Trails &


Luxury 4 Day

Wine Trail

Gather some friends and head to the countryside to enjoy a luxurious, chauffeur-driven weekend in the Wine Garden of England. Visit five of Kent’s most beautiful wineries, taking in the picturesque vineyards and tasting delicious English wines. During your tour sample some of the counties fantastic home-grown seasonal produce at a range of award-winning restaurants, and stay in a variety of 4 and 5-star accommodation options. Relax, explore and indulge in the best hospitality that Kent has to offer!


Day 1

Afternoon – Squerryes

During your first afternoon, take a trip to Squerryes Winery –this is a beautiful and historic vineyard set within a 2,500 acre estate on the North Downs. Guided tours run year-round and include a 'Spirit of the Terroir' tour of the stunning vineyard by Land Rover, including a tutored wine tasting, with Kentish cheeses and charcuterie. A 'Spirit of the House' tour also includes a visit to Squerryes Court for a guided tour led by the 8th generation owners, Henry and Clare Warde - with a fascinating history and stories to share of the entrepreneurs and game-changers that have shaped the estate over the last 300 years. The walls of their stunning home are decorated with original works of art from the likes of Rubens and Van Dyck, and within the rooms you’ll see some of the original furniture collected by the family in the 1700s, when they took ownership of Squerryes.

Evening – Chilston Park Hotel

Take in the rural farmlands and delightful cottage gardens on your drive over to Chilston Park Hotel, a classic British country house once home to eminent politicians, lords and viscounts. Today the Grade I listed manor house has style and charm to spare and is enhanced by antiques as old as the 17th century home itself. Set back from tree-lined lanes, the manor house sits in 22 acres of stunning rural parkland. Enjoy the historic surroundings and high standards of guest care in one of the unique feature bedrooms or sumptuous manor house suites. During your stay, sate your appetites with some of Kent’s finest dining at Culpeper's Restaurant, a two AA Rosette traditional restaurant serving enticing food sourced locally from coast and farm to ensure the purest of flavours.

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Day 2

Lunch - The Fordwich Arms

After a leisurely morning exploring the hotel grounds head over to the picturesque town of Fordwich for lunch. Situated on the Great Stour river and on record as the smallest town in Britain, it is the perfect for spot for a leisurely stroll followed by lunch. The Fordwich Arms is a delightful traditional English pub, located a stones throw from the river, with sunny garden dining and serving a delicious selection of dishes using local Kentish ingredients such as the Stour Valley pheasant or Chart Farm venison.

Afternoon - Simpsons Winery

A beautiful 20 minute drive will bring you to Simpsons Wine Estate where a visit will include a walking tour of 'The Roman Road’ vineyard taking in the vines and learning about how they are planted, grown and harvested. Returning to the winery, guests will discover the secrets of the winemaking process from the comfortable vantage point of our elegant Glass House Tasting Room. Your experience will culminate in a guided tasting of wines from Simpsons Wine Estate plus a chance to taste a few bottles from our sister property, Domaine de Sainte Rose, in Southern France. If that were not enough you’ll then have the opportunity to take a trip down the ‘Fruite Chute' helter skelter - the only winery slide in the World!


Accommodation - Eastwell Manor

For your evening's dining and accommodation, try the stunning Eastwell Manor- a Champneys Spa Hotel situated within beautiful landscaped gardens close to Ashford. Here you can enjoy glorious views of the North Downs and a luxurious Champneys spa offering an extensive range of health and beauty treatments. At Eastwell Manor they pride themselves on an outstanding range of dining options, celebrating British heritage with an international influence. From three course fine dining to traditional afternoon tea there’s something to be enjoyed. Choose from rooms in the classic and elegant manor house, the converted Victorian stable cottages or for something a little different, try the brand-new luxury 'Hillside Huts.


Day 3

Morning - Gusbourne

A cross-country drive will bring you to the Gusboune Winery in charming Appledore. Here staff would be delighted to welcome you for a guided tour of the scenic estate and tasting of their award-winning sparkling wines. The estate dates back to 1410 and now combines age-old tradition with modern technology and cutting-edge equipment. The Discovery Tour is the ideal way to experience and enjoy Gusbourne in its entirety. This includes a full walking tour of the vineyards and winery before settling down in their luxurious and architecturally stunning new tasting room – The Nest.


Lunch - The Swan

For lunch, a table could be booked at Chapel Down's Michelin-recommended on-site restaurant. The Swan Wine Kitchen is an elegant but informal family-friendly restaurant, with a stunning dining terrace overlooking the vineyards. Experience the finest locally and regionally-sourced produce cooked to perfection, alongside award-winning wines, craft beers and ciders from Chapel Down. For an extra special dining experience why not book The Chef’s Table, an elegant private dining room elevated within the main restaurant with direct views to the hub of the kitchen, and enjoy the Feasting Menu, serving a range of sumptuous sharing dishes family-feast style.

