Portland, Oregon to Arlington, Virginia – the Cross Country Route [21 Days/20 Nights – July 31 – August 20, 2021]

Coast to Coast, baby! This is the main gig on the Centennial Ride event. Portland is our West Coast Start City, and you will ride all the way across our great nation visiting historic sites, riding cool roads, and seeing the best of what the Northern United States has to offer. We’ll be riding secondary roads and avoiding highways as much as possible. Most days will be ~250 miles and there will be approximately one rest day per week, with 2-night stops at Yellowstone National Park and in Knoxville, Tennessee. It’s the perfect balance of “seeing it all” and “getting there”…

This route travels along the northern portion of the USA. From our start in pretty Portland, we spend 8 days on the road heading to the 81st Anniversary of the Sturgis motorcycle rally. There we’ll spend 2 nights in the area riding the Black Hills and participating in the Biker Belles Celebration, and if you’ve never been to Sturgis and want to experience the best of it without any of the drama, then this is your opportunity. We’ll spend two nights in the Sturgis area, then continue on heading East towards Knoxville, TN, where the 19th Amendment was signed. After our celebration in Knoxville, we’ll ride to Arlington, Virginia, where you can choose to go home or stay for the Women’s Motorcycle Festival and Conference.


  • Portland Launch Party
  • Harley-Davidson Museum Tours
  • Harley-Davidson Demo Rides
  • Harley-Davidson Party at MOTOR
  • North Cascades Highway
  • Bridge of the Gods
  • Lolo Pass
  • A full day to ride inside Yellowstone National Park
  • Riding the Black Hills
  • Needles Highway or Mt. Rushmore
  • Devil’s Tower
  • Sturgis Motorcycle Rally – 81st Anniversary
  • Sturgis Buffalo Chip Biker Belles Group Ride
  • Sturgis Buffalo Chip Biker Belles Celebration
  • Women’s Motorcycle Festival and Conference (separate registration required)
Night Date Start Stay In Miles
1 Saturday, July 31, 2021 ***** Portland, OR *****
2 Sunday, August 1, 2021 Portland, OR The Dalles, OR 112
3 Monday, August 2, 2021 The Dalles, OR Lewiston, ID 263
4 Tuesday, August 3, 2021 Lewiston, ID Missoula, MT 217
5 Wednesday, August 4, 2021 Missoula, MT Butte, MT 159
6 Thursday, August 5, 2021 Butte, MT West Yellowstone, MT 153
7 Friday, August 6, 2021 ***** West Yellowstone, MT 100
8 Saturday, August 7, 2021 West Yellowstone, MT Cody, WY 133
9 Sunday, August 8, 2021 Cody, WY Buffalo, WY 175
10 Monday, August 9, 2021 Buffalo, WY STURGIS 233
11 Tuesday, August 10, 2021 Sturgis STURGIS *****
12 Wednesday, August 11, 2021 Sturgis Murdo, SD 326
13 Thursday, August 12, 2021 Murdo, SD Mankato, MN 364
14 Friday, August 13, 2021 Mankato, MN Milwaukee, WI 359
15 Saturday, August 14, 2021 Milwaukee, WI Milwaukee, WI ***
16 Sunday, August 15, 2021 Milwaukee, WI Bloomington, IN 240
17 Monday, August 16, 2021 Bloomington, IN Knoxville, TN 340
18 Tuesday, August 17, 2021 **** Knoxville, TN ****
19 Wednesday, August