diff --git a/src/pretix/base/reldate.py b/src/pretix/base/reldate.py
index cf80b595ce..4450e46165 100644
--- a/src/pretix/base/reldate.py
+++ b/src/pretix/base/reldate.py
@@ -71,6 +71,7 @@ class RelativeDateWrapper:
             else:
                 base_date = getattr(event, self.data.base_date_name) or event.date_from
 
+            oldoffset = base_date.utcoffset()
             new_date = base_date.astimezone(tz) - datetime.timedelta(days=self.data.days_before)
             if self.data.time:
                 new_date = new_date.replace(
@@ -78,6 +79,10 @@ class RelativeDateWrapper:
                     minute=self.data.time.minute,
                     second=self.data.time.second
                 )
+            new_date = new_date.astimezone(tz)
+            newoffset = new_date.utcoffset()
+            new_date += oldoffset - newoffset
+
             return new_date
 
     def to_string(self) -> str:
diff --git a/src/tests/base/test_reldate.py b/src/tests/base/test_reldate.py
index 01e1d45f6a..2f99482087 100644
--- a/src/tests/base/test_reldate.py
+++ b/src/tests/base/test_reldate.py
@@ -7,6 +7,7 @@ from pretix.base.models import Event, Organizer
 from pretix.base.reldate import RelativeDate, RelativeDateWrapper
 
 TOKYO = pytz.timezone('Asia/Tokyo')
+BERLIN = pytz.timezone('Europe/Berlin')
 
 
 @pytest.fixture
@@ -14,8 +15,8 @@ def event():
     o = Organizer.objects.create(name='Dummy', slug='dummy')
     event = Event.objects.create(
         organizer=o, name='Dummy', slug='dummy',
-        date_from=datetime(2017, 12, 27, 5, 0, 0, tzinfo=TOKYO),
-        presale_start=datetime(2017, 12, 1, 5, 0, 0, tzinfo=TOKYO),
+        date_from=TOKYO.localize(datetime(2017, 12, 27, 5, 0, 0)),
+        presale_start=TOKYO.localize(datetime(2017, 12, 1, 5, 0, 0)),
         plugins='pretix.plugins.banktransfer'
 
     )
@@ -34,40 +35,64 @@ def test_absolute_date(event):
 @pytest.mark.django_db
 def test_relative_date_without_time(event):
     rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=None, base_date_name='date_from'))
-    assert rdw.datetime(event).astimezone(TOKYO) == datetime(2017, 12, 26, 5, 0, 0, tzinfo=TOKYO)
+    assert rdw.datetime(event).astimezone(TOKYO) == TOKYO.localize(datetime(2017, 12, 26, 5, 0, 0))
     assert rdw.to_string() == 'RELDATE/1/-/date_from/'
 
 
 @pytest.mark.django_db
 def test_relative_date_other_base_point(event):
     rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=None, base_date_name='presale_start'))
-    assert rdw.datetime(event) == datetime(2017, 11, 30, 5, 0, 0, tzinfo=TOKYO)
+    assert rdw.datetime(event) == TOKYO.localize(datetime(2017, 11, 30, 5, 0, 0))
     assert rdw.to_string() == 'RELDATE/1/-/presale_start/'
 
     # presale_end is unset, defaults to date_from
     rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=None, base_date_name='presale_end'))
-    assert rdw.datetime(event) == datetime(2017, 12, 26, 5, 0, 0, tzinfo=TOKYO)
+    assert rdw.datetime(event) == TOKYO.localize(datetime(2017, 12, 26, 5, 0, 0))
     assert rdw.to_string() == 'RELDATE/1/-/presale_end/'
 
     # subevent base
-    se = event.subevents.create(name="SE1", date_from=datetime(2017, 11, 27, 5, 0, 0, tzinfo=TOKYO))
+    se = event.subevents.create(name="SE1", date_from=TOKYO.localize(datetime(2017, 11, 27, 5, 0, 0)))
     rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=None, base_date_name='date_from'))
-    assert rdw.datetime(se) == datetime(2017, 11, 26, 5, 0, 0, tzinfo=TOKYO)
+    assert rdw.datetime(se) == TOKYO.localize(datetime(2017, 11, 26, 5, 0, 0))
 
     # presale_start is unset on subevent, default to event
     rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=None, base_date_name='presale_start'))
-    assert rdw.datetime(se) == datetime(2017, 11, 30, 5, 0, 0, tzinfo=TOKYO)
+    assert rdw.datetime(se) == TOKYO.localize(datetime(2017, 11, 30, 5, 0, 0))
 
     # presale_end is unset on all, default to date_from of subevent
     rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=None, base_date_name='presale_end'))
-    assert rdw.datetime(se) == datetime(2017, 11, 26, 5, 0, 0, tzinfo=TOKYO)
+    assert rdw.datetime(se) == TOKYO.localize(datetime(2017, 11, 26, 5, 0, 0))
 
 
 @pytest.mark.django_db
 def test_relative_date_with_time(event):
     rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=time(8, 5, 13), base_date_name='date_from'))
     assert rdw.to_string() == 'RELDATE/1/08:05:13/date_from/'
-    assert rdw.datetime(event) == datetime(2017, 12, 26, 8, 5, 13, tzinfo=TOKYO)
+    assert rdw.datetime(event) == TOKYO.localize(datetime(2017, 12, 26, 8, 5, 13))
+
+
+@pytest.mark.django_db
+def test_relative_date_with_time_around_dst(event):
+    event.settings.timezone = "Europe/Berlin"
+    event.date_from = BERLIN.localize(datetime(2020, 3, 29, 18, 0, 0))
+
+    rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=time(18, 0, 0), base_date_name='date_from'))
+    assert rdw.to_string() == 'RELDATE/1/18:00:00/date_from/'
+    assert rdw.datetime(event) == BERLIN.localize(datetime(2020, 3, 28, 18, 0, 0))
+
+    rdw = RelativeDateWrapper(RelativeDate(days_before=0, time=time(2, 30, 0), base_date_name='date_from'))
+    assert rdw.to_string() == 'RELDATE/0/02:30:00/date_from/'
+    assert rdw.datetime(event) == BERLIN.localize(datetime(2020, 3, 29, 2, 30, 0))
+
+    event.date_from = BERLIN.localize(datetime(2020, 10, 25, 18, 0, 0))
+
+    rdw = RelativeDateWrapper(RelativeDate(days_before=1, time=time(18, 0, 0), base_date_name='date_from'))
+    assert rdw.to_string() == 'RELDATE/1/18:00:00/date_from/'
+    assert rdw.datetime(event) == BERLIN.localize(datetime(2020, 10, 24, 18, 0, 0))
+
+    rdw = RelativeDateWrapper(RelativeDate(days_before=0, time=time(2, 30, 0), base_date_name='date_from'))
+    assert rdw.to_string() == 'RELDATE/0/02:30:00/date_from/'
+    assert rdw.datetime(event) == BERLIN.localize(datetime(2020, 10, 25, 2, 30, 0))
 
 
 def test_unserialize():