringing the history of the iconic Grade I listed Regency building to life.

  16. Add C-Side Spa to your Itinerary

    Tripadvisor Traveller Rating

    Tripadvisor Traveller Rating - from 70 review(s)from 70 review(s)

    C-Side Spa

    Type

    Type:

    Hotel Spa

    Near Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024

    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 Leisure At Cheltenham to your Itinerary

    Leisure At Cheltenham

    Type

    Type:

    Leisure/Swimming Pool

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

    With such a large range of activities available at Leisure At Cheltenham there really is something for everyone from swimming to racket sports, soft play and even trampolining.

  18. Add Cheltenham Playhouse Theatre to your Itinerary

    Cheltenham Playhouse Theatre

    Type

    Type:

    Theatre

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various Opening Times

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

  19. Add Imperial Gardens to your Itinerary

    Imperial Gardens

    Type

    Type:

    Garden

    Cheltenham

    Dates

    From:
    1 Jan 2024to31 Dec 2024Various 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.

  20. 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 2024to31 Dec 2024

    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…

Statues