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Luxury Madrid Holidays 2022 & 2023
Plan your dream Madrid holiday with the help of our expert Personal Travel Managers. We offer Madrid holidays from £420pp
Luxury Madrid Holidays 2022 & 2023
Plan your dream Madrid holiday with the help of our expert Personal Travel Managers. We offer Madrid holidays from £420pp
Luxury Madrid Holidays 2022 & 2023
Plan your dream Madrid holiday with the help of our expert Personal Travel Managers. We offer Madrid holidays from £420pp
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Madrid is the buzzing cosmopolitan capital of Spain, oozing with potential for a memorable holiday. A bustling hub of life, leisure, and business that is full of wonder; it’s a worthy alternative to consider if you’re looking at a city getaway compared to the other frequented rural regions of the nation. Here you can live up the culture of a Mediterranean metropolis, dine in high-end restaurants eating foods from afar, and enjoy the pleasure of favourable temperatures thanks to the city’s closeness to the equator.
You’ll be throttled by how Madrid treats you. Choose from an array of luxury resorts where you can pitch up in accommodation fit for royalty, a high-end HQ for you to relieve your stresses between city adventures. Everything you could wish to see and do is right at your feet, as a majority of ultra-luxe resorts are in proximity to the same landmarks, so if you’re looking for practicality, you’ve certainly got it. Even the local Adolfo Suárez Madrid–Barajas Airport is approximately 15 to 20-minutes away by car from most hotels, with many providing luxury chauffeur service to and from to make your travel as effortless as possible.
Spend your holiday picnicking at Retiro Park, watching traditional sport like bullfights at Las Ventas, or cheering on Real Madrid CF at Santiago Bernabéu Stadium. When you’re done spoiling yourself with the fruits of the city, return to your jaw-dropping accommodation and enjoy the in-house leisure activities. The resorts speak your language and know that you want to see a spa, wellness centre, swimming pools, bars and butler services to complement your holiday. With every attraction and luxury at your fingertips, it’s safe to say that Madrid is your oyster, and you are the pearl.
You’ll be throttled by how Madrid treats you. Choose from an array of luxury resorts where you can pitch up in accommodation fit for royalty, a high-end HQ for you to relieve your stresses between city adventures. Everything you could wish to see and do is right at your feet, as a majority of ultra-luxe resorts are in proximity to the same landmarks, so if you’re looking for practicality, you’ve certainly got it. Even the local Adolfo Suárez Madrid–Barajas Airport is approximately 15 to 20-minutes away by car from most hotels, with many providing luxury chauffeur service to and from to make your travel as effortless as possible.
Spend your holiday picnicking at Retiro Park, watching traditional sport like bullfights at Las Ventas, or cheering on Real Madrid CF at Santiago Bernabéu Stadium. When you’re done spoiling yourself with the fruits of the city, return to your jaw-dropping accommodation and enjoy the in-house leisure activities. The resorts speak your language and know that you want to see a spa, wellness centre, swimming pools, bars and butler services to complement your holiday. With every attraction and luxury at your fingertips, it’s safe to say that Madrid is your oyster, and you are the pearl.
WINGED BOOTS WISDOM
Madrid’s famed tapas is a product of 13th century legislation due to stage-coach drivers achieving a reputation for drinking on the road, and so it was made mandatory for snacks to be eaten along with their tipple. This stomach liner eventually evolved over centuries into an entire cuisine, championed by Madrid.
Madrid is the buzzing cosmopolitan capital of Spain, oozing with potential for a memorable holiday. A bustling hub of life, leisure, and business that is full of wonder; it’s a worthy alternative to consider if you’re looking at a city getaway compared to the other frequented rural regions of the nation. Here you can live up the culture of a Mediterranean metropolis, dine in high-end restaurants eating foods from afar, and enjoy the pleasure of favourable temperatures thanks to the city’s closeness to the equator.
You’ll be throttled by how Madrid treats you. Choose from an array of luxury resorts where you can pitch up in accommodation fit for royalty, a high-end HQ for you to relieve your stresses between city adventures. Everything you could wish to see and do is right at your feet, as a majority of ultra-luxe resorts are in proximity to the same landmarks, so if you’re looking for practicality, you’ve certainly got it. Even the local Adolfo Suárez Madrid–Barajas Airport is approximately 15 to 20-minutes away by car from most hotels, with many providing luxury chauffeur service to and from to make your travel as effortless as possible.
Spend your holiday picnicking at Retiro Park, watching traditional sport like bullfights at Las Ventas, or cheering on Real Madrid CF at Santiago Bernabéu Stadium. When you’re done spoiling yourself with the fruits of the city, return to your jaw-dropping accommodation and enjoy the in-house leisure activities. The resorts speak your language and know that you want to see a spa, wellness centre, swimming pools, bars and butler services to complement your holiday. With every attraction and luxury at your fingertips, it’s safe to say that Madrid is your oyster, and you are the pearl.
