The most common and most likely answer to this crossword clue is the 6 letter word WINTRY
I've seen this crossword clue in The Daily Telegraph
W
I
N
T
R
Y
More clues leading to the result WINTRY
- Gain a few points giving description of cold weather?
- Shot after victory? That’s bleak
- Get to taste bitter
- Go after success, being bitter
- Cold and cheerless? If no success at first, just try …
- Go by land, getting cold
- Take gold and go cold
- Go by land that’s bleak
- Dismal victory attempt
- Gain score in game without cheer
Buddy explains!

The straight part
We know that "Dismal" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case dismal = wintry.The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.
What does WINTRY mean?
WINTRY adjective- Suggestive or characteristic of winter; cold, stormy.
- Of precipitation, containing sleet or snow.
- Aged, white-haired.
- Chilling, cheerless.