Gilbert Holiday Sold at Auction Prices

Sport painter, Portrait painter, Painter, Illustrator

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  • GILBERT HOLIDAY (BRITISH 1879-1937)
    Sep. 10, 2026

    GILBERT HOLIDAY (BRITISH 1879-1937)

    Est: £1,500 - £2,000

    GILBERT HOLIDAY (BRITISH 1879-1937) BOOT AND SADDLE Signed with initials and numbered ‘11.10a.m’ and 4.30p.m', pencil and watercolour, two images on the one sheet  35.5cm x 52cm (14in x 20.5in) overall William Marler Gallery, Ludlow;The Tryon Gallery Ltd, London;Phillips, Scotland, Animal and Sporting Paintings, 4th September 1987, lot 23 where purchased by below;Collection of John Davie Manson Robertson CBE (Scottish 1929-2015), thence by descent.

    Lyon & Turnbull
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 11, 2026

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £300 - £500

    Gilbert Joseph Holiday (British, 1879-1937) A polo match Charcoal and gouache, 34.5cm x 25.5cm

    Martel Maides
  • GEORGE DENHOLM ARMOUR (BRITISH 1864-1949), HUNTING PARTY
    Apr. 22, 2026

    GEORGE DENHOLM ARMOUR (BRITISH 1864-1949), HUNTING PARTY

    Est: £600 - £800

    GEORGE DENHOLM ARMOUR (BRITISH 1864-1949) HUNTING PARTY Oil on canvas laid to board 40.5 x 48cm (15¾ x 18¾in.)

    Dreweatts 1759 Fine Sales
  • Holiday Gilbert Joseph
    Nov. 29, 2025

    Holiday Gilbert Joseph

    Est: CHF320 - CHF400

    A Field well in Hand Unten links signiert, unten rechts bezeichnet Christie's London, März 1995, Lot 282 Gerahmt unter Passepartout Ausrufdatum: 29.11.2025 Ungefähre Ausrufzeit: 18:43

    Auktionshaus Zofingen
  • Holiday Gilbert Joseph
    Nov. 29, 2025

    Holiday Gilbert Joseph

    Est: CHF320 - CHF400

    Carting stone, a quarry in Guernsey Unten rechts signiert. Christie's, London, September 1992, Lot 137 Gerahmt unter Passepartout Ausrufdatum: 29.11.2025 Ungefähre Ausrufzeit: 16:56

    Auktionshaus Zofingen
  • Holiday Gilbert Joseph
    Nov. 29, 2025

    Holiday Gilbert Joseph

    Est: CHF1,200 - CHF1,500

    Finish at Goodwood (1929) Christie's London, September 1992, Lot 135 Gerahmt unter Passepartout Ausrufdatum: 29.11.2025 Ungefähre Ausrufzeit: 16:55

    Auktionshaus Zofingen
  • Gilbert Holiday (British, 1879-1937), a lot of two drawings
    Oct. 29, 2025

    Gilbert Holiday (British, 1879-1937), a lot of two drawings

    Est: £250 - £350

    Gilbert Holiday (British, 1879-1937) A lot of two drawings to include studies and horses in a landscape  Pencil on paper  Dimensions: 17 in. (H) x 22 in. (W)

    Sloane Street Auctions
  • Gilbert Holiday (British, 1879-1937), Otter Hunting
    Oct. 29, 2025

    Gilbert Holiday (British, 1879-1937), Otter Hunting

    Est: £400 - £600

    Gilbert Holiday (British, 1879-1937) Otter Hunting Pencil, charcoal and bodycolour on paper Signed twice lower left and right, 'Gilbert Holiday' Provenance: Mugglestone collection  Property of a gentleman  Dimensions: (Frame) 16 in. (H) x 14 in. (W) (Paper) 8.25 in. (H) x 6.75 in. (W)

    Sloane Street Auctions
  • Gilbert Joseph Holiday (British, 1879-1937)
    Sep. 17, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £200 - £400

    Gilbert Joseph Holiday (British, 1879-1937) Hunting scene signed with initials lower right charcoal with gouache 21.5cm diam.