You’ll be throttled by how Madrid treats you. Choose from an array of luxury resorts where you can pitch up in accommodation fit for royalty, a high-end HQ for you to relieve your stresses between city adventures. Everything you could wish to see and do is right at your feet, as a majority of ultra-luxe resorts are in proximity to the same landmarks, so if you’re looking for practicality, you’ve certainly got it. Even the local Adolfo Suárez Madrid–Barajas Airport is approximately 15 to 20-minutes away by car from most hotels, with many providing luxury chauffeur service to and from to make your travel as effortless as possible.
Spend your holiday picnicking at Retiro Park, watching traditional sport like bullfights at Las Ventas, or cheering on Real Madrid CF at Santiago Bernabéu Stadium. When you’re done spoiling yourself with the fruits of the city, return to your jaw-dropping accommodation and enjoy the in-house leisure activities. The resorts speak your language and know that you want to see a spa, wellness centre, swimming pools, bars and butler services to complement your holiday. With every attraction and luxury at your fingertips, it’s safe to say that Madrid is your oyster, and you are the pearl.
WINGED BOOTS WISDOM
Madrid’s famed tapas is a product of 13th century legislation due to stage-coach drivers achieving a reputation for drinking on the road, and so it was made mandatory for snacks to be eaten along with their tipple. This stomach liner eventually evolved over centuries into an entire cuisine, championed by Madrid.
Madrid is the buzzing cosmopolitan capital of Spain, oozing with potential for a memorable holiday. A bustling hub of life, leisure, and business that is full of wonder; it’s a worthy alternative to consider if you’re looking at a city getaway compared to the other frequented rural regions of the nation. Here you can live up the culture of a Mediterranean metropolis, dine in high-end restaurants eating foods from afar, and enjoy the pleasure of favourable temperatures thanks to the city’s closeness to the equator.
You’ll be throttled by how Madrid treats you. Choose from an array of luxury resorts where you can pitch up in accommodation fit for royalty, a high-end HQ for you to relieve your stresses between city adventures. Everything you could wish to see and do is right at your feet, as a majority of ultra-luxe resorts are in proximity to the same landmarks, so if you’re looking for practicality, you’ve certainly got it. Even the local Adolfo Suárez Madrid–Barajas Airport is approximately 15 to 20-minutes away by car from most hotels, with many providing luxury chauffeur service to and from to make your travel as effortless as possible.
Spend your holiday picnicking at Retiro Park, watching traditional sport like bullfights at Las Ventas, or cheering on Real Madrid CF at Santiago Bernabéu Stadium. When you’re done spoiling yourself with the fruits of the city, return to your jaw-dropping accommodation and enjoy the in-house leisure activities. The resorts speak your language and know that you want to see a spa, wellness centre, swimming pools, bars and butler services to complement your holiday. With every attraction and luxury at your fingertips, it’s safe to say that Madrid is your oyster, and you are the pearl.
You’ll be throttled by how Madrid treats you. Choose from an array of luxury resorts where you can pitch up in accommodation fit for royalty, a high-end HQ for you to relieve your stresses between city adventures. Everything you could wish to see and do is right at your feet, as a majority of ultra-luxe resorts are in proximity to the same landmarks, so if you’re looking for practicality, you’ve certainly got it. Even the local Adolfo Suárez Madrid–Barajas Airport is approximately 15 to 20-minutes away by car from most hotels, with many providing luxury chauffeur service to and from to make your travel as effortless as possible.
Spend your holiday picnicking at Retiro Park, watching traditional sport like bullfights at Las Ventas, or cheering on Real Madrid CF at Santiago Bernabéu Stadium. When you’re done spoiling yourself with the fruits of the city, return to your jaw-dropping accommodation and enjoy the in-house leisure activities. The resorts speak your language and know that you want to see a spa, wellness centre, swimming pools, bars and butler services to complement your holiday. With every attraction and luxury at your fingertips, it’s safe to say that Madrid is your oyster, and you are the pearl.
WINGED BOOTS WISDOM
Madrid’s famed tapas is a product of 13th century legislation due to stage-coach drivers achieving a reputation for drinking on the road, and so it was made mandatory for snacks to be eaten along with their tipple. This stomach liner eventually evolved over centuries into an entire cuisine, championed by Madrid.
