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Homestead resort. All that + a resort
Harper’s Ferry is always a nice time! No Marriott’s that I’m aware of unfortunately, but some nice B&Bs.
Omni homestead resort
The inn at little washington
Glen Gordon manor is right down the road from there and is amazing. I've stayed there a couple of times and just went to inn at little Washington for dinner. Coffee at GGM is so good
https://www.marriott.com/en-us/hotels/waswg-gaithersburg-marriott-washingtonian-center/overview/
Salamander resort
They don’t own the spa?! Also weird that the only pool is in the spa
Sperryville is lovely (can’t use Marriott points there though), otherwise I’d recommend looking somewhere in the Blue Ridge mountains (but keep in mind that when you’re dealing with mountains/lakes around here there aren’t like Marriott resorts…except for Omni Homestead which others have recommended!!)
You also might think about West Virginia - again you can’t use Marriott points, but Hilbrook Inn and Spa is lovely (and chef is amazing, he was at Goodstone until like a year ago when he moved to Hillbrook)
Stay at the Fairfield in strasburg. Not upscale but 15 minutes away from hiking at buzzard point or eagle rock (or others). Go to box office for food after showering and then star in the valley estate vineyards for a flight. Other wineries and hikes so close by too!!
Grand Capacon West Virginia
Also Charlottesville for Marriott points - wineries, breweries, hiking galore
Seconding RSM1 on CVille - Corner bars are the best (e.g. Trin, Boylan, Virg) and you can hike Humpback!
Trin lolol plz stop
Salamander
South Eastern PA South of Philly. Has some gorgeous rolling hills.
I recommend Deep Creek Lake, Maryland.