Best Answer #23: from Doug Sears:
"This is a list ... of the hotels in operation in 1900; within the town of Woodstock:
HOTEL NAME                 ADDRESS         PROPRIETOR       CURRENT USE
Arlington Hotel,         45 Finkle         R. Ritter        Parking lot
Buckingham Hotel    390-394 Dundas         H.A. Wills       Masonic Temple
Caister House,          441 Dundas         Lot Strode       Bk. Of Commerce
Central Hotel,          539 Dundas         A.J. Branton     Canada Trust
Commercial Hotel,        15 Graham         Frank N. Scott   Studio Nine
CPR Hotel,              206 Winnett        Unknown          1950s aptms.
Hotel Oxford,    NW cor. Finkle/Oxford     Charles A. Pyne  Shades of Green
International Hotel,    614 Dundas         H & F Matthews   Strip mall.
New Dufferin,           476 Peel St.       George Douglas   Royal Bk.Centre
North American Hotel,   347 Dundas         Peter Mitchell   Beckers
Rapson House,               Victoria St.S. C.E. Rapson      'The Zoo'
Royal Hotel,        SE cor. Dundas/Brock   P. Farrell       Canada Trust

Sources used: Roy C. Johnstone, ‘Inns and Taverns, Oxford County’; Doug M. Symons, ‘The Village That Straddled The Swamp'; Woodstock Directory 1901 (Woodstock Public Library)"

Extra Information From Quiz Committee:
The City’s hotels had many clients, even though at upwards of $1 a night (1903 Arlington Hotel advertisement) prices were more expensive than in a rooming house. Commercial travellers who came to town by train, would stay at a hotel while visiting their retail clients, and might also rent the hotel’s ‘Sample Room’ in which to display their samples. Many hotels had their own livery stables for the horses and carriages of area residents as they came in to do weekly shopping. Certainly, most hotels had a bar. The bar of the North American Hotel was well-known as the place where many a local farmer relaxed on a Saturday market day while his wife did the shopping. Unless his wife drove, it is fortunate that the horse usually knew its way home when it came time for Dad to take the family back. Prohibition in Ontario from 1916/17 to 1927 killed the bars and many smaller hotels folded.

Sources:
- W.J. McDonald, ’70 Years Down Memory Lane’ (Presentation to Oxford Historical Society, Sep 27, 1974)
- Cyclopedia Canadiana, 1958 (Oxford Historical Society)