Meeting Dale is always fun, and usually can be found with Chip all over the Disney Parks and Resorts.
At Walt Disney World, Chip and Dale are regularly in Frontierland/Liberty Square in the Magic Kingdom; around the hub in Hollywood Studios; at Rafiki's Planet Watch in Animal Kingdom; and in Future World at EPCOT.
At Disneyland Paris they can be found pretty much anywhere from Discoveryland, Frontierland, and Adventureland in Disneyland Park; and in Productions Courtyard at Walt Disney Studios.
In Disneyland California Chip and Dale are frequently in Town Square, and Toontown. Over at DCA they meet everyday on Buena Vista Street.
In Tokyo Dale is often out in World Bazaar, Toontown and Westernland in Disneyland Park. In DisneySea he is out regularly in American Waterfront, the Entrance Plaza, and Port Discovery
Dale meets regularly in Hong Kong Disneyland, either on Main Street or at Grizzly Gulch.
On the Cruise Line, Dale can be found in various location throughout your sailing, from Pirate Night, Formal Night and up on deck. Check your Personal Navigator everyday for details.