    Cheffins
  • Gilbert Joseph Holiday (British, 1879-1937)
    Aug. 15, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £120 - £140

    Gilbert Joseph Holiday (British, 1879-1937) The artist's daughter at rest on the rocks Oil on board, 24cm x 31.5cm

    Martel Maides
  • Gilbert Joseph Holiday (British, 1879-1937)
    Aug. 15, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £80 - £100

    Gilbert Joseph Holiday (British, 1879-1937) "Eh Young'uns" A scene outside the Rockmount, Cobo, Guernsey Pencil heightened with white, 33cm x 48cm

    Martel Maides
  • Gilbert Holiday (British, 1879-1937), Otter Hunting
    Jul. 08, 2025

    Gilbert Holiday (British, 1879-1937), Otter Hunting

    Est: £600 - £800

    Gilbert Holiday (British, 1879-1937) Otter Hunting Pencil, charcoal and bodycolour on paper Signed twice lower left and right, 'Gilbert Holiday' Provenance: Mugglestone collection  Property of a gentleman  Dimensions: (Frame) 16 in. (H) x 14 in. (W) (Paper) 8.25 in. (H) x 6.75 in. (W)

    Sloane Street Auctions
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 19, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £200 - £300

    Gilbert Joseph Holiday (British, 1879-1937) The artist's daughter at rest on the rocks Oil on board, 24cm x 31.5cm

    Martel Maides
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 19, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £100 - £150

    Gilbert Joseph Holiday (British, 1879-1937) Watching the waves, Guernsey Watercolour heightened with white, 24cm x 34.5cm Provenance: by descent in the artist's family

    Martel Maides
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 19, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £60 - £80

    Gilbert Joseph Holiday (British, 1879-1937) "Waving goodbye from the mail boat, Guernsey" Initialed and inscribed, pencil, 21.75cm x 16.75cm

    Martel Maides
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 19, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £100 - £150

    Gilbert Joseph Holiday (British, 1879-1937) "Junior Jorrocks" A portrait of the artists daughter Initialled and inscribed, pastel, 35.75cm x 29cm

    Martel Maides
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 19, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £150 - £250

    Gilbert Joseph Holiday (British, 1879-1937) "Eh Young'uns" A scene outside the Rockmount, Cobo, Guernsey Pencil heightened with white, 33cm x 48cm

    Martel Maides
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 19, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £200 - £300

    Gilbert Joseph Holiday (British, 1879-1937) "A Sou' Wester Gale - Anxious watchers for the English Boat on the White Rock, Guernsey" Initialled, inscribed and dated c.1924, pencil heightened with white, 35.5cm x 26cm

    Martel Maides
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 19, 2025

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £200 - £300

    Gilbert Joseph Holiday (British, 1879-1937) "Ubique" - Royal Artillery marching in London Signed and inscribed, pencil heightened with white, 15.5cm x 19.5cm

    Martel Maides
  • GILBERT JOSEPH HOLIDAY (BRITISH 1879 - 1937), MARE AND FOAL IN A LANDSCAPE
    Jun. 11, 2025

    GILBERT JOSEPH HOLIDAY (BRITISH 1879 - 1937), MARE AND FOAL IN A LANDSCAPE

    Est: £1,000 - £1,500

    GILBERT JOSEPH HOLIDAY (BRITISH 1879 - 1937)MARE AND FOAL IN A LANDSCAPEOil on canvas-boardInitialled (lower left)37 x 44cm (14½ x 17¼ in.)

    Dreweatts 1759 Fine Sales
  • GILBERT JOSEPH HOLIDAY (BRITISH 1879-1937), A HUNTSMAN ON HORSEBACK
    Jun. 11, 2025

    GILBERT JOSEPH HOLIDAY (BRITISH 1879-1937), A HUNTSMAN ON HORSEBACK

    Est: £300 - £500

    GILBERT JOSEPH HOLIDAY (BRITISH 1879-1937)A HUNTSMAN ON HORSEBACKPencil and watercolourInitialled (lower right)21 x 26cm (8¼ x 10 in.)