Special Offers
Madrid Special Offers
- We've found 13 offers in Madrid for you
- View All Offers
Offer
Kempinski Hotel Bahía
Spring 2023 escapes to MalagaFrom £859 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £859 pp
inc flights
inc flights
Offer
Reid’s Palace, A Belmond Hotel, Madeira
Meet me in Madeira in Spring 2023From £769 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £769 pp
inc flights
inc flights
Offer
Four Seasons Hotel Milano
Spring 2023 breaks to Four Season Hotel, Milano From £2,069 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £2,069 pp
inc flights
inc flights
Offer
Anantara Vilamoura
Spring 2023: Three-nights in PortugalFrom £689 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £689 pp
inc flights
inc flights
Offer
Rome Cavalieri, A Waldorf Astoria Hotel
Book a stay at Rome Cavalieri, A Waldorf Astoria HotelFrom £929 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £929 pp
inc flights
inc flights
Offer
Shangri-La Hotel Paris
2023 holidays to the Shangri-La Hotel ,Paris From £2,149 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £2,149 pp
inc flights
inc flights
Offer
Hôtel Barriére Le Majestic
Spring 2023 stays at Hôtel Barriére, Le MajesticFrom £1,599 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £1,599 pp
inc flights
inc flights
Offer
Hôtel de Paris Monte-Carlo
Book and save at Hôtel de Paris, Monte-CarloFrom £1,199 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £1,199 pp
inc flights
inc flights
Offer
Nobu Hotel Barcelona
Spring 2023: Spanish escapes to Nobu Hotel, Barcelona From £489 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £489 pp
inc flights
inc flights
Offer
Ikos Odisia
Save up to 10% at the brand new Ikos Odisia Was £1,539
Save £140
Save £140
From £1,399 pp
for 5 nights inc flights
for 5 nights inc flights
5 nights from £1,399 pp
inc flights
inc flights
Offer
W Algarve
Exclusive Offer: Save up to 20% at W Algarve Was £743
Save £124
Save £124
From £619 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £619 pp
inc flights
inc flights
Offer
Kakslauttanen Arctic Resort
Stay at Kakslauttanen Arctic Resort this Christmas and save up to 10% Was £2,705
Save £246
Save £246
From £2,459 pp
for 5 nights inc flights
for 5 nights inc flights
5 nights from £2,459 pp
inc flights
inc flights
Offer
The Principal Madrid Hotel
April 2023: Five nights at The Principal Madrid From £749 pp
for 3 nights inc flights
for 3 nights inc flights
3 nights from £749 pp
inc flights
inc flights
Recommended Hotels
Our recommended
hotels in Madrid
- We've found 4 properties in Madrid for you
- View All Hotels
- Live in aristocratic accommodation in short distance of the airport and local attractions
- Share your wine knowledge over a meal with the vino-centred dining experience for connoisseurs
- Unlock your state of zen of with Thai spa treatments to replenish the mind, body and soul
- Live in aristocratic accommodation in short distance of the airport and local attractions
- Share your wine knowledge over a meal with the vino-centred dining experience for connoisseurs
- Unlock your state of zen of with Thai spa treatments to replenish the mind, body and soul
Call us on 0203 816 0985
to start planning your vacation
to start planning your vacation
- Pitch up in your luxury accommodation within a stone’s throw of all must-see tourist landmarks
- Wine and dine in unique restaurants, including a Glass Bar with entirely transparent furniture
- Enjoy refreshing facilities like the outdoor pool, gym and sauna to replenish your energy
- Pitch up in your luxury accommodation within a stone’s throw of all must-see tourist landmarks
- Wine and dine in unique restaurants, including a Glass Bar with entirely transparent furniture
- Enjoy refreshing facilities like the outdoor pool, gym and sauna to replenish your energy
Itineraries Available
Call us on 0203 816 0985
to start planning your vacation
to start planning your vacation
- Enjoy digs on the Art Triangle, a trendy hotspot for boutique shopping and retail therapy
- Join the Wellington Club for private lounge access, cellar cigar smoking and all things luxury
- Live like a true aristocrat in phenomenal suites suitable for the high-end holiday goer
- Enjoy digs on the Art Triangle, a trendy hotspot for boutique shopping and retail therapy
- Join the Wellington Club for private lounge access, cellar cigar smoking and all things luxury
- Live like a true aristocrat in phenomenal suites suitable for the high-end holiday goer
- Itineraries Available
Call us on 0203 816 0985
to start planning your vacation
to start planning your vacation
Recommended Itineraries
Our recommended
itineraries in Madrid
- We've found 3 itineraries in Madrid for you
- View All Itineraries
3 Nts Madrid & 4 Nts Barcelona
3 Nts Madrid & 4 Nts Barcelona
- International flights
