Under $50

Finding premium cigars under $50 has never been easier. Whether you're looking for bold full-bodied smokes, smooth medium-bodied blends, or expertly aged cigars, this price range offers exceptional quality at an unbeatable value. Enjoy the luxury and craftsmanship of world-class brands while staying within budget. From rich, spicy Nicaraguan blends to smooth Dominican classics, these cigars deliver superior flavor and expert construction without exceeding $50.

At The Tobacconist of Greenwich, we offer a carefully curated selection of cigars under $50, ensuring that every smoker can experience premium quality at an accessible price. Whether you’re stocking up on everyday smokes or seeking a high-end experience for less, we have the perfect cigar for you. Shop now at The Tobacconist of Greenwich and explore the best cigars under $50.

POPULAR IN Under $50

Filter results
  • Tatuaje Reserva Short Churchill Box Open Tatuaje Reserva Short Churchill Single Cigar

    Tatuaje Cigars

    Tatuaje Reserva Short Churchill

    $13.00 - $325.00

    The Tatuaje Reserva Short Churchill is a 4 3/8" x 48 cigar that condenses the bold essence of the Tatuaje Reserva line into a shorter, fuller-flavored format. Blended by Pete Johnson and expertly handcrafted at the My Father Cigars factory in Nicaragua,...

  • Tatuaje Reserva SW Box Open Tatuaje Reserva SW Single Cigar

    Tatuaje Cigars

    Tatuaje Reserva SW

    $14.00 - $350.00

    The Tatuaje Reserva SW is a 7" x 47 Churchill that delivers full-bodied flavor with elegance and complexity. Part of Pete Johnson’s celebrated Reserva line, this cigar is handcrafted at the My Father Cigars factory in Nicaragua and features a dark...

  • Tatuaje Tainos Broadleaf Box Open Tatuaje Tainos Broadleaf Single Cigar

    Tatuaje Cigars

    Tatuaje Tainos Broadleaf

    $14.00 - $350.00

    The Tatuaje Tainos is a 7 5/8" x 49 Churchill that showcases the Cuban roots of the Tatuaje Cabinet Series, combining traditional vitola dimensions with modern Nicaraguan depth. Blended by Pete Johnson and rolled at the renowned My Father Cigars factory,...

  • Davidoff Winston Churchill Churchill Box Closed Davidoff Winston Churchill Churchill 4-Pack

    Davidoff Cigars

    Davidoff Winston Churchill Churchill

    $27.80 - $556.00

    The Davidoff Winston Churchill Churchill is a commanding expression of excellence—crafted to embody the complexity, charisma, and uncompromising character of the man for whom it’s named. Measuring a stately 6 7/8" x 47, this vitola offers a...

  • Davidoff Winston Churchill The Late Hour Churchill Box Open Davidoff Winston Churchill The Late Hour Churchill 4-Pack

    Davidoff Cigars

    Davidoff Winston Churchill The Late Hour Churchill

    $31.20 - $624.00

    The Davidoff Winston Churchill The Late Hour Churchill captures the essence of the man who led with resolve when the world was at its darkest. This commanding 7" x 48 cigar is a tribute to the late hours Sir Winston Churchill kept—when his most...

  • Ashton Heritage Puro Sol Churchill Box Open Ashton Heritage Puro Sol Churchill Box Open

    Ashton Cigars

    Ashton Heritage Puro Sol Churchill

    $15.20 - $380.00

    The Ashton Heritage Puro Sol Churchill (6 3/4" x 48) is a masterfully crafted, medium-bodied cigar made entirely from sun-grown tobaccos, delivering a rich and refined smoking experience. Wrapped in a premium Ecuadorian Habano wrapper, this Churchill...

  • San Cristobal Quintessence Churchill Box Open San Cristobal Quintessence Churchill Single Cigar

    San Cristobal Cigars

    San Cristobal Quintessence Churchill

    $11.75 - $282.00

    The San Cristobal Quintessence Churchill (7 x 50) is a medium to full-bodied cigar that delivers a refined and complex smoking experience. With its Nicaraguan tobacco blend, it presents rich notes of spice, leather, and cream, creating a balanced and...

  • Brick House Churchill Box Open Brick House Churchill Single Cigar

    Brick House Cigars

    Brick House Churchill

    $10.35 - $258.75

    The Brick House Churchill (7" x 48) offers a smooth, medium-bodied smoking experience with a rich and well-balanced flavor profile. Handcrafted in Nicaragua, this cigar features a blend of Nicaraguan fillers and a Connecticut Shade wrapper, delivering a...

  • Foundation Highclere Castle Victorian Churchill Box Open Foundation Highclere Castle Victorian Churchill Single Cigar

    Foundation Cigar Company

    Foundation Highclere Castle Victorian Churchill

    $17.90 - $358.00

    Discover the Foundation Highclere Castle Victorian Churchill, a premium cigar that captures the elegance and sophistication of the Victorian era. Measuring 7 x 48, this exquisite cigar is handcrafted in Estelí, Nicaragua, featuring a dark...

  • Camacho Nicaragua Gran Churchill Box Open Camacho Nicaragua Gran Churchill Single Cigar

    Camacho Cigars

    Camacho Nicaragua Gran Churchill

    $10.80 - $216.00

    The Camacho Nicaragua Gran Churchill is a medium to full-bodied, hand-rolled cigar, meticulously crafted to deliver a bold and complex smoking experience. Measuring 7 x 56, this Gran Churchill-sized vitola is part of the esteemed Camacho Nicaragua...

  • Camacho Ecuador Churchill Box Open Camacho Ecuador Churchill Single Cigar

    Camacho Cigars

    Camacho Ecuador Churchill

    $10.50 - $210.00

    The Camacho Ecuador Churchill is a medium to full-bodied, hand-rolled cigar, meticulously crafted to deliver a bold and complex smoking experience. Measuring 7 x 48, this Churchill-sized vitola is part of the esteemed Camacho Ecuador Series, known for...