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Itinerary Planner

Welcome to the Itinerary Planner. Use this tool to build your own journey or choose from an exciting range of specially selected tours.

To build your own Itinerary, click Add to Excursion to add an item to your Itinerary basket.

Romantic Cheltenham

Regency, Medieval & Steam... Stay a night or two in cosmopolitan Cheltenham... But don’t feel limited to just 48 hours; we’d love you to stay longer!

Day One: Soak up the architecture of Cheltenham, the most complete Regency town in the UK. Indulge in some retail therapy and choose from a fabulous choice of eateries, whether a unique café or Michelin-standard restaurant. Cheltenham is famous for its festivals, so keep an eye out on what's on during your stay.

Day 2: Winchcombe is a lovely place to start the day, with a stroll around its charming centre and a visit to magnificent Sudeley Castle and Gardens. Steam buffs can catch the GWR railway from Winchcombe or Toddington to Cheltenham Racecourse in one direction, or Broadway in the other. If you are heading onto Broadway by road, stop in the pretty village of Snowshill. It is home to Snowshill Manor and, in summer, carpeted with lavender. The long, main street of Broadway is lined with shops, cafes and antiques. High on the hill, Broadway Tower offers panoramic views of 16 counties on a clear day.

Hidden Gems: Make a splash at the Cheltenham Lido outdoor pool or go to Pittville Park play area – great fun for children in the summer.

Top Tip: Get off the beaten track to discover Cheltenham’s architectural highlights including the Holst Museum and Pump Room where you can taste the spa waters. Evenings are catered for too so relax and enjoy a show in one of the many theatres, or head to The Brewery Quarter for cinema, bowling and great places to eat and drink.

Download the full itinerary here.

The Romantic Road... 

Featured in The Telegraph as one of the Great British Drives, The Romantic Road takes you on a drive through quitessentially English countryside.

Day One: The Romantic Road takes you north over Cleeve Hill and down into historic Winchcombe which dates back to Saxon times. From here you visit Stanway and Stanton both iconic villages before calling at picturesque Broadway at the foot of Fish Hill. Chipping Campden makes a great stop before venturing onto Blockley a filming location for Father Brown and onto Moreton-in-Marsh a busy market town on the Fosse Way. Continue to Stow-on-the-Wold the highest town in the Cotswolds and then to the quaint villages of the Slaughters a highlight of this tour before returning to Cheltenham.

Day Two:  From the edge of Cheltenham a country road takes you to Northleach a delightful example of an unspoilt Cotswold wool town and onwards to elegant Burford following the beautiful Windrush Valley. Continue to Lechlade located on the River Thames and onwards to Fairford an old coaching town whose church contains fine examples of medieval stained glass. Next stop is the village of Bibury with Arlington Row one of the most photographed scenes in the Cotswolds. Allow time to explore Cirencester the capital of the Cotswolds and a thriving town which mixes its Roman past with a vibrant independent shopping scene. Your route winds back to Cheltenham calling into Painswick a gem of a town famed for its 99 Yew trees in the churchyard of St Mary’s.
 

Hidden Gems: Allow time to explore Court Barn Museum in Chipping Campden which celebrates the talented designers and craftspeople who worked in the north Cotswolds. Go back in time to see Harts Silversmiths in their workshop which has been operating since 1888 when CR Ashbee established the Guild of Handicraft.

Top Tip: Visit The Wilson Cheltenham’s Art Gallery & Museum with its world renowned collection to the Arts & Crafts movement. Make a visit to Corinium museum to unearth Cirencester’s amazing history and Roman mosaics. The vibrant New Brewery Arts Centre has many artisan craft makers from glass makers to book binders, potters to painters all for you to see up close and personal.

Download the full itinerary here.

Where to Stay

Choose from a selection of accommodation in Cheltenham including the iconic Queen’s Hotel or boutique-style 131 The Promenade, a range of bed & breakfasts, small hotels or serviced apartments. For luxury and romance why not stay at Ellenborough Park Hotel or The Greenway Hotel located on the outskirts of the town. 

If you are looking to stay for a few days, take a look at our Top Ten Romantic Hotels in Cheltenham, or contact our Tourist Information Centre who offer a free booking service.

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