That's why I love that Don Quixote's added title was "The Knight of the Woeful Countenance."
Source: tatoeba (8415809)
Woeful
//ˈwəʊfəl//
Synonyms for "woeful" (396 found)
Ranked by relevance and common usage.
Closest matches (80)
deplorablewoebegoneabominableaffectingafflictiveaggrievedanguishedarrantatrociousawfulbasebeastlybeneath contemptbitterblameworthybleakbroken-heartedbrutalcalamitouscareworn
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Adjective(54 words)
miserablesadatrabiliaryatrabiliousdarkdeplorablelowmournfulpitiablepitifulsorrowfulunhappywoebegonewretchedabjectapocalypticassbadbasebeggarly
Show 34 more words
Strong matches (118)
Adjective(63 words)
dejecteddepresseddepressingderidablederisibledespicabledespisabledespondentdestructivedevastatingdirtydisadventurousdisastrousdisconsolatediscreditabledisdainabledisgracefuldisgruntleddishearteneddishonorable
Show 43 more words
dismaldispiriteddisreputabledistressingdolefuldolesomedowndown in the dumpsdown in the mouthdowncastdownhearteddownsomedreardrearisomedreichdullelegiacelegiouseradicativeexecrableextirpativefatalfilthyflimsyforbiddingforlorngaylessgloomsomegloomyglumgraygrief-strickengrievinggrievousgrimgrovelingharmfulheartsickheartsoreheavy-heartedhumorlessignobleignominious
Adjective(2 words)
Related words (198)
in the dumpsinconsolableinfamousjoylesslamentableloathsomelousylow-spiritedlugubriousmiserablemonstrousmournfulmovingnastynefariousnoisomenotoriousobnoxiousodiousoffensive
Show 55 more words
on the rackoutrageousovercomepainfulpatheticpiteouspitiablepitifulplaintiveplangentplunged in griefpoignantrackedrankregrettableremorsefulreprehensiblerepulsiverottenruefulruthfulsadsaddeningscandalousschlockscurvyshabbyshamefulsharpshockingshoddysinkingsordidsoresorrowedsorrowfulsorrowingsqualidstrickensuicidaltearfulterribletoo badtorturedtouchinguncleanuncomfortableunfortunateunprecedentedvilevillainousworstworthlesswretchedwrung
Adjective(120 words)
inconsolableinfelicitousinferioringloriousjawfallenjokelessjoylesslachrymablelachrymoselamelamentablelamentfullaughablelethalloathsomelousylow-gradelow-qualitylow-spiritedludicrous
Show 100 more words
lugubriouslumpishmaudlinmeanmean-spiritedmelancholicmelancholymirthlessmoodymopeymoroseobsceneoutrageouspaltrypassionatepatheticpathetisadperniciouspitisomeplaintiveplebeianpoorputridquerulousregrettablereprehensiblereptilereptilianreptitiousridiculousrinky-dinkrisibleroynishrubbishruefulruinoussaddenedsaddeningsaturninescaldschlockyscornworthyscummyscurvyshabbyshamefulshatteredshittyshoddyslavishsleazyslightslimslimysolemnsolitarysombresordidsorrow-riddensorrowsomesorryspiritlesssternsubparsubstandardsullensunlessthreneticthreneticaltin-pottragictrashytristetristfuluglyunacceptableuncheerfuluncheeryuncommendableunconsolableuncoolunfitunlivelyunmentionableunmerryunmirthfulunsatisfactoryunsophisticatedunsoundunsuitableunwashedunworthyupsettingvilevulgarweakwintrywistfulwoeworthless
Related word relations
OpenGloss and ConceptNet supply richer edges like generalizations, collocations, and derivations.
Sample sentences
10 total sentences available.
Our roads are in a woeful condition.
Source: tatoeba (9522109)
It's at times like this I'm reminded of the woeful inadequacy of human justice.
Source: tatoeba (10104663)
Let's drink, eat, and talk about our woeful deeds.
Source: tatoeba (10714910)
Showing 4 of 10 available sentences.
Keep exploring
Data sourced from Wiktionary, WordNet, CMU, and other open linguistic databases. Updated March 2026.