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This will be my first trip also. My brother will tow my camper out and I plan to ride out. It will only be around 700 miles for me. I plan to take two days getting there but I really dont want to run interstate the whole way. He will go the interstate route with the camper.
So looking at either highway 20 across Nebraska and then north somewhere close to the western border.
Or
Highway 44 across South Dakota heading north close to the western border.
From Iowa...20 isn't bad to 385 into the black hills....pretty good route. Everytime we go, 10 couples, we rent two homes by Lead, centrally located....fantastic time...only gotcha you night time and the deer...hills full of them. We paety on our own no need to go crazy at camp grounds, or bars, good roads, view and friendships. Lasting memories for ever....however you get there, whatever you do....you will be able to talk about it forever.
Experience it and be safe.....
My wife and I rode a pair of Limited's 4,130 miles in 15 days, we tent camped, hotel and bed & breakfastes. We stayed at the Bullock Hotel in Deadwood for 4 days. The Bullock is a great place to stay, park the bike and enjoy the main street of Deadwood. Only 23 miles to Sturgis. I never trailer, we alway ride and we went up in two days from Houston. We went north to Red Lodge, MT before turning back south and over the Beartooth Pass to Yellowstone, down to Jackson WY, to Silverton CO and back to Houston. 11 states in 15 days, we had 16 days off but pushed on in to have a day to rest before going back to work. I'm 66 and my wife is 53, if we can ride over 800 miles days you can too.
As far as oil, no problem starting on fresh oil and change when you get back. Check in in the mornings just to make sure you stay full.
Book you location now for anywhere around Sturgis, they book up quick, even tent camping. For tent camping try "Wild Bills Campground".
Went this year and stayed in Deadwood, rode over to Sturgis on a couple of days around $300 per night shared with a mate so wasn't to bad, lots of good rides and meet some real great people each day. Lots of great info on this tread. Good luck next year.
I live in Sioux Falls, 380 miles east, I go to Sturgis every year.
Hotel/motel anywhere in the Hills the month of August is expensive. And there is no guarantee that any hotel/motel will be party free, could be just as noisy as a campground.
There are some campgrounds that advertise and enforce a "tamer" experience. I have stayed at Bear Butte Creek campground for several years. They have good grub at a reasonable price, a beer/wine barn where prices are 1/3 of what they are down town, and I have NEVER wanted for hot water. They have live music every night until 1am then the party is over.
One advantage to campgrounds is you can buy a wrist band for "Da Bus" that will pick you up at campground entance, drop you off down town, or Buffalo Chip, or Full throttle or any of the other camps. The wristband can be purchased for the duration of your stay. I pay $20 a night, no electricity.
Depending on the size of your group, I like the idea of renting a house or cabin, it is cost effective to spread the cost across more people. Last year I rode with a group that rented a cabin out by Nemo, 5 guys, 5 days, $1500. The gal renting the cabin asked if they wanted any groceries stocked in for their first night. They requested 5 cases of beer and a dozen eggs, LOL.
The downside is how far do you have to ride back to the cabin. The second day they were in the Hills, they went to Sturgis at 9am. The went to Buffalo Chip at 3PM. They decided to stay for a Kid Rock Concert that started at 10pm, got caught in a torrential downpour and got out of Buffalo Chip at 2am. They still had about an hour ride back to their cabin in the blackest of a black forest. That's not my idea of fun.
There are places to get oil changes, tire changes and complete overhauls in Sturgis. They are very very busy, drop the bike off in the morning and come back a couple hours later. Except tires, the do tires pretty fast. I'd wait and hit an HD dealer away from Sturgis. HD dealer in Rapid City will be busy, but there is ALOT to see and do there while you wait. They have almost as many aftermarket and food vendors as LaSalle street. If you'd be heading east on I90, J&L Harley in Sioux Falls would be a good option too.
There is an airport in Rapid City. Having your wife fly into Sioux Falls and riding across South Dakota with you would be an option too.
You will have a great experience. The roads already mentioned are just a great time, and yes traffic is a PIA. But I wouldn't miss it.
I say go for Glenco. If the noise if what you are worried about there are spots way off "tittyalley", so you can get away from the noise. The fun is great and there is a lot to see and experience.
For rides I suggest the ride to Devils Tower by way of Belle Fourche, Spearfish Canyon, Nemo, and the more westerly route north and south through the hills. needles is nice but can get crowded.
My group rides out from Sioux Falls, the trip is 400 miles, but we take Hwy 34 in and not I90. It has been Glčnco for us every year and not once have I had issues sleeping, etc. Take some ear plugs along if you think you will be kept awake wt night.
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