diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9678d7362..30eb99c36 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,8 @@
 
 ## [Unreleased]
 
+- Ruby apps using bundler 2.6+ will now receive bundler 2.6.2 (https://github.com/heroku/heroku-buildpack-ruby/pull/1535)
+- Ruby apps using bundler 2.5.x will now receive bundler 2.5.23 (https://github.com/heroku/heroku-buildpack-ruby/pull/1535)
 
 ## [v287] - 2024-12-25
 
diff --git a/changelogs/unreleased/bundler_2.5.23.md b/changelogs/unreleased/bundler_2.5.23.md
new file mode 100644
index 000000000..9267483f4
--- /dev/null
+++ b/changelogs/unreleased/bundler_2.5.23.md
@@ -0,0 +1,15 @@
+## Bundler version 2.5.23 is now available for Ruby Applications
+
+The [Ruby Buildpack](https://devcenter.heroku.com/articles/ruby-support#libraries) installs a version of bundler based on the major and minor version listed in the `Gemfile.lock` under the `BUNDLED WITH` key:
+
+- `BUNDLED WITH` 2.5.x will receive bundler `2.5.23`
+
+It is strongly recommended that you have both a `RUBY VERSION` and `BUNDLED WITH` version listed in your `Gemfile.lock`. If you do not have those values, you can generate them and commit them to git:
+
+```
+$ bundle update --ruby
+$ git add Gemfile.lock
+$ git commit -m "Update Gemfile.lock"
+```
+
+Applications without these values specified in the `Gemfile.lock` may break unexpectedly when the defaults change.
diff --git a/changelogs/unreleased/bundler_2.6.x_support.md b/changelogs/unreleased/bundler_2.6.x_support.md
new file mode 100644
index 000000000..e9d131563
--- /dev/null
+++ b/changelogs/unreleased/bundler_2.6.x_support.md
@@ -0,0 +1,15 @@
+## Bundler version 2.6.2 is now available for Ruby Applications
+
+The [Ruby Buildpack](https://devcenter.heroku.com/articles/ruby-support#libraries) installs a version of bundler based on the major and minor version listed in the `Gemfile.lock` under the `BUNDLED WITH` key:
+
+- `BUNDLED WITH` 2.6.x and above will receive bundler `2.6.2`
+
+It is strongly recommended that you have both a `RUBY VERSION` and `BUNDLED WITH` version listed in your `Gemfile.lock`. If you do not have those values, you can generate them and commit them to git:
+
+```
+$ bundle update --ruby
+$ git add Gemfile.lock
+$ git commit -m "Update Gemfile.lock"
+```
+
+Applications without these values specified in the `Gemfile.lock` may break unexpectedly when the defaults change.
diff --git a/lib/language_pack/helpers/bundler_wrapper.rb b/lib/language_pack/helpers/bundler_wrapper.rb
index 93377083f..64d030cfe 100644
--- a/lib/language_pack/helpers/bundler_wrapper.rb
+++ b/lib/language_pack/helpers/bundler_wrapper.rb
@@ -40,13 +40,14 @@ class LanguagePack::Helpers::BundlerWrapper
   # Heroku-20's oldest Ruby verison is 2.5.x which doesn't work with bundler 2.4
   BLESSED_BUNDLER_VERSIONS["2.3"] = "2.3.25"
   BLESSED_BUNDLER_VERSIONS["2.4"] = "2.4.22"
-  BLESSED_BUNDLER_VERSIONS["2.5"] = "2.5.6"
+  BLESSED_BUNDLER_VERSIONS["2.5"] = "2.5.23"
+  BLESSED_BUNDLER_VERSIONS["2.6"] = "2.6.2"
   BLESSED_BUNDLER_VERSIONS.default_proc = Proc.new do |hash, key|
     if Gem::Version.new(key).segments.first == 1
       hash["1"]
     elsif Gem::Version::new(key).segments.first == 2
-      if Gem::Version.new(key) > Gem::Version.new("2.5")
-        hash["2.5"]
+      if Gem::Version.new(key) > Gem::Version.new("2.6")
+        hash["2.6"]
       elsif Gem::Version.new(key) < Gem::Version.new("2.3")
         hash["2.3"]
       else
diff --git a/spec/helpers/bundler_wrapper_spec.rb b/spec/helpers/bundler_wrapper_spec.rb
index a1b25951c..3a7fdca33 100644
--- a/spec/helpers/bundler_wrapper_spec.rb
+++ b/spec/helpers/bundler_wrapper_spec.rb
@@ -36,8 +36,12 @@
     expect(version).to eq(wrapper_klass::BLESSED_BUNDLER_VERSIONS["2.5"])
 
     version = wrapper_klass.detect_bundler_version(contents: "BUNDLED WITH\n   2.6.7")
-    expect(wrapper_klass::BLESSED_BUNDLER_VERSIONS.key?("2.5")).to be_truthy
-    expect(version).to eq(wrapper_klass::BLESSED_BUNDLER_VERSIONS["2.5"])
+    expect(wrapper_klass::BLESSED_BUNDLER_VERSIONS.key?("2.6")).to be_truthy
+    expect(version).to eq(wrapper_klass::BLESSED_BUNDLER_VERSIONS["2.6"])
+
+    version = wrapper_klass.detect_bundler_version(contents: "BUNDLED WITH\n   2.999.7")
+    expect(wrapper_klass::BLESSED_BUNDLER_VERSIONS.key?("2.6")).to be_truthy
+    expect(version).to eq(wrapper_klass::BLESSED_BUNDLER_VERSIONS["2.6"])
 
     expect {
       wrapper_klass.detect_bundler_version(contents: "BUNDLED WITH\n   3.6.7")