diff --git a/CHANGELOG.md b/CHANGELOG.md
index 638bec2d767..5050017e469 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,8 @@
   - Changes from 5.27.0
     - Routing:
       - CHANGED: Add support for surface=metal,grass_paver,woodchips in bicyle profile. [#6395](https://github.com/Project-OSRM/osrm-backend/pull/6395)
+    - Tools:
+      - FIXED: Always use original weights when handling `--parse-conditionals-from-now` option. [#6399](https://github.com/Project-OSRM/osrm-backend/pull/6399)
 
 # 5.27.0
   - Changes from 5.26.0
diff --git a/features/car/conditional_restrictions.feature b/features/car/conditional_restrictions.feature
index c2311067cea..de547cbf65c 100644
--- a/features/car/conditional_restrictions.feature
+++ b/features/car/conditional_restrictions.feature
@@ -353,6 +353,28 @@ Feature: Car - Turn restrictions
             | b    | a  | bj,jc,jc,aj,aj |
             | b    | d  | bj,jd,jd       |
 
+        # here we check that conditional restrictions can be updated via re-run of `contract`/`customize` with updated `--parse-conditionals-from-now`
+        # 10am utc, sat 
+        When I run "osrm-contract  {osm_file} --time-zone-file=test/data/tz/{timezone_names}/guinea.geojson --parse-conditionals-from-now=1494064800"
+        When I run "osrm-customize {osm_file} --time-zone-file=test/data/tz/{timezone_names}/guinea.geojson --parse-conditionals-from-now=1494064800"
+
+        When I route I should get
+            | from | to | route          |
+            | b    | c  | bj,jc,jc       |
+            | b    | a  | bj,aj,aj       |
+            | b    | d  | bj,jd,jd       |
+
+        #  10am utc, wed
+        When I run "osrm-contract  {osm_file} --time-zone-file=test/data/tz/{timezone_names}/guinea.geojson --parse-conditionals-from-now=1493805600"
+        When I run "osrm-customize {osm_file} --time-zone-file=test/data/tz/{timezone_names}/guinea.geojson --parse-conditionals-from-now=1493805600"
+        
+        When I route I should get
+            | from | to | route          |
+            | b    | c  | bj,jc,jc       |
+            | b    | a  | bj,jc,jc,aj,aj |
+            | b    | d  | bj,jd,jd       |
+
+
     @no_turning @conditionals
     Scenario: Car - Conditional restriction with multiple time windows
         Given the extract extra arguments "--parse-conditional-restrictions"
diff --git a/src/updater/updater.cpp b/src/updater/updater.cpp
index 9301c804b95..e06c159a5d4 100644
--- a/src/updater/updater.cpp
+++ b/src/updater/updater.cpp
@@ -583,8 +583,17 @@ Updater::LoadAndUpdateEdgeExpandedGraph(std::vector<extractor::EdgeBasedEdge> &e
             [&] { extractor::files::readNodeData(config.GetPath(".osrm.ebg_nodes"), node_data); },
 
             [&] {
-                extractor::files::readTurnWeightPenalty(
-                    config.GetPath(".osrm.turn_weight_penalties"), turn_weight_penalties);
+                // we are going to overwrite this `.turn_weight_penalties` afterwards,
+                // so here we backup the original turn penalties if we didn't do that yet in order
+                // to guarantee that subsequent runs of this code will work on top of original
+                // weights
+                auto path = config.GetPath(".osrm.turn_weight_penalties").string() + ".original";
+                if (!boost::filesystem::exists(path))
+                {
+                    boost::filesystem::copy_file(config.GetPath(".osrm.turn_weight_penalties"),
+                                                 path);
+                }
+                extractor::files::readTurnWeightPenalty(path, turn_weight_penalties);
             },
             [&] {
                 extractor::files::readTurnDurationPenalty(