Here is some additional info for this. Just now, I restarted Xcode 7, opened my playground file and simply added a blank line at the bottom. The playground is now stuck on "Running My Playground". I opened Console and found this.
9/18/15 2:40:42.154 PM Xcode[1543]: [MT] DVTAssertions: Warning in /Library/Caches/com.apple.xbs/Sources/IDELanguageSupport/IDELanguageSupport-8165/IDELanguageSupportUI/Playground/Document/IDEPlaygroundDataSerializationCoordinator.m:148
Details: serializedPlaygroundDataPath does not exist in file system: /var/folders/d8/tg88jkd94cl1_zh23cv8trz40000gn/T/com.apple.dt.Xcode.pg/serialization/playgroundserialization-1569-4
Object: <IDEPlaygroundDataSerializationCoordinator: 0x7fb88c8711a0>
Method: -handleNewSerializedPlaygroundDataAtPath:forPlaygroundDocument:
Thread: <NSThread: 0x7fb88ad3d690>{number = 1, name = main}
Please file a bug at http://bugreport.apple.com with this warning message and any useful information you can provide.
And I also found this, repeated several times.
9/18/15 2:46:25.633 PM com.apple.usbmuxd[83]: SCEDeviceSocketCallback 0x7f853c9038c0-Xcode/com.apple.dt.Xcode remote peer closed connection for sce 0x7f853c9038c0.
9/18/15 2:46:25.634 PM Xcode[1678]: CompanionProxy: CPXCopyValueFromPairedDevice:490 (0x0x11f5e5000): Failed to receive response: 0xe800000e
9/18/15 2:46:26.378 PM Xcode[1678]: AMDeviceSecureStartService (thread 0x11f5e5000): Starting services on paired watches not supported