Windsor Incentive Itineraries

With its rich history, stunning landscapes and quintessentially British villages and towns, the Royal Borough of Windsor & Maidenhead and its surrounds offer an array of exceptional hotels and experiences for incentive trips.

Incentive buyers looking to plan a trip to the area have a whole range of experiences to take advantage of. We can offer you stunning five-star countryside hotels, hidden gems with a secret history waiting to be discovered, and a medley of gourmet dining to suit every taste.

Read on for sample itineraries to inspire your bookings.

Getting here

By plane: London Heathrow. 15-20 minute journey by car to central Windsor
By train: Windsor & Eton Central – 30m to London Paddington via the Elizabeth Line, with a change at Slough
Windsor & Eton Riverside – 58m to London Waterloo via South Western Railway
By car: Convenient transport links to the M4, M3, M40 and M25

Canoe & Kayak Tours on the River Thames at Windsor

Windsor Itinerary - 3 Day Trip / £

Day One

•Venue welcome
•Late morning River Thames fun with Canoe & Kayak Adventures. See the sights from the river on a  canoe, kayak or SUP. Alternatively enjoy water-based  pursuits nearby at Amber Lakes
•On-site buffet lunch at host venue
•Afternoon team meeting
•Early evening tour at Windsor’s award-winning craft beer brewery, Windsor & Eton Brewery, followed by a Tap Room dinner. Darts and game area included

Day Two

•Morning  visit to Escape in 60 Windsor Escape Rooms to challenge your problem-solving skills
•Visit Eton, taking in Eton College, antique shops and a quintessentially British High Street. Follow the Eton Walkway, a two-mile/one-hour circular walk, connecting 18 points of interest
•Dine at Gilbeys in Eton or a traditional pub lunch in Windsor. Free afternoon for shopping and sightseeing
•Catch an evening show at the Theatre Royal Windsor or have an on-site dinner at your host venue 

Day Three

•See the changing of the guards and visit Windsor Castle or learn more about the history of Windsor & Eton from the people who know it best. Take a walking tour with professional Blue Badge Guides Windsor Tourist Guides Ltd.
•Lunch at a central Windsor restaurant
•Enjoy the great outdoors in the beauty and tranquillity of The Savill Garden, or stretch your legs with a walk along the famous Long Walk

Suggested Accommodation

The Castle Hotel
One of the most opulent buildings in Windsor, The Castle Hotel has been lovingly restored to preserve the atmosphere and elegance of its rich history. Dating back to the 16th century, the hotel is in a prime location for exploring Windsor. 10 event spaces, 108 bedrooms.

The Coppid Beech
Experience a stay in this unique four star hotel in Bracknell at the Coppid Beech Hotel. Located in Royal Berkshire and with easy access routes to London, Windsor and Ascot, you’ll never be too far away from the fun and action. The hotel has a swimming pool, gym, live music venue, restaurant and sports bar. 12 event spaces and 205 bedrooms.

Macdonald Windsor Hotel
Located in central Windsor close to Windsor Castle, this boutique townhouse hotel offers everything you need for meetings, conferences and events together with the attentive service you and your guests or delegates deserve. 8 event spaces, 120 bedrooms.

Escape in 60

Windsor Itinerary - 3 Day Trip / ££

Day One

•Venue welcome
•Private dining lunch at the host venue
•Afternoon team-building activity on site – archery, duck herding, Cube challenge - games designed to enhance teamwork and communication skills in an engaging way
•Time to dress your best for an on-board party. River Thames trip aboard a French Brothers steam boat with dinner

Day Two

•Enjoy a guided tour of Windsor Castle with the multi-award-winning Windsor Tourist Guides Ltd, led by a Blue Badge guide who will share fascinating insights into local history
•Lunch in a traditional British pub
•Evening private tour of the Victorian Picture Gallery at Royal Holloway University, followed by three-course gala dinner produced by their award-winning chefs

Day Three

•Morning team event - take an exciting segway adventure at picturesque Bray Lake
•Mid-morning  behind-the-scenes tour of the Theatre Royal Windsor, an Edwardian theatre directly across from Windsor Castle. Alternatively, visit the Stanley Spencer Gallery in the village of Cookham
•Indulge in a traditional afternoon tea at a country house hotel and round off the afternoon with a game of croquet

Suggested Accommodation

De Vere Beaumont House
De Vere Beaumont Estate offers both convenience and a stunning location for large events, just 15 minutes from Heathrow Airport and 10 minutes from Egham train station — perfect for international attendees wishing to explore Windsor. Set on 42 acres, the estate provides 45 meeting rooms, 429 bedrooms, and 550 on-site parking spaces.

