Adventure Collective
Chiltern Street Fashion Tour with Fashion Tours London - London

Chiltern Street Fashion Tour with Fashion Tours London

Londoneasy

Difficulty

easy

Duration

7–9 hours

Fitness Level

Suitable for anyone comfortable with low-impact walking and standing throughout the day.

Overview

Spend a day uncovering London's Chiltern and Dorset streets with Fashion Tours London. Discover timeless menswear boutiques, handcrafted shoes, and hidden gems perfectly paired with relaxing refreshments.

London, England

Chiltern Street, Marylebone Full-Day Experience

£200 per Person | 7-9 Hours | Chic shops for men and women

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Adventure Photos

Chiltern Street, Marylebone Full-Day Experience photo 1

About This Adventure

Discover the charm of central London's Chiltern and Dorset streets, home to unique menswear boutiques like Grey Flannel and Dashing Tweeds. Enjoy personalized service while exploring handcrafted shoes, stylish clothing, and exquisite jewelry. With ample time for refreshments, this experience is perfect for fashion enthusiasts seeking hidden gems and timeless elegance.

Visit an outstanding range of menswear shops, including Grey Flannel, Dashing Tweeds, John Simons and Casely Hayford


Rates

Adult (Ages 13+): £200 Child (Ages 12 and Under): Free


Duration

7-9 hours


About

Unique in central London, Chiltern and Dorset streets are rich in independent shops selling beautifully made, classically timeless products available nowhere else. You will visit an outstanding range of menswear shops, including Grey Flannel, Dashing Tweeds, John Simons and Casely Hayford, shops that attract customers who remain loyal not only because of the handsome products, but because the personal service is superb.

Equally at home in these streets is the assured woman in pursuit of comfort and flair. We introduce you to boutiques boasting handmade shoes from Turkey; naturally dyed jackets using recycled fabrics; very stylish yet wearable clothes from designers based in the UK, France, Italy and Japan. Then there are those velvet trouser suits by Bella Freud, another designer with a cult following whose cosy boutique asks to be relaxed in for a while.

Also in Chiltern street is jewellery being made by hand, a whisky shop, a woodwind shop, a leather shop, two art galleries, and, at Cire Trudon, some of the most exquisite perfumes and candles you will ever smell. If you’d like to pause for a coffee, you won’t find it better than from the little cafes here. We can go further afield if you have more time, as surrounding Marylebone contains several independent shops boasting the same kind of quality and attention to detail. This experience is perfect for couples, though, if you prefer, we can focus solely on womenswear or menswear, as we help you seek out the hidden gems.

You’ll have four hours to explore fine shops and designer boutiques and one hour for refreshments. When you book, you can choose whether you’d like breakfast, lunch, afternoon tea, drinks and canapes or a light dinner. We will contact you to arrange the timing of this break.

Adventure Tips

Book in advance

This personalized fashion tour fills quickly—secure your spot early to guarantee the best experience.

Wear comfortable shoes

You'll be walking and standing for several hours through the streets and boutiques—choose supportive footwear.

Communicate your style preferences

Let the guides know if you want to focus on menswear, womenswear, or both to tailor the day to your tastes.

Plan your refreshments

The tour includes a break with options like breakfast, lunch, or afternoon tea—decide ahead to coordinate timing.

Local Insights

Wildlife

  • Urban birds such as pigeons and sparrows
  • Squirrels often found in nearby parks

History

Marylebone's Chiltern and Dorset streets have evolved into a center for bespoke tailoring and unique boutique shopping, reflecting London's rich tradition in high-quality fashion craftsmanship.

Conservation

Many boutiques emphasize sustainable practices, including the use of recycled fabrics and natural dyes, supporting London's commitment to ethical fashion.

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Adventure Hotspots in London

Frequently Asked Questions

Recommended Gear

Comfortable walking shoes

Essential

Supportive shoes make hours on city pavements and in boutiques much more enjoyable.

Weather-appropriate outerwear

Essential

From light rain jackets in spring and fall to warm coats in winter, be prepared for London's variable weather.

spring|fall|winter|summer specific

Reusable water bottle

Stay hydrated during your urban stroll, especially on warmer summer days.

summer specific

Small day bag

Essential

Carry essentials and any purchases comfortably without slowing you down.