Aspen Prices Offering of $300 Million of Senior Notes

Hamilton, Bermuda – 07 November, 2013 – Aspen Insurance Holdings Limited (“Aspen” or the “Company”; Ticker: NYSE:AHL; BSX: AHL.BH) has priced $300 million of 4.650% senior notes due 2023 (the “Notes”). The Notes pay interest semi-annually on May 15 and November 15 and will mature on November 15, 2023.

Aspen intends to use the net proceeds to pay the redemption price on its $250 million aggregate principal amount outstanding of 6.00% senior notes due August 15, 2014 and to pay related fees, expenses and premiums. Any remaining net proceeds from the offering may be used for general corporate purposes. The closing of the offering is expected to occur on November 13, 2013, subject to certain customary conditions. Barclays, Citigroup, Deutsche Bank Securities and HSBC are acting as joint book-running managers for the offering.

The Notes are being offered pursuant to an effective shelf registration statement that has been filed with the U.S. Securities and Exchange Commission (“SEC”). Any offer, or solicitation to buy, if at all, will be made solely by means of a preliminary prospectus supplement and accompanying prospectus. Copies of the preliminary prospectus supplement and the final prospectus supplement and, in each case, the accompanying prospectus may be obtained, when available, from the SEC’s website at www.sec.gov. Alternatively, these documents are available from the underwriters by contacting any of the following:

·         Barclays Capital Inc., c/o Broadridge Financial Solutions, 1155 Long Island Avenue, Edgewood, NY 11717, telephone (888) 603-5847 or email Barclaysprospectus@broadridge.com

·         Citigroup Global Markets Inc., c/o Broadridge Financial Solutions, 1155 Long Island Avenue, Edgewood NY, 11717, telephone (800) 831-9146 or email batprospectusdept@citi.com

·         Deutsche Bank Securities Inc., 60 Wall Street, New York, NY 10005, Attention: Prospectus Group, telephone (800) 503-4611 or e-mail at prospectus.CPDG@db.com

·         HSBC Securities (USA) Inc., 452 Fifth Avenue, New York, NY 10018, Attention: Transaction Management Group, telephone (866) 811-8049 or email Debtprospectus@us.hsbc.com

This press release shall not constitute an offer to sell or a solicitation of an offer to buy the Notes, nor shall there be any sale of the Notes in any state or jurisdiction in which such offer, solicitation or sale would be unlawful prior to registration or qualification under the securities laws of any such state or jurisdiction.

About Aspen Insurance Holdings Limited

Aspen provides reinsurance and insurance coverage to clients in various domestic and global markets through wholly-owned subsidiaries and offices in Bermuda, France, Germany, Ireland, Singapore, Switzerland, the United Kingdom and the United States. For the year ended December 31, 2012, Aspen reported $10.3 billion in total assets, $4.8 billion in gross reserves, $3.5 billion in total shareholders’ equity and $2.6 billion in gross written premiums. Its operating subsidiaries have been assigned a rating of “A” (“Strong”) by Standard & Poor’s, an “A” (“Excellent”) by A.M. Best and an “A2” (“Good”) by Moody’s.

For further information please visit www.aspen.co or contact:

Investors

Kerry Calaiaro, Senior Vice President, Investor Relations, Aspen

Kerry.Calaiaro@aspen.co                  +1 646 502 1076

Kathleen de Guzman, Vice President, Investor Relations, Aspen

Kathleen.deGuzman@aspen.co        +1 646 289 4912

Media

Steve Colton, Head of Communications, Aspen

Steve.Colton@aspen.co                     +44 20 7184 8337

International – Citigate Dewe Rogerson Caroline Merrell or Jos Bieneman

caroline.merrell@citigatedr.co.uk

jos.bieneman@citigatedr.co.uk          +44 20 7638 9571

North America – Abernathy MacGregor

Carina Davidson

ccd@abmac.com                               +1 212 371 5999