The Portrait and Beyond

With Anna Rose Bain

5th - 12th June 2026

Alla Prima Painting in Oils


This retreat will focus on painting beautiful portraits from life, and incorporating environmental elements in our paintings.


We will warm up with head studies and some of the basics of traditional portraiture, and gradually work towards painting the figure in a landscape or interior setting.


With such a beautiful venue to host us, there will be many opportunities to compose dynamic paintings that include architecture, trees and gardens, and of course, the figure.


Students may wish to work with the instructor’s chosen media, but they are also welcome to paint with the medium of their choice.


There will also be opportunities for plein air painting and critique sessions.


Anna will walk you through everything from color mixing and creating an accurate block-in, to creating harmony in your painting and beautiful edges.


Because Anna combines both traditional techniques with an alla prima painting style, students will find that there is never a dull moment in one of her workshops.   

Bain_03_01_Child of Spring

About Anna Rose

Anna was self taught until college. Inspired by her grandfather, who started painting at the age of 70, Anna spent her free time as a child sketching from nature and poring over art books. She studied fine art at Hillsdale College from 2003-2007, and in 2006 she took a figure painting course at the Florence Academy of Art. She graduated from Hillsdale with honors and distinguished herself as the first student in the school’s history to have a solo senior show.


Anna now resides in Arvada, CO with her husband Steve and their two children. She works full-time as a fine art oil painter and commissioned portrait artist. She also teaches workshops, creates art instructional videos, and is actively involved in the local arts communities. She is a Signature member of the Oil Painters of America (for which she won the Gold Medal, the organization’s top award, at the 2022 National Juried Exhibition), and an Out of State Artist member of the California Art Club. She is also a member of Plein Air Artists of Colorado, and is a Signature faculty member of the Portrait Society of America. Her award-winning work can be found in numerous private and public collections around the world.


Anna’s style employs a direct painting method while drawing from classical roots. She gains inspiration from the joys and struggles in her life, seeking to make the world a better place through her art. Her paintings are an expression of gratitude and an exploration of the questions one faces at different stages of their life.

Included in the price:

• All tuition fees 


•  7 nights accommodation in luxury  air-conditioned, en-suite rooms with:   see our rooms here


   – Luxury bedding

   – High quality, 100% natural, Italian toiletries:  shampoo, shower gel, body lotion and hand gel

   – Daily servicing of the rooms

   – Mid-week linen and towel change
   – 100% cotton waffle robes and slippers


•  All meals including breakfast, buffet lunch and a choice of up to 4 courses from our daily changing gourmet evening menu


• A ‘pizza-giro’ evening at a local trattoria within a few minutes walk of the hotel


• Delicious local wine with lunch and evening meal


• Private group transfers to and from either Ancona airport or Pedaso (station or bus stop)


• 5 days painting tuition including demonstrations and one-to-one advice and guidance


• 3 days’ excursions to specially selected stunning locations


• Private transfers to and from painting locations 


• hands-on pasta making masterclass with three generation of the same family – Nonna, her son and her granddaughter – who will all teach you how to make tagliatelle and ravioli from scratch


• Experience the community and culture on a “Taste of Le Marche”  full day experience visiting three local, family run, artisanal food & wine producers with a tour and tasting at each

• Unlimited use of air-conditioned studio

• full-time staff on-site including concierge service

Prices start from €3499 per person based on two people sharing a room.



To secure you spot on the retreat please click on the Retreat Booking button above, complete the form, select your preferred room type and pay a non-refundable deposit of €350.


Travel / Transfers


The group pick up is at 2pm from Ancona airport and 3pm at Pedaso train station or bus stop. 


On the day of departure we will leave for Ancona airport after breakfast at 9.30am.  Hotel Leone is about one hour and a quarter from the airport so you should arrive just before / around 11.00am your ideal return flight should be later than 12 noon.


If you’d like to arrive a day or two early and stay in Ancona or Pedaso, below are the hotels we normally recommend:


Grand Palace Hotel, Ancona


Albergo Cantina, Ancona


Villa Ricci, Pedaso

For more information, including pricing per room type, please fill in your details below

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