diff --git a/src/Billing/Constants/HandledStripeWebhook.cs b/src/Billing/Constants/HandledStripeWebhook.cs
index f40b370f4..f7baa4675 100644
--- a/src/Billing/Constants/HandledStripeWebhook.cs
+++ b/src/Billing/Constants/HandledStripeWebhook.cs
@@ -2,12 +2,12 @@
 
 public static class HandledStripeWebhook
 {
-    public static string SubscriptionDeleted => "customer.subscription.deleted";
-    public static string SubscriptionUpdated => "customer.subscription.updated";
-    public static string UpcomingInvoice => "invoice.upcoming";
-    public static string ChargeSucceeded => "charge.succeeded";
-    public static string ChargeRefunded => "charge.refunded";
-    public static string PaymentSucceeded => "invoice.payment_succeeded";
-    public static string PaymentFailed => "invoice.payment_failed";
-    public static string InvoiceCreated => "invoice.created";
+    public const string SubscriptionDeleted = "customer.subscription.deleted";
+    public const string SubscriptionUpdated = "customer.subscription.updated";
+    public const string UpcomingInvoice = "invoice.upcoming";
+    public const string ChargeSucceeded = "charge.succeeded";
+    public const string ChargeRefunded = "charge.refunded";
+    public const string PaymentSucceeded = "invoice.payment_succeeded";
+    public const string PaymentFailed = "invoice.payment_failed";
+    public const string InvoiceCreated = "invoice.created";
 }
diff --git a/src/Billing/Controllers/StripeController.cs b/src/Billing/Controllers/StripeController.cs
index 445be1f52..c825d55bd 100644
--- a/src/Billing/Controllers/StripeController.cs
+++ b/src/Billing/Controllers/StripeController.cs
@@ -14,6 +14,7 @@ using Microsoft.AspNetCore.Mvc;
 using Microsoft.Data.SqlClient;
 using Microsoft.Extensions.Options;
 using Stripe;
+using Event = Stripe.Event;
 using TaxRate = Bit.Core.Entities.TaxRate;
 
 namespace Bit.Billing.Controllers;
@@ -41,6 +42,7 @@ public class StripeController : Controller
     private readonly ITaxRateRepository _taxRateRepository;
     private readonly IUserRepository _userRepository;
     private readonly ICurrentContext _currentContext;
+    private readonly GlobalSettings _globalSettings;
 
     public StripeController(
         GlobalSettings globalSettings,
@@ -83,6 +85,7 @@ public class StripeController : Controller
             PrivateKey = globalSettings.Braintree.PrivateKey
         };
         _currentContext = currentContext;
+        _globalSettings = globalSettings;
     }
 
     [HttpPost("webhook")]
@@ -114,6 +117,12 @@ public class StripeController : Controller
             return new BadRequestResult();
         }
 
+        // If the customer and server cloud regions don't match, early return 200 to avoid unnecessary errors
+        if (!await ValidateCloudRegionAsync(parsedEvent))
+        {
+            return new OkResult();
+        }
+
         var subDeleted = parsedEvent.Type.Equals(HandledStripeWebhook.SubscriptionDeleted);
         var subUpdated = parsedEvent.Type.Equals(HandledStripeWebhook.SubscriptionUpdated);
 
@@ -471,6 +480,68 @@ public class StripeController : Controller
         return new OkResult();
     }
 
