Planning a trip to Deadwood, SD? This historic Black Hills town is full of charm, but a few local tips can make your visit even better. From free trolleys to must-have guides, here are 10 smart travel tips to help you explore Deadwood like a pro!
1. Get the Deadwood PastPort Book
Available at visitor centers (501 Main St or 3 Siever St), this little book is totally free and includes trolley passes, fun historic info, and a stamp-collecting challenge. Complete it for a free prize! It’s available seasonally (mid-May to September), so grab it early.
2. Use the Trolley Instead of Driving
The Deadwood Trolley is a cheap & easy way to get around town (just $2 per ride or free with the PastPort). Parking can be tight in downtown Deadwood, especially during events, so skip the stress and let the trolley do the driving.
Pro tip: the trolley doesn’t always run exactly on time, so give yourself a 10–15 minute buffer.
3. Buy a Day Pass or Tokens Ahead of Time
You can buy day passes or $1 tokens at visitor centers or city offices if you’re visiting outside of PastPort season. This saves you from needing cash each time you hop on the trolley.
4. Avoid Parking on Main Street During Events
Main Street closes for parades, reenactments, and big events, so avoid trying to park there. Use the free parking lots and ride the trolley in instead.
5. Pack for Variable Weather
Deadwood sits at over 4,500 feet elevation. That means summer days can be hot, but mornings and evenings are often chilly. Bring layers, even in July. And storms roll in quickly—bring a light rain jacket just in case.
6. Time Your Visit to Avoid Crowds
Weekdays are far less crowded than weekends, especially during the summer and fall. If you want shorter lines at restaurants and less traffic, come mid-week. Spring and fall also offer great weather with fewer people.
7. Carry Cash for Small Stops
While most places take cards, small shops, historic sites, and parking meters may be cash-only. Keep a few bucks on you for tips, trolleys, or that must-have souvenir from a mom-and-pop shop.
8. Be Prepared for Altitude
If you’re coming from sea level, take it easy the first day or two. Stay hydrated, go easy on alcohol, and take breaks if you’re hiking or walking uphill (Mount Moriah, for example, is a steep climb!).
9. Book Lodging Early During Events
Big weekends like Days of ’76, Deadweird (Halloween) & Sturgis Rally fill up fast. Book your stay with Deadwood Connections months in advance or you’ll pay premium rates—or miss out altogether.
10. Visit the Info Centers First
The Deadwood Welcome Centers are staffed with friendly locals who know current trolley routes, event schedules, and parking tips. They often have coupons, too. Make it your first stop!
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