The Weekender: Charlottesville, VA

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Check Into the Clifton Inn
The white-columned Clifton Inn is set on 100 acres, which include a swimming pool and a croquet lawn that oozes the sort of genteel Southern charm you’d expect in Charlottesville. More of an upscale hotel than a proper B&B, it still allows you to enjoy a complimentary breakfast or afternoon tea on its elegant veranda.
Pack: A rich, leather carryall.
Stroll Along the Downtown Mall
Slip on: Some sleek but chic footwear. You’ll thank us later when you see someone stumble in high heels on the uneven brick.
Experience Virginia Wine Country at Its Finest
Bring: A picnic tote to carry your favorite Cab Franc (a popular Virginia varietal) while you stroll along the splendid lawns.
Dine at Mono Loco for Not-Your-Average Mexican Cuisine
Wear: A lightweight leather jacket that will stave off any chill so you can dine alfresco beneath the twinkling lights.
Take in the View From Humpback Rock
Don’t forget: Your trusty, BPA-free S’well water bottle to stay hydrated (especially after all that wine).
Make the Pilgrimage to Monticello
Top it off: With fall’s must-have hat, the felt fedora.

Photo By: Pauline Kenny via Flickr Creative Commons BY 2.0
Photo By: abi.bhattachan via Flickr Creative Commons BY 2.0
Photo By: Southern Foodways Alliance via Flickr Creative Commons BY 2.0
Photo By: Bob Mical via Flickr Creative Commons BY-NC 2.0
Photo By: abi.bhattachan via Flickr Creative Commons BY 2.0
Photo By: John McTarnaghan via Flickr Creative Commons BY 2.0