The Royal Berkshire
Think stately garden grounds, exquisite rooms and 12 flexible, functional meeting spaces that blend elegance with high-spec tech. For a more discreet or extensive gathering, you can hire out the entire property exclusively for you and your team. 12 event spaces and 66 bedrooms.

Easthampstead Park
Surrounded by 80 acres of woodland, parkland and formal gardens, Easthampstead Park Hotel is located on the outskirts of Wokingham. This magnificent Victorian mansion hotel is a Grade II listed property, which has undergone £10m+ renovation and re-design of the entire property. 11 event spaces, 92 bedrooms.

Windsor Carriages on the Long Walk looking back towards Windsor Castle

Windsor Itinerary - 3 Day Trip / £££

Day One

•Venue welcome
•Enjoy a cookery workshop and lunch at Caldesi in Campagna or take a riverside walk and lunch in Bray at The Hinds Head or The Fat Duck, a food lovers delight with fine dining and Michelin credentials
•Afternoon skippered boat trip with The Boat Hire Company from Bray to Windsor
•Sundowners and dinner at host venue

Day Two

•Team activity – clay pigeon shooting, falconry or learn to play polo with the Guards Polo Academy.
•Lunch at host venue
•Leisurely spa afternoon at host venue or enjoy a round of golf at a top local course like Wentworth, Sunningdale or The Berkshire
•Exclusive evening tour of Windsor Castle followed by gala dinner at Windsor Guildhall. Welcome by the Town Crier and after-dinner VIP speaker

Day Three

•Morning carriage ride through Windsor Great Park with Windsor Carriages
•Lunch at the Michelin-starred Tudor Pass at Great Fosters or Adam Smith at Woven, Coworth Park
•Enjoy a kitchen garden tour with the chef and learn about sustainable food journeys

Suggested Accommodation

Coworth Park
For a luxurious and easily accessible English country house hotel, with exceptional event and leisure facilities, look no further than Coworth Park. Situated on the edge of Windsor Great Park, between Ascot and Wentworth, Dorchester Collection’s Coworth Park has excellent transport links. Surrounded by 240 acres of picturesque parkland, it’s easy to get to but has a real get-away-from-it-all feel. Four event spaces, 70 bedrooms and a spa.

Fairmont Windsor Park
This 5-star hotel offers 15 elegantly designed meeting rooms where you can stimulate thought, discussion and creativity, mirroring a commitment towards providing an authentic wellness experience throughout the hotel. Fairmont Windsor Park offers an award-winning spa. 15 event spaces and 251 bedrooms.

Pennyhill Park
Nestled in 120 acres of parkland, Pennyhill Park in Bagshot is Surrey’s most luxurious spa and hotel retreat. Surrounded by ancient woodland and rolling countryside, it has everything you could possibly need for an engaging, constructive and highly enjoyable business get-together. 22 event spaces, 124 bedrooms and a spa.

Coworth Park summer meadow with wildflowers in full bloom

Special Events

April - September: Catch Monday evening racing at Royal Windsor Racecourse with themed entertainment

May: Royal Windsor Horse Show is the UK’s largest outdoor premier Show and takes place in the private grounds of Windsor Castle.  It features International Show Jumping, Dressage and Carriage Driving plus exciting displays including The Musical Ride of the Household Cavalry Mounted Regiment.

May - June: International Cartier Cup polo at Guards Polo Club. Attracting the world's greatest players and their first-class string of ponies. Add to that Cartier's impressive VIP guest list, fabulous Clubhouse hospitality and the stunning backdrop of Windsor Great Park and the Cartier Queen's Cup has all the hallmarks of being a key event in the English social season.

June: Glamourous Ascot Racecourse’s Royal Ascot is the epitome of luxury for hospitality, fashion, fine dining and world-class flat racing. Themed racing events take place throughout the year.

September: Windsor Festival which takes place every September. Music, talks, walks and tours, exhibitions and open houses feature world-class musicians, authors and speakers. It’s a truly wonderful festival of the arts staged in unique venues across Windsor

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