There are 22 buildings and sites in Sitka that appear in the National Register of Historic Places.
On October 18, Alaska celebrates Alaska Day to commemorate the Alaska purchase. The City of Sitka holds an annual Alaska Day Festival. This week-long event includes a reenactment ceremony of the signing of the Alaska purchase, as well as interpretive programs at museums and parks, special exhibits, aircraft displays and film showings, receptions, historic sites and buildings tours, food, prose writing contest essays, Native and other dancing, and entertainment and more. The first recorded Alaska Day Festival was held in 1949.
Kettleson Memorial Library is the public library for Sitka. It receives about 100,000 guests annually and houses a collection of 75,000 books, audiobooks, music recordings, reference resources, videos (DVD and VHS) as well as an assortment of Alaskan and national periodicals. Its annual circulation is 133,000. The library is well known by visitors for its view. The large windows in front of the reading area look south across Eastern Channel towards the Pyramids.
Until its closing, Sitka was also home to Stratton Library, the academic library of Sheldon Jackson College.
Sitka is served by the Daily Sitka Sentinel, one of the remaining few independently-owned daily newspapers in the state. Sitka also receives circulation of the Capital City Weekly a weekly regional newspaper based out of Juneau.
Alaska's first newspaper following the Alaska purchase, the Sitka Times, was published by Barney O. Ragan on September 19, 1868. Only four issues were published that year, as Ragan cited a lack of resources available at the time. The paper resumed publishing the following year as the Alaska Times. In 1870, it moved to Seattle, where the year following it was renamed the Seattle Times (not to be confused with the modern-day newspaper of the same name).
There are two hospitals in Sitka.
Sitka Community Hospital is in the downtown area and offers a full range of health care services including general medical care, surgery, 24/7 emergency room, laboratory, radiology, rehabilitative services, outpatient clinic, home health, infusion therapy, visiting specialists and long term care.
Edgecumbe Hospital is across Sitka Harbor on Japonski Island about half a mile from Sitka Rocky Gutierrez Airport. The facility is part of the Southeast Alaska Regional Health Consortium, or SEARHC, a non-profit tribal health consortium of 18 Native communities. The hospital serves as a regional referral center for people throughout Southeast Alaska, and also provides primary outpatient care. Numerous specialty clinics are offered at the hospital that are not available in the smaller communities such as: neurology, orthopedic, dermatology, ophthalmology and denture clinic.