Afternoon - Chapel Down

Set amongst 22 acres of vineyards and recognised as an 'Area of Outstanding Natural Beauty', the world-famous Chapel Down winery has excellent facilities for visiting guests. Discover the stories behind-the-scenes of the ‘Home of English wine’ by taking a fascinating group tour of the vineyard and winery. In the vineyard learn how they use the Kentish climate to grow fantastic ripe fruit and then transform that fruit into a range of stunning, award-winning wines. The tour will culminate in a tutored tasting of six specially selected still and sparkling wines. Take your time, explore the grounds, visit the beautiful herb garden and stroll amongst the sun-kissed vines.


Dining - The Milk House

Just 20 minutes from Chapel Down is Sissinghurst - one of the most picturesque corners of Kent. Here you will find The Milk House, a former 16th century hall house, with timber beams and a Tudor fireplace. The pub serves a selection of local beers, cask ales and great wines by the glass and prides itself on its delicious food. Keeping it simple by working with the seasons and using only the freshest produce from local suppliers in a 20-mile radius they have created a simple menu with something for everyone. Enjoy enticing and creative dishes made with fresh, local ingredients in front of a crackling fire in the winter or a sun-soaked terrace in the summer.

Accommodation - Sissinghurst Castle Farmhouse

Sissinghurst Castle Farmhouse is a handsome Victorian farmhouse on the Sissinghurst Castle National Trust estate near Cranbrook. This luxury bed and breakfast has recently been lovingly restored by the National Trust. The bedrooms are all individually furnished and have spectacular views across the estate or towards the Elizabethan Tower. Unique and peaceful, the house is just 50 metres from the world-famous gardens of Sissinghurst Castle and within a 300-acre estate of ancient woodland and farmland in the heart of The Garden of England.

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Day 4

Morning - Biddenden Vineyard 

Kent’s original family-run vineyard, Biddenden Vineyards is home to some of Kent’s oldest vines – many that have been in the ground for almost fifty years. Ripe with history and bursting with stories to share, these vines are the heart and soul of the business. Guests can enjoy a pre-booked private guided tour or simply visit the vineyard shop which offers a wide range of local & artisan food & drink alongside Biddenden’s award-winning sparkling & still wines to take home. 

Lunch - The Goudhurst Inn 

Before heading over to Hush Heath, stop for a spectacular meal at The Goudhurst Inn. Part of the Hush Heath Estate and located in the gorgeous village of Goudhurst, the family-friendly pub has a superb sun terrace and children’s play area. With such an abundance of beautiful, wholesome produce found in the fields and gardens of Kent, the kitchen uses local suppliers on a daily basis to deliver the freshest and most seasonal dishes. You can expect a combination of traditional pub fayre and elegant modern classics – as well as fresh clay oven pizzas made with authentic Italian dough. Make sure to leave room to sample some of the delights on their heavenly pudding menu to complete your meal.

Afternoon - Tasting Tour at Hush Heath Winery 

After lunch, head over to the breathtakingly beautiful Hush Heath Estate, home of the award-winning Balfour Brut Rosé. Hidden away in the Kent countryside near Staplehurst, the Estate produces one of England's most iconic and exclusive sparkling wines using the Traditional Method. Visitors are invited to stroll through the Estate’s perfectly manicured vineyards, apple orchards and ancient oak woodlands rich with wildlife, flora and fauna. With a history dating back to 1503, the exquisite Tudor-framed Hush Heath Manor is the family home of the Balfour-Lynn's. The Manor nestles into the hill, overlooking the vineyards and estate with magnificent views across the Weald of Kent. Share in the passion of entrepreneur owner Richard Balfour-Lynn and discover a range of wine tasting and tour experiences in their state-of-the-art winery.


Evening - Hever Castle 

Complete your luxury Kent tour with a stay at historic and charming Hever Castle near Edenbridge. Within the grounds of the double-moated castle, there are two opportunities for you to spend the night. One is as a guest in their five-star luxury bed and breakfast, and the other is in their five-star gold rated holiday cottage, Medley Court, attached to the Astor Wing. Perfect for groups of up to 8. Upon arrival, a member of the Astor Wing staff will guide you to the private driveway, check you into Medley Court and present a ‘Castle Kitchen’ welcome hamper to get you started. In the morning discover the magnificent award-winning castle gardens set in 125 acres of glorious grounds. Marvel at the Pompeiian Wall and classical statuary in the Italian Garden, admire the giant topiary chess set and inhale the fragrance of over 4,000 rose bushes in the quintessential English Rose Garden.

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