Ideas for a weekend with friends?
#1
Original Poster
FlyerTalk Evangelist



Join Date: Nov 2002
Location: ORD
Posts: 14,773
Ideas for a weekend with friends?
A few friends and I take a trip once or twice a year together (we were all roommates in/after college).
Usually, we go on a wine trip, to Napa or the Willamette Valley. In fact, the Willamette is our favorite destination. We have done non-wine trips but it always seems to rain when we do...
In any case, we're trying to figure out where to go this year. Portland OR is a little far for me, and another of us is expecting a baby shortly after the proposed trip at the end of Sept so he doesn't want to be too far for too long from his wife.
One of us is a bona fide wine connoisseur with an 8000 bottle cellar who always wants to go on a wine trip. He can be convinced to do otherwise, as long as there are nice restaurants with respectable-to-him wine lists. He suggested Blackberry Farm in Tennessee, but it's ludicrously expensive.
We would like to go somewhere rural or semi-rural with outdoor activities (hiking, golf, perhaps something boat related). In the past, we've gone to Shelbourne Farm in Vermont (it's a contender for a repeat), Lake Geneva WI. Can people suggest a resort or rural area with good restaurants and nice outdoor activities that is doable for a weekend from Chicago or the east coast?
Thanks
Usually, we go on a wine trip, to Napa or the Willamette Valley. In fact, the Willamette is our favorite destination. We have done non-wine trips but it always seems to rain when we do...
In any case, we're trying to figure out where to go this year. Portland OR is a little far for me, and another of us is expecting a baby shortly after the proposed trip at the end of Sept so he doesn't want to be too far for too long from his wife.
One of us is a bona fide wine connoisseur with an 8000 bottle cellar who always wants to go on a wine trip. He can be convinced to do otherwise, as long as there are nice restaurants with respectable-to-him wine lists. He suggested Blackberry Farm in Tennessee, but it's ludicrously expensive.
We would like to go somewhere rural or semi-rural with outdoor activities (hiking, golf, perhaps something boat related). In the past, we've gone to Shelbourne Farm in Vermont (it's a contender for a repeat), Lake Geneva WI. Can people suggest a resort or rural area with good restaurants and nice outdoor activities that is doable for a weekend from Chicago or the east coast?
Thanks
#4
FlyerTalk Evangelist
Join Date: Apr 2000
Location: FLL -> Where The Boyars Are
Programs: AA EXP 1.7 M, Hilton Gold, Hertz 5*, AARP Sophomore, 14-time Croix de Candlestick
Posts: 18,669
I know you're looking away from the West Coast, but I will post this for reference - it does fit some of your criteria:
https://www.thrillist.com/travel/nat...itish-columbia
https://www.thrillist.com/travel/nat...itish-columbia
#5
Join Date: Nov 2015
Programs: UA Gold
Posts: 183
Gateway Colorado is a very interesting area and is near Colorado's wine country. http://www.gatewaycanyons.com
#11
Join Date: Nov 2012
Location: YOW
Posts: 1,024
Niagara on the Lake
Prince Edward County, ON - it's the new food and wine destination
http://www.princeedwardcountywine.ca
http://prince-edward-county.com
Eastern Townships, Quebec http://www.easterntownships.org
Prince Edward County, ON - it's the new food and wine destination
http://www.princeedwardcountywine.ca
http://prince-edward-county.com
Eastern Townships, Quebec http://www.easterntownships.org