    Dreweatts 1759 Fine Sales
  • GILBERT JOSEPH HOLIDAY (BRITISH 1879-1937), THE WATER JUMP
    Feb. 11, 2025

    GILBERT JOSEPH HOLIDAY (BRITISH 1879-1937), THE WATER JUMP

    Est: £1,500 - £2,500

    GILBERT JOSEPH HOLIDAY (BRITISH 1879-1937)THE WATER JUMPWatercolour and bodycolourSigned (lower left)32.5 x 53.5cm (12¾ x 21 in.)Provenance: Sale, Christie's, The Ginsburg Collection, Fantasia, Subtle Splendour, 11 November 2008, lot 489

    Dreweatts 1759 Fine Sales
  • Gilbert Holiday (British, 1879-1937), The Greatest Self Portrait ever Painted
    Nov. 29, 2024

    Gilbert Holiday (British, 1879-1937), The Greatest Self Portrait ever Painted

    Est: £2,000 - £4,000

    Gilbert Holiday (British, 1879-1937) The Greatest Self Portrait ever Painted, a self portrait by Gilbert Holiday of himself on his arse, his ever tolerant mount surveying his indignity Watercolour on paper Dimensions: (Paper) 19 in. (H) x 28 in. (W) (Frame) 29.25 in. (H) x 38.5 in. (W)

    Sloane Street Auctions
  • Gilbert Joseph Holiday (British, 1879-1937)
    Nov. 20, 2024

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £300 - £500

    Gilbert Joseph Holiday (British, 1879-1937) A dapple grey horse, pastel, 29.5cm x 35.5cm

    Martel Maides
  • Charles Gilbert Joseph Holiday (British, 1879-1937), It Seemed a Good Idea at the Time
    Oct. 23, 2024

    Charles Gilbert Joseph Holiday (British, 1879-1937), It Seemed a Good Idea at the Time

    Est: £2,000 - £3,000

    Charles Gilbert Joseph Holiday (British, 1879-1937) It Seemed a Good Idea at the Time Watercolour and gouache on paper Signed lower right Although Munnings and Edwards are widely considered the early 20th century's greatest sporting painters, Gilbert Holiday is considered by many to outshine these two greats. His sense of colour and movement, particularly in his depiction of horses, is unparalleled. Dimensions: (Frame) 24.5 in. (H) x 29.5 in. (W) (Paper) 15 in. (H) x 20.5 in. (W)

    Sloane Street Auctions
  • Charles Gilbert Joseph Holiday (British, 1879-1937), Showjumping
    Oct. 23, 2024

    Charles Gilbert Joseph Holiday (British, 1879-1937), Showjumping

    Est: £1,000 - £2,000

    Charles Gilbert Joseph Holiday (British, 1879-1937) Showjumping Watercolour and gouache on paper Signed lower right  Although Munnings and Edwards are widely considered the early 20th century's greatest sporting painters, Gilbert Holiday is considered by many to outshine these two greats. His sense of colour and movement, particularly in his depiction of horses, is unparalleled. Dimensions: (Frame) 23.5 in. (H) x 18 in. (W) (Paper) 14.5 in. (H) x 10 in. (W)

    Sloane Street Auctions
  • Charles Gilbert Joseph Holiday (British, 1879-1937), Whipping in
    Oct. 23, 2024

    Charles Gilbert Joseph Holiday (British, 1879-1937), Whipping in

    Est: £1,000 - £1,800

    Charles Gilbert Joseph Holiday (British, 1879-1937) Whipping in Watercolour and graphite on paper Signed lower right Inscribed 'Gib'long forward!' lower left Although Munnings and Edwards are widely considered the early 20th century's greatest sporting painters, Gilbert Holiday is considered by many to outshine these two greats. His sense of colour and movement, particularly in his depiction of horses, is unparalleled. Dimensions: (Frame) 20 in. (H) x 18 in. (W) (Paper) 11.5 in. (H) x 9.5 in. (W)

