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During these breaks, we'll walk one of the finest stretches of the Cotswold Way to Leckhampton Hill before taking in the views from the Devil's Chimney and the Cotswold Escarpment.

Guided Walking Holidays - Cheltenham at Christmas & New Year

We offer two holidays over the festive period, a five night break over Christmas and a four night break over New Year. 

During these breaks, we’ll walk one of the finest stretches of the Cotswold Way to Leckhampton Hill before taking in the spectacular views from the Devil’s Chimney and the Cotswold Escarpment, with fantastic views across the River Severn to Wales. We will be able to discover another section of the Cotswold Way, walking about 7 miles north from the old market town of Painswick back to the hotel. We can also walk out to Cooper’s Hill, famous for its annual cheese rolling competition and ascend The Peak for another Cotswold panorama before descending through the village of Little Witcombe.

There’s a shorter walk on Christmas Day, to return to the hotel for Christmas Lunch and enjoy the rest of the day in the company of your travelling companions.

The pace throughout will be as relaxed as possible and due to the popularity of this holiday we may run two parallel groups, each with its own leader and independent arrangements.

Holiday Highlights

  • Activity and fresh air over the festive period.
  • The remarkable Cotswolds.
  • The comfort and facilities of the Cheltenham Chase Hotel
The holiday inclusions and exclusions at a glance
What's included in this holiday Items that are covered in the cost of holiday price.

      Accommodation is half board with breakfasts and dinners taken at the hotel.
      Picnic lunches are included on days including a guided walk.
      Either a Christmas Day dinner will be at the hotel in the early afternoon with a buffet meal later in the evening.
      Or a Gala dinner dance with evening entertainment on New Year's Eve
      All transport necessary to and from the walks
Whats not included in this holiday Items that are not covered in the cost of holiday price.

  • Entrance fees to some museums and historic buildings (unless otherwise specified)
  • Personal expenses (such as your bar bill)
  • Discretionary tips
  • Optional excursions
  • Insurance
Please select Departure Date to view:

Please see Holiday Information Sheet for this holidays individual departures itinerary (located under View Departures & Book tab)

Whilst every effort will be made to adhere to the outlined itinerary and advertised program, local conditions can change due to weather or other unforeseen circumstances. This may mean that routes and timings need to be amended or the order of days may change, sometimes at short notice.

    Please see the Holiday Information sheet for this Holidays Itinerary as the content may vary depending on departure date.

Travel Details

Transportation to and from the trailheads, if necessary, is included.

Nearest railway stations: Cheltenham (5 miles), Gloucester (5.5 miles).
Nearest bus stations: Cheltenham or Gloucester.

Trip Map

See where this holiday travels to.

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Our Accommodation on this holiday

Below is the accommodation featured on this holiday. If you are on a multi-centre holiday, these are highlights of the places where we stay. Please refer to your Holiday Information sheet (which can be found under View Departures & Book), for your departure date and for all your accommodation details.

The Cheltenham Chase Hotel

The Cheltenham Chase Hotel is a comfortable, modern four-star hotel, with a superb health and fitness suite (including indoor pool) and is set in landscaped grounds on the edge of the Cotswold hills. Hardy’s restaurant and Hunter’s bar and lounge provide plenty of space to relax. Rooms offer en suite bathrooms, free Wi-Fi, TVs, a safes, air conditioning, a mini fridges and tea and coffee making facilities.

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