- 7 Nights accommodation
- 7 x Breakfast
- International flights
- 7 Nights accommodation
- 7 x Breakfast
Call us on 0203 816 0985
to start planning your vacation
to start planning your vacation
- International flights
- 7 Nights accommodation
- 7 x Breakfast
3 Nts Madrid & 7 Nts Costa Del Sol
3 Nts Madrid & 7 Nts Costa Del Sol
- International flights
- 10 Nights accommodation
- 10 x Breakfast
- 2 x Excursions
- 4 x Tee time at La Quinta Golf Course
- International flights
- 10 Nights accommodation
- 10 x Breakfast
- 2 x Excursions
- 4 x Tee time at La Quinta Golf Course
Call us on 0203 816 0985
to start planning your vacation
to start planning your vacation
- International flights
- 10 Nights accommodation
- 10 x Breakfast
- 2 x Excursions
- 4 x Tee time at La Quinta Golf Course
3 Nts Madrid,2 Nts Seville,3 Nts Costa Del Sol,3 Nts Valencia & 3 Nts Barcelona
3 Nts Madrid,2 Nts Seville,3 Nts Costa Del Sol,3 Nts Valencia & 3 Nts Barcelona
- International flights
- 14 Nights accommodation
- 14 x breakfast
- 3 x Excursions
- Rental car
- International flights
- 14 Nights accommodation
- 14 x breakfast
- 3 x Excursions
- Rental car
Call us on 0203 816 0985
to start planning your vacation
to start planning your vacation
- International flights
- 14 Nights accommodation
- 14 x breakfast
- 3 x Excursions
- Rental car
Extra Mile Guarantee
Our Extra Mile Guarantee
We appreciate every Winged Boots customer and to prove this we want you all to receive a very high standard of customer service when booking with us. Our Extra Mile Guarantee is just that. A promise that no matter the destination, whether it is your first or your hundredth time using Winged Boots, you will be treated like a VIP from enquiry through to departure and even when you return home.
David Ox, managing director- Dedicated personal travel managers
Each with a minimum of 10-years’ experience
- Covid regulations, simplified
We explain complicated travel requirements
- Complimentary event invitations
Meet the team at our annual shoot day, O2 London, a private dinner and more
- Transparent price
No hidden fees, quotation costs or admin charges
- The human touch
Just honest conversations with real people
- Out of hours contact
Via email, direct dial and even on Whats’App
- Concierge service
Celebrating? Let us know and we may surprise you
- Your holiday is protected
We’re licensed by ATOL and TTA
- We make it happen
Wherever, whenever, however and every time
Customer Reviews
We are extremely proud of every single one of
our
independent customer reviews
Discover More
Madrid In A Nutshell
After Dark Destinations
- Order yourself a cocktail and bathe in the supreme night-time joint Café Central. Oozing with ambience, this is a must-see bar due to its regular jazz nights, fitted with a grand piano, drum kit, and full sound rig with world-class performers sound tracking your evening. You’re in for a quality night of classy drinking here.
- Going out for a drink? Then you’re going to want to stop by Marula, a club highly acclaimed by locals and tourists. This place will be blasting soul and R&B throughout the night to give you all the right vibes… all you need to do is shake what your mamma gave you.
- Tapas is obviously on the menu if you’re going around Madrid tasting its finest culinary fruits… and Casa Gonzalez is exactly the place you need to go for it. With a rustic atmosphere, this place has all the elements of a traditional and wholesome eatery, with the owner, Paco, being an endearing host ensuring your tapas is up to scratch.
- Old dogs can certainly learn new tricks around these parts, as shown by Botín, the oldest restaurant in the city dating back to 1725. Enjoy tastes from centuries ago in dishes of suckling pig and traditionally roasted lamb.
Soak Up The Culture
- Madrid’s famous Golden Triangle is bursting with activities for people who like to take in the local arts culture. Such attractions include Prado Museum, showcasing 20th century art, Reina Sofia, which displays modern artworks, and the Thyssen-Bornemisza Museum, a hub of history told through a series of contemporary art.
- Football may just be a game, but in Madrid it’s in the blood. If you come to this beautiful city then it’d criminal not to see Real Madrid CF in action at Santiago Bernabéu Stadium.
- Las Ventas, the local bullring, always offers an authentic experience in traditional sporting.
Good to know
- TimeDifference: UTC +1
- Capital: Madrid
- Currency: EUR
Best time to travel
Average Temperatures
Jan: 6°c  | Feb: 7°c | Mar: 10°c  | |||
| Apr: 11°c | May: 15°c | Jun: 21°c  | |||
Jul: 25°c  | Aug: 25°c | Sep: 22°c | |||
| Oct: 15°c | Nov: 10°c | Dec: 7°c |
Location map
Get in touch with our team of personal travel managers to start planning your trip
- The human touch
- Complete concierge service
- 24/7 out of hours contact