    Sloane Street Auctions
  • Charles Gilbert Joseph Holiday (British, 1879-1937), The Kennels of the Royal Artillery Drag Hunt
    Oct. 23, 2024

    Charles Gilbert Joseph Holiday (British, 1879-1937), The Kennels of the Royal Artillery Drag Hunt

    Est: £1,000 - £1,500

    Charles Gilbert Joseph Holiday (British, 1879-1937) The Kennels of the Royal Artillery Drag Hunt Watercolour on paper Signed lower right Although Munnings and Edwards are widely considered the early 20th century's greatest sporting painters, Gilbert Holiday is considered by many to outshine these two greats. His sense of colour and movement, particularly in his depiction of horses, is unparalleled. Dimensions: (Frame) 17.5 in. (H) x 16.25 in. (W) (Paper) 11 in. (H) x 10.25 in. (W)

    Sloane Street Auctions
  • Charles Gilbert Joseph Holiday (British, 1879-1937), The Opening Meet of the Royal Artillery Drag
    Oct. 23, 2024

    Charles Gilbert Joseph Holiday (British, 1879-1937), The Opening Meet of the Royal Artillery Drag

    Est: £1,000 - £2,000

    Charles Gilbert Joseph Holiday (British, 1879-1937) The Opening Meet of the Royal Artillery Drag Watercolour and body colour on paper Signed lower left With old gallery label verso Although Munnings and Edwards are widely considered the early 20th century's greatest sporting painters, Gilbert Holiday is considered by many to outshine these two greats. His sense of colour and movement, particularly in his depiction of horses, is unparalleled. Dimensions: (Frame) 14 in. (H) x 18 in. (W) (Paper) 10 in. (H) x 14 in. (W)

    Sloane Street Auctions
  • Gilbert Joseph Holiday (British, 1879-1937)
    Jun. 26, 2024

    Gilbert Joseph Holiday (British, 1879-1937)

    Est: £400 - £600

    Gilbert Joseph Holiday (British, 1879-1937) Hunting scene signed with initials lower right charcoal with gouache 21.5cm diam.

    Cheffins
  • Gilbert Holiday (1879 - 1937), Hare coursing
    Sep. 28, 2023

    Gilbert Holiday (1879 - 1937), Hare coursing

    Est: £1,500 - £2,500

    Property of a Gentleman Gilbert Holiday (1879 - 1937) Hare coursing Watercolour on paper Initialled lower right 'G.H.' Dimensions: (Paper) 12 in. (H) x 18 in. (W) (Frame) 25.75 in. (H) x 26 in. (W)

    Sloane Street Auctions
  • Gilbert Holiday (1879 - 1937), Horses ploughing
    Sep. 28, 2023

    Gilbert Holiday (1879 - 1937), Horses ploughing

    Est: £1,000 - £2,000

    Property of a Gentleman  Gilbert Holiday (1879 - 1937) Horses ploughing Oil on paper Initialled 'GH' lower right  Dimensions: (Paper) 19 in. (H) x 17.5 in. (W)  (Frame) 26.25 in. (H) x 24.25 in. (W)

    Sloane Street Auctions
  • Gilbert Joseph Holiday (1879-1937)
    Sep. 20, 2023

    Gilbert Joseph Holiday (1879-1937)

    Est: £400 - £600

    Gilbert Joseph Holiday (1879-1937) A mare with her foal signed with monogram lower left oil on board 36 x 42.5cm Framed 48 x 55cm

    Cheffins
  • Gilbert Joseph Holiday (1879-1937)
    Sep. 20, 2023

    Gilbert Joseph Holiday (1879-1937)

    Est: £400 - £600

    Gilbert Joseph Holiday (1879-1937) A huntsman signed with initials lower right charcoal and watercolour heightened with white on paper 20.5 x 25.5cm Framed 42.5 x 46cm

    Cheffins
  • Gilbert Joseph Holiday (1879-1937)
    Sep. 20, 2023

    Gilbert Joseph Holiday (1879-1937)

    Est: £150 - £300

    Gilbert Joseph Holiday (1879-1937) An officer of the 3rd Carabiniers (Prince of Wales's Dragoon Guards) on horseback signed with initials lower right 'G.H.' pastel on paper 46 x 49cm Framed 56 x 59cm

    Cheffins
  • Gilbert Joseph Holiday (1879-1937)
    Sep. 20, 2023

    Gilbert Joseph Holiday (1879-1937)

    Est: £300 - £500

    Gilbert Joseph Holiday (1879-1937) The Common Link Between All Ranks signed lower left 'Gilbert Holiday' and inscribed with title left centre coloured chalks on buff paper 27.5 x 34.5cm Framed 48.5 x 54.5cm

    Cheffins
  • Gilbert Joseph Holiday (1879-1937)
    Sep. 20, 2023

    Gilbert Joseph Holiday (1879-1937)

    Est: £150 - £300

    Gilbert Joseph Holiday (1879-1937) Otter hunting signed 'Gilbert Holiday' (lower right) pencil, charcoal and bodycolour on paper 21 x 17cm Framed 31.5 x 35.5cm

    Cheffins
  • Gilbert Joseph Holiday (1879-1937)
    Sep. 20, 2023

    Gilbert Joseph Holiday (1879-1937)

    Est: £300 - £500

    Gilbert Joseph Holiday (1879-1937) 'Seen 'im George?' signed, dated and inscribed 'To Jacko / from Gilbert Holiday - Dec 6th 1932', inscribed with title to the reverse charcoal heightened with white on paper 32 x 23.5cm Framed 46 x 34cm

    Cheffins
  • Gilbert Holiday (1879 - 1937), Three drawings
    Jun. 29, 2023

    Gilbert Holiday (1879 - 1937), Three drawings

    Est: £500 - £800

    Property of a ladyGilbert Holiday (1879 - 1937)Three drawings Hunting with terriers. Inscribed in pencil. Black chalk heightened with white. Badger with watching hunter. Inscribed in pencil. Black chalk heightened in white. A hunting scene. Dated 1936. Inscribed in pencil. Black chalk heightened with white.

    Sloane Street Auctions
  • Gilbert Holiday (1879 - 1937), The Grand National
    Jun. 29, 2023

    Gilbert Holiday (1879 - 1937), The Grand National

    Est: £8,000 - £12,000

    Gilbert Holiday (1879 - 1937)The Grand NationalWatercolour pencil and pastel on paperSigned, lower right: 'G. H.'Dimensions:(Paper) 16.5 in. (H) x 28 in. (W)(Frame) 25.5 in. (H) x 37 in. (W)

    Sloane Street Auctions
  • GILBERT HOLIDAY (BRITISH 1879-1937), THE EPSOM DERBY
    Jun. 14, 2023

    GILBERT HOLIDAY (BRITISH 1879-1937), THE EPSOM DERBY

    Est: £5,000 - £7,000

    GILBERT HOLIDAY (BRITISH 1879-1937)THE EPSOM DERBY, BANG GOES £10,000!Coloured chalk and bodycolourSigned with initials (lower right)34 x 57cm (13¼ x 22¼ in.)

    Dreweatts 1759 Fine Sales
  • GILBERT HOLIDAY (BRITISH 1879-1937), THE ROYAL HORSE ARTILLERY
    Jun. 14, 2023

    GILBERT HOLIDAY (BRITISH 1879-1937), THE ROYAL HORSE ARTILLERY

    Est: £2,500 - £3,500

    GILBERT HOLIDAY (BRITISH 1879-1937)THE ROYAL HORSE ARTILLERYColoured chalks and watercolour, heightened with whiteSigned with initials (lower left) 50 x 45cm (19½ x 17½ in.)

    Dreweatts 1759 Fine Sales
  • Gilbert Holiday (1879 - 1937), King and Queen Mary inspecting motorised troops (1935)
    Apr. 27, 2023

    Gilbert Holiday (1879 - 1937), King and Queen Mary inspecting motorised troops (1935)

    Est: £1,000 - £2,000

    Gilbert Holiday (1879 - 1937) King and Queen Mary inspecting motorised troops in Windsor (1935) Watercolour and pencil on paper Signed 'G. H' lower left Dimensions: (Paper) 6 in. (H) x 8.25 in. (W) (Frame) 10.5 in. (H) x 13 in. (W)

    Sloane Street Auctions
  • Gilbert Joseph Holiday,  British 1879-1937 -  Mornin' Sir (Groom meets his Master);  pencil on pap
    Mar. 14, 2023

    Gilbert Joseph Holiday,  British 1879-1937 -  Mornin' Sir (Groom meets his Master);  pencil on pap

    Est: £200 - £400

    Gilbert Joseph Holiday,  British 1879-1937 -  Mornin' Sir (Groom meets his Master);  pencil on paper, 17 x 11 cm  Provenance: the artist's family (according to the label attached to the reverse of the frame);  Spink, London, no. K3 9389 (according to the label attached to the reverse of the frame);  private collection  Illustrated:  Horses and Soldiers. 'A Collection of Pictures by the Late Gilbert Holiday with appreciation by "Snaffles" ', 1938, Chapter on Sport, pl.I (according to the label attached to the reverse of the frame) 

    Roseberys
  • Gilbert Holiday (1879 - 1937), The Grand National
    Mar. 01, 2023

    Gilbert Holiday (1879 - 1937), The Grand National

    Est: £2,000 - £3,000

    Gilbert Holiday (1879 - 1937) The Grand National Gouache and watercolour on paper Dimensions: (Paper) 13 in. (H) x 20.75 in. (W) (Frame) 20 in. (H) x 28 in. (W)

    Sloane Street Auctions
  • Gilbert Holiday (1879 - 1937), Barrack stables (double-fronted)
    Mar. 01, 2023

    Gilbert Holiday (1879 - 1937), Barrack stables (double-fronted)

    Est: £1,000 - £1,500

    Gilbert Holiday (1879 - 1937) Barrack stables (double-sided) Gouache and watercolour on paper Dimensions: [front portrait] (Paper) 10.75 in. (H) x 9 in. (W) (Frame) 18.75 in. (H) x 15.75 in. (W) [reverse landscape] (Paper) 6.5 in. (H) x 10 in. (W) (Frame) 18.75 in. (H) x 15.75 in. (W)

    Sloane Street Auctions
  • Gilbert Joseph Holiday (British, 1879-1937) Ypres, October 1917
    Feb. 08, 2023

    Gilbert Joseph Holiday (British, 1879-1937) Ypres, October 1917

    Est: £1,000 - £1,500

    Gilbert Joseph Holiday (British, 1879-1937) Ypres, October 1917 signed 'Gilbert Holiday' (lower left), inscribed and dated 'YPRES. OCT. 1917.' (lower right) watercolour and chalks 58.7 x 44.8cm (23 1/8 x 17 5/8in).

    Bonhams
  • GILBERT HOLIDAY (BRITISH 1879-1937) THE GRAND NATIONAL - BECHER'S BROOK
    Nov. 16, 2022

    GILBERT HOLIDAY (BRITISH 1879-1937) THE GRAND NATIONAL - BECHER'S BROOK

    Est: £2,000 - £3,000

    GILBERT HOLIDAY (BRITISH 1879-1937) THE GRAND NATIONAL - BECHER'S BROOK Inscribed with artist and title on a contemporary label verso, mixed media (38cm x 57cm (15in x 22.5in))

    Lyon & Turnbull
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