+    /// <summary>
+    /// Ensures that the customer associated with the parsed event's data is in the correct region for this server.
+    /// We use the customer instead of the subscription given that all subscriptions have customers, but not all
+    /// customers have subscriptions
+    /// </summary>
+    /// <param name="parsedEvent"></param>
+    /// <returns>true if the customer's region and the server's region match, otherwise false</returns>
+    /// <exception cref="Exception"></exception>
+    private async Task<bool> ValidateCloudRegionAsync(Event parsedEvent)
+    {
+        string customerRegion;
+
+        var serverRegion = _globalSettings.BaseServiceUri.CloudRegion;
+        var eventType = parsedEvent.Type;
+
+        switch (eventType)
+        {
+            case HandledStripeWebhook.SubscriptionDeleted:
+            case HandledStripeWebhook.SubscriptionUpdated:
+                {
+                    var subscription = await GetSubscriptionAsync(parsedEvent, true, new List<string> { "customer" });
+                    customerRegion = GetCustomerRegionFromMetadata(subscription.Customer.Metadata);
+                    break;
+                }
+            case HandledStripeWebhook.ChargeSucceeded:
+            case HandledStripeWebhook.ChargeRefunded:
+                {
+                    var charge = await GetChargeAsync(parsedEvent, true, new List<string> { "customer" });
+                    customerRegion = GetCustomerRegionFromMetadata(charge.Customer.Metadata);
+                    break;
+                }
+            case HandledStripeWebhook.UpcomingInvoice:
+            case HandledStripeWebhook.PaymentSucceeded:
+            case HandledStripeWebhook.PaymentFailed:
+            case HandledStripeWebhook.InvoiceCreated:
+                {
+                    var invoice = await GetInvoiceAsync(parsedEvent, true, new List<string> { "customer" });
+                    customerRegion = GetCustomerRegionFromMetadata(invoice.Customer.Metadata);
+                    break;
+                }
+            default:
+                {
+                    // For all Stripe events that we're not listening to, just return 200
+                    return false;
+                }
+        }
+
+        return customerRegion == serverRegion;
+    }
+
+    /// <summary>
+    /// Gets the region from the customer metadata. If no region is present, defaults to "US"
+    /// </summary>
+    /// <param name="customerMetadata"></param>
+    /// <returns></returns>
+    private static string GetCustomerRegionFromMetadata(Dictionary<string, string> customerMetadata)
+    {
+        return customerMetadata.TryGetValue("region", out var value)
+            ? value
+            : "US";
+    }
+
     private Tuple<Guid?, Guid?> GetIdsFromMetaData(IDictionary<string, string> metaData)
     {
         if (metaData == null || !metaData.Any())
@@ -732,7 +803,7 @@ public class StripeController : Controller
             invoice.BillingReason == "subscription_cycle" && invoice.SubscriptionId != null;
     }
 
-    private async Task<Charge> GetChargeAsync(Stripe.Event parsedEvent, bool fresh = false)
+    private async Task<Charge> GetChargeAsync(Event parsedEvent, bool fresh = false, List<string> expandOptions = null)
     {
         if (!(parsedEvent.Data.Object is Charge eventCharge))
         {
@@ -743,7 +814,8 @@ public class StripeController : Controller
             return eventCharge;
         }
         var chargeService = new ChargeService();
-        var charge = await chargeService.GetAsync(eventCharge.Id);
+        var chargeGetOptions = new ChargeGetOptions { Expand = expandOptions };
+        var charge = await chargeService.GetAsync(eventCharge.Id, chargeGetOptions);
         if (charge == null)
         {
             throw new Exception("Charge is null. " + eventCharge.Id);
@@ -751,7 +823,7 @@ public class StripeController : Controller
         return charge;
     }
 
-    private async Task<Invoice> GetInvoiceAsync(Stripe.Event parsedEvent, bool fresh = false)
+    private async Task<Invoice> GetInvoiceAsync(Stripe.Event parsedEvent, bool fresh = false, List<string> expandOptions = null)
     {
         if (!(parsedEvent.Data.Object is Invoice eventInvoice))
         {
@@ -762,7 +834,8 @@ public class StripeController : Controller
             return eventInvoice;
         }
         var invoiceService = new InvoiceService();
-        var invoice = await invoiceService.GetAsync(eventInvoice.Id);
+        var invoiceGetOptions = new InvoiceGetOptions { Expand = expandOptions };
+        var invoice = await invoiceService.GetAsync(eventInvoice.Id, invoiceGetOptions);
         if (invoice == null)
         {
             throw new Exception("Invoice is null. " + eventInvoice.Id);
@@ -770,9 +843,10 @@ public class StripeController : Controller
         return invoice;
     }
 
-    private async Task<Subscription> GetSubscriptionAsync(Stripe.Event parsedEvent, bool fresh = false)
+    private async Task<Subscription> GetSubscriptionAsync(Stripe.Event parsedEvent, bool fresh = false,
+        List<string> expandOptions = null)
     {
-        if (!(parsedEvent.Data.Object is Subscription eventSubscription))
+        if (parsedEvent.Data.Object is not Subscription eventSubscription)
         {
             throw new Exception("Subscription is null (from parsed event). " + parsedEvent.Id);
         }
@@ -781,7 +855,8 @@ public class StripeController : Controller
             return eventSubscription;
         }
         var subscriptionService = new SubscriptionService();
-        var subscription = await subscriptionService.GetAsync(eventSubscription.Id);
+        var subscriptionGetOptions = new SubscriptionGetOptions { Expand = expandOptions };
+        var subscription = await subscriptionService.GetAsync(eventSubscription.Id, subscriptionGetOptions);
         if (subscription == null)
         {
             throw new Exception("Subscription is null. " + eventSubscription.Id);
diff --git a/src/Core/Services/Implementations/StripePaymentService.cs b/src/Core/Services/Implementations/StripePaymentService.cs
index ba9956153..1776f1993 100644
--- a/src/Core/Services/Implementations/StripePaymentService.cs
+++ b/src/Core/Services/Implementations/StripePaymentService.cs
@@ -4,6 +4,7 @@ using Bit.Core.Enums;
 using Bit.Core.Exceptions;
 using Bit.Core.Models.Business;
 using Bit.Core.Repositories;
+using Bit.Core.Settings;
 using Microsoft.Extensions.Logging;
 using StaticStore = Bit.Core.Models.StaticStore;
 using TaxRate = Bit.Core.Entities.TaxRate;
@@ -25,6 +26,7 @@ public class StripePaymentService : IPaymentService
     private readonly Braintree.IBraintreeGateway _btGateway;
     private readonly ITaxRateRepository _taxRateRepository;
     private readonly IStripeAdapter _stripeAdapter;
+    private readonly IGlobalSettings _globalSettings;
 
     public StripePaymentService(
         ITransactionRepository transactionRepository,
@@ -33,7 +35,8 @@ public class StripePaymentService : IPaymentService
         ILogger<StripePaymentService> logger,
         ITaxRateRepository taxRateRepository,
         IStripeAdapter stripeAdapter,
-        Braintree.IBraintreeGateway braintreeGateway)
+        Braintree.IBraintreeGateway braintreeGateway,
+        IGlobalSettings globalSettings)
     {
         _transactionRepository = transactionRepository;
         _userRepository = userRepository;
@@ -42,6 +45,7 @@ public class StripePaymentService : IPaymentService
         _taxRateRepository = taxRateRepository;
         _stripeAdapter = stripeAdapter;
         _btGateway = braintreeGateway;
+        _globalSettings = globalSettings;
     }
 
     public async Task<string> PurchaseOrganizationAsync(Organization org, PaymentMethodType paymentMethodType,
@@ -51,9 +55,12 @@ public class StripePaymentService : IPaymentService
         Braintree.Customer braintreeCustomer = null;
         string stipeCustomerSourceToken = null;
         string stipeCustomerPaymentMethodId = null;
-        var stripeCustomerMetadata = new Dictionary<string, string>();
+        var stripeCustomerMetadata = new Dictionary<string, string>
+        {
+            { "region", _globalSettings.BaseServiceUri.CloudRegion }
+        };
         var stripePaymentMethod = paymentMethodType == PaymentMethodType.Card ||
-            paymentMethodType == PaymentMethodType.BankAccount;
+                                  paymentMethodType == PaymentMethodType.BankAccount;
 
         if (stripePaymentMethod && !string.IsNullOrWhiteSpace(paymentToken))
         {
@@ -388,7 +395,7 @@ public class StripePaymentService : IPaymentService
 
         if (customer == null && !string.IsNullOrWhiteSpace(paymentToken))
         {
-            var stripeCustomerMetadata = new Dictionary<string, string>();
+            var stripeCustomerMetadata = new Dictionary<string, string> { { "region", _globalSettings.BaseServiceUri.CloudRegion } };
             if (paymentMethodType == PaymentMethodType.PayPal)
             {
                 var randomSuffix = Utilities.CoreHelpers.RandomString(3, upper: false, numeric: false);
@@ -1185,9 +1192,12 @@ public class StripePaymentService : IPaymentService
         Braintree.Customer braintreeCustomer = null;
         string stipeCustomerSourceToken = null;
         string stipeCustomerPaymentMethodId = null;
-        var stripeCustomerMetadata = new Dictionary<string, string>();
+        var stripeCustomerMetadata = new Dictionary<string, string>
+        {
+            { "region", _globalSettings.BaseServiceUri.CloudRegion }
+        };
         var stripePaymentMethod = paymentMethodType == PaymentMethodType.Card ||
-            paymentMethodType == PaymentMethodType.BankAccount;
+                                  paymentMethodType == PaymentMethodType.BankAccount;
         var inAppPurchase = paymentMethodType == PaymentMethodType.AppleInApp ||
             paymentMethodType == PaymentMethodType.GoogleInApp;
 
diff --git a/test/Core.Test/Services/StripePaymentServiceTests.cs b/test/Core.Test/Services/StripePaymentServiceTests.cs
index c43e99fb9..d8a67e815 100644
--- a/test/Core.Test/Services/StripePaymentServiceTests.cs
+++ b/test/Core.Test/Services/StripePaymentServiceTests.cs
@@ -4,6 +4,7 @@ using Bit.Core.Exceptions;
 using Bit.Core.Models.Business;
 using Bit.Core.Repositories;
 using Bit.Core.Services;
+using Bit.Core.Settings;
 using Bit.Core.Utilities;
 using Bit.Test.Common.AutoFixture;
 using Bit.Test.Common.AutoFixture.Attributes;
@@ -51,6 +52,9 @@ public class StripePaymentServiceTests
             Id = "S-1",
             CurrentPeriodEnd = DateTime.Today.AddDays(10),
         });
+        sutProvider.GetDependency<IGlobalSettings>()
+            .BaseServiceUri.CloudRegion
+            .Returns("US");
 
         var result = await sutProvider.Sut.PurchaseOrganizationAsync(organization, PaymentMethodType.Card, paymentToken, plan, 0, 0, false, taxInfo, provider);
 
@@ -67,7 +71,8 @@ public class StripePaymentServiceTests
             c.Source == paymentToken &&
             c.PaymentMethod == null &&
             c.Coupon == "msp-discount-35" &&
-            !c.Metadata.Any() &&
+            c.Metadata.Count == 1 &&
+            c.Metadata["region"] == "US" &&
             c.InvoiceSettings.DefaultPaymentMethod == null &&
             c.Address.Country == taxInfo.BillingAddressCountry &&
             c.Address.PostalCode == taxInfo.BillingAddressPostalCode &&
@@ -101,6 +106,9 @@ public class StripePaymentServiceTests
             Id = "S-1",
             CurrentPeriodEnd = DateTime.Today.AddDays(10),
         });
+        sutProvider.GetDependency<IGlobalSettings>()
+            .BaseServiceUri.CloudRegion
+            .Returns("US");
 
         var result = await sutProvider.Sut.PurchaseOrganizationAsync(organization, PaymentMethodType.Card, paymentToken, plan, 0, 0, false, taxInfo);
 
@@ -116,7 +124,8 @@ public class StripePaymentServiceTests
             c.Email == organization.BillingEmail &&
             c.Source == paymentToken &&
             c.PaymentMethod == null &&
-            !c.Metadata.Any() &&
+            c.Metadata.Count == 1 &&
+            c.Metadata["region"] == "US" &&
             c.InvoiceSettings.DefaultPaymentMethod == null &&
             c.InvoiceSettings.CustomFields != null &&
             c.InvoiceSettings.CustomFields[0].Name == "Organization" &&
@@ -154,6 +163,9 @@ public class StripePaymentServiceTests
             Id = "S-1",
             CurrentPeriodEnd = DateTime.Today.AddDays(10),
         });
+        sutProvider.GetDependency<IGlobalSettings>()
+            .BaseServiceUri.CloudRegion
+            .Returns("US");
 
         var result = await sutProvider.Sut.PurchaseOrganizationAsync(organization, PaymentMethodType.Card, paymentToken, plan, 0, 0, false, taxInfo);
 
@@ -169,7 +181,8 @@ public class StripePaymentServiceTests
             c.Email == organization.BillingEmail &&
             c.Source == null &&
             c.PaymentMethod == paymentToken &&
-            !c.Metadata.Any() &&
+            c.Metadata.Count == 1 &&
+            c.Metadata["region"] == "US" &&
             c.InvoiceSettings.DefaultPaymentMethod == paymentToken &&
             c.InvoiceSettings.CustomFields != null &&
             c.InvoiceSettings.CustomFields[0].Name == "Organization" &&
@@ -300,6 +313,10 @@ public class StripePaymentServiceTests
             CurrentPeriodEnd = DateTime.Today.AddDays(10),
         });
 
+        sutProvider.GetDependency<IGlobalSettings>()
+            .BaseServiceUri.CloudRegion
+            .Returns("US");
+
         var customer = Substitute.For<Customer>();
         customer.Id.ReturnsForAnyArgs("Braintree-Id");
         customer.PaymentMethods.ReturnsForAnyArgs(new[] { Substitute.For<PaymentMethod>() });
@@ -323,8 +340,9 @@ public class StripePaymentServiceTests
             c.Description == organization.BusinessName &&
             c.Email == organization.BillingEmail &&
             c.PaymentMethod == null &&
-            c.Metadata.Count == 1 &&
+            c.Metadata.Count == 2 &&
             c.Metadata["btCustomerId"] == "Braintree-Id" &&
+            c.Metadata["region"] == "US" &&
             c.InvoiceSettings.DefaultPaymentMethod == null &&
             c.Address.Country == taxInfo.BillingAddressCountry &&
             c.Address.PostalCode == taxInfo.BillingAddressPostalCode &&