Hello Elizabeth,
Yee-Haw!!!! It sounds like you have planned a down-right, root'n, toot'n, family fun kind-of magical Disney night. I love how you themed your evening around, just a good ol' time.
At the moment,
Chip N' Dale's Campfire Sing-A-Long, located at The Campsites at Disney's Fort Wilderness Resort, is scheduled for 8:00 p.m. on the evening of October 23rd. However, be advised times are subject to change. As your vacation comes closer be sure to double check the time.
I feel a 5:10 p.m. advance dining reservation, at Whispering Canyon Cafe, is a practically perfect time. It will allow your family plenty of time to eat and enjoy the shenanigans of those rascally servers. And as always, ask for "KETCHUP!!!"
Once you are finished dining, make your way to Disney's Wilderness Lodge boat launch and take a leisurely boat ride to Disney's Fort Wilderness Resort. Once there, Cast Members can guide you to your final destination via the internal bus system. Estimate about 30 minutes of travel time. If you are not providing your own marshmallows and sticks, S'mores kits are available for purchase at the Chuckwagon Snack Bar.
If I can be of any further pixie dusted assistance feel free to ask and enjoy your magical family-fun evening at Walt Disney World.
Amy M*o*