Trail Accommodation - B&Bs/Hotels

The green hillsides of the Cotswold Way

B&B/Hotel Accommodation

Winchcombe - Cheltenham

43 Welland Lodge Road
Cheltenham, Glos, GL52 3HB
Tel: 01242 578314
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Quiet location Views of Cleeve Hill Parking on Drive or Street
15 min walk to Theatre Hourly bus to town during day
1x Single Room 1x Family room (3beds) Private facilities for guests use

Contact: Mrs Joy Sagar
Tel No: 01242 578314

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Cleeve Hill House Hotel *****
Cleeve Hill, Cheltenham, Glos, GL52 3PR
Tel: 01242 672052
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We are a privately owned and operated Bed and Breakfast business and pride ourselves on making each of our guests feel cherished whilst they stay with us.  Guests are assured of the personal attention that only a small privately owned guest house can offer. Great importance is placed on comfort and providing a warm and relaxed atmosphere in which guests can unwind.

Our elegant hotel sits close to the top of Cleeve Hill, which is the highest point in the Cotswolds and commands exceptional views across Cheltenham to the Malvern Hills, whilst being ideally located for exploring Cheltenham Spa, Winchcombe, Broadway, Tewkesbury, Stratford and the picturesque villages that make the Cotswolds world famous. All prices are per room and include Full English Breakfast. 

The Hotel is located approximately 100m from the Path of Cotswold Way and much of the accommodation backs straight onto Cleeve Common.  Therefore we are an ideal base for exploring the Cotswolds on foot, whether you are planning to complete the Cotswold Way or just wish to escape into the countryside for a while.

If you are walking on to another hotel along the Cotswold Way you might like to know that we offer a luggage transfer service and a choice of packed lunches, for a modest fee.

You will also find a restaurant, pub and bar within 5 minutes walk, with stunning views across the Vale of Evesham.

We operate a no smoking policy at the hotel and unfortunately are unable to allow pets, other than registered guide dogs.

Grading: AA 5-star
Contact: Mr & Mrs Manfred Zeilerbauer
Tel No: 01242 672052

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Ellenborough Park (Hotel & Spa)
Southam Lane, Cheltenham GL52 3NJ, UK
Tel: 01242 545454
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For unparalleled comfort and a truly unforgettable experience, there can only be one choice when it comes to staying in Cheltenham. Ellenborough Park boasts lavish bedrooms, a serene spa, small fitness suite, relaxed pub and bar, fine dining restaurant and truly bespoke service; everything you could possibly need for a relaxing getaway in the Cotswolds.

An indulgent 15th century country estate with the perfect fusion of tradition and modernity, we have seen the house evolve into a 21st century retreat.

At the foot of Cleeve Hill, the Hotel is caught between the Cotswolds’ highest point and the lush green gallops of Cheltenham’s world-famous racecourse, our luxury 5 star hotel in the Cotswolds is steeped in history and offers 90 acres of rustic countryside to call your own during your stay. Feel free to borrow a pair of Dubarrys from the Boot Room and explore the Cotswold Way. If you prefer, you are more than welcome to sit back in one of our many lounges and secret snugs with a glass of our very own Ellenborough Park gin.

Restored to contemporary glory in recent years, the hotel in Cheltenham offers 61 individually designed bedrooms and suites; an Indian-influenced spa, heated outdoor pool and fitness suite; and a variety of spaces available for business meetings, conferences, private parties and weddings. Borrow a pair of Dubarry’s from the Boot Room and explore the Cotswold Way; or sit back and relax in the luxurious lounges and secret snugs with a board game, book and a cup of tea or a little snifter of something. The kitchen is the heart and soul of Ellenborough so expect the very best of local Cotswold produce for breakfast, lunch, afternoon tea and dinner, from this fine hotel in Cheltenham.

Tel No: 01242 545454

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Gambles Farm
Gambles Farm, Gambles Lane, Woodmancote, Cheltenham GL52 9PU, United Kingdom
Tel: +44 (0) 1242 677719/ +44 (0) 7779 856583
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Gambles Farm is a luxury, country farmhouse set in the Cotswolds. We have been successfully providing our guests with a comfortable and welcoming stay since 2002 and continue to do so. 

Gambles Farm is surrounded by acres of beautiful scenery; including the stunning views of Cleeve Hill. Our farmhouse is also the home to our friendly dogs, horses, chickens, goat, and our pet pig, Percy.

Gambles Farm provides a welcoming, homely stay for all ages. Offering large comfortable en-suite bedrooms and a hearty home-cooked breakfast to your liking – (using free-range eggs from our own chickens!) We ensure all of our guests have a pleasant and comfortable stay and look forward to visiting again.

Contact: Sarah and Nick Deackes
Tel No: +44 (0) 1242 677719/ +44 (0) 7779 856583

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Malvern View Bed & Breakfast
Cleeve Rd, Cheltenham GL52 3PR, UK
Tel: 01242672017
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Nestled in to Cleeve Common and The Cotswolds Way, Malvern View offers 7 comfortable guest rooms with rain showers, Egyptian cotton bedding, full hospitality trays, ipod docks, 32" Smart flatscreen T.V's and complimentary toilettries as standard. We offer a hearty breakfast and there is a pub nearby which serves food all day for evening meals.  We're happy to provide packed lunches. Please note: we only accept bookings of two nights or more. 

Grading: AA 4star
Contact: Marco & Cathy Giorgi
Tel No: 01242672017

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243 Prestbury Rd, Cheltenham GL52 3ET, UK
Tel: 07881694852
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Contact: Sue Baker
Tel No: 07881694852

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Pigeon House Cottage B&B
Southam Ln, Southam, Cheltenham GL52 3NY, UK
Tel: 07900 493 887
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Pigeon House Cottage is perfectly situated for visitors wishing to explore Cheltenham.  The cottage is also ideally placed for the many beautiful Cotswold villages, walks and pubs that make the Gloucestershire countryside such a special place in which to live, work or visit. 

Cheltenham's famous racecourse is no more than 1/2 mile away.

Guests have the choice of two delightful rooms, one double and the other king size.  Each has its own character in keeping with the beautiful cottage style.  Choose between the pretty Garden View Room and the more spacious, beamed Duck Room. 

Our aim is to be as flexible and adaptable to meet the individual needs of our guests. The cottage is a two-storey stone-built barn conversion that has accommodation on 2 floors surrounded by private and very pretty gardens front and back. The entire property is non-smoking and guests are reminded that we have a small, friendly dog.

The cottage was converted from a 14th Century barn complex in around 1900, and is surrounded by a Grade II* listed manor house, barn and a 12th Century church.  Pigeon House Cottage has been sympathetically added to over the years with an extended ground and first floor to produce a charming and characterful home in which we are confident you will feel relaxed and comfortable.  

  • All en suite rooms
  • Free WIFI
  • Complimentary shower and bath products
  • Quality white, fluffy towels
  • Free private car parking
  • Flatscreen TV / DVD player with access to DVD library
  • Tea and ‘Dolce Gusto’ coffee making facilities
  • Fresh milk available
  • Continental or English breakfast using health-conscious homemade bread and local produce
  • Trouser press, ironing board and iron available on request
  • Enclosed gardens
  • Patios with seating for breakfast
  • Local magazines, books and information
  • Printing and document scanning available on request
  • Opportunity to pre-order champagne, flowers and fruit for your room
  • Pre-booked homemade afternoon tea available from 4:30pm
  • Facility to order a take-out picnic lunch

Contact: Jill Cartwright
Tel No: 07900 493 887

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Postlip Hall Farm
Winchcombe, Cheltenham GL54 5AQ, UK
Tel: 01242 603351
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This impressive mellow stone Cotswold farmhouse offers cosy, comfortable, well equipped and spacious accommodation.  Bedrooms are en suite or with private facilities, TV’s, beverages, armchairs and many other homely extras. There is a beautiful guest lounge, attractive dining room and a large well tended garden to relax in and enjoy the views across the countryside towards Winchcombe.

Postlip is very much a family run farm, Joe (husband) works in partnership with two of our sons, Richard and Edward. The Farmhouse B & B side is also very much a family affair with myself (Valerie) running it but Joe, Joanna (daughter) and sons all taking a very active part (you have to visit just to find out what part that is!)

We have excellent off road parking and guests are welcome to walk around the farm, lambing time is between February and April and is always popular with the visitors. Sheep and a Beef suckler herd graze the surrounding pastures which slope up to the top of Cleeve Hill. Also adjacent to the farm are 2000 acres of ancient common land, giving superb walking and also boasting the local 18 hole Golf Course. Horse riding is also very close at hand, all through fields and woods (no roads).

Good traditional english breakfasts are served with plenty of atmosphere.

Contact: Valerie Albutt
Tel No: 01242 603351

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Rising Sun Hotel
Cleeve Hill, Cheltenham GL52 3PX, UK
Tel: 01242 676281
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Perched on top of Cleeve Hill, the Rising Sun hotel is a quaint retreat.  A favourite among the locals, its own beer garden presents spectacular views spanning five counties.  Each of the 24 bedrooms is traditionally styled – the perfect balance of charm and modern comfort.

The bar and restaurant offer a seasonal menu accompanied by a great range of ales, premium lagers and fine wines. 

Food served 11am – 10pm every day.

This hotel has 2 dog friendly bedrooms.

Please note that due to its location on Cleeve Hill, The Rising Sun is built over a number of different levels only accessible by stairs.

Last check in is 11pm


  • Double x 16
  • Family x 2
  • Single x 1
  • Superior x 1
  • Twin x 4

Tel No: 01242 676281

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Sudley Hill Farm
Sudeley Hill, Winchcombe, Cheltenham GL54 5JB, UK
Tel: 01242 602 344
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A charming B&B in a 15th century farmhouse with panoramic views over the Sudeley valley. located on a large mixed arable and sheep farm just outside Winchcomber 

Bedrooms include a double, a twin and a large twin with a third bed to make a family room.


Grading: AA 4-Star
Contact: Barbara Scudamore
Tel No: 01242 602 344

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