I'm having a very difficult time finding a venue for my wedding. I'd ideally like to have it in the Colorado Springs area, but I can't seem to find an outdoor area that can fit up to 150 people without charging thousands of dollars for what my fiance likes to call "a place to stand." You'd think that this area would have lots of options, but I'm finding very few. Any suggestions out there? I'm starting to get desprate!

Did you check the Lodge at Cathedral Pines?  Garden of the Gods Trading Post?  Rockledge Inn in Manitou Springs?  The Club at Flying Horse?  The Briarhurst?  Hillside Gardens & Nursery?  I have no idea on cost at these places, they are just venues I know of ;)

Not sure what your budget is, but if you have a "smaller" budget you can try Wonderland Ranch.  Huge open, outdoor camp like space and REALLY affordable.

The Pinery

You can also get married at Shove Chapel (Colorado College Chapel) for 800.00, but the reception will need to be at a different location.

You can also get married at Garden of the Gods for free (location is first come first serve), check into the number of ppl it can accommodate

The Secret Garden (never been here and I don't know the guest max)

Glen Eryie Conference Center

Hillside Gardens site said guest max of 250

I hope this list will help you.  I don't know your budget, but most of these are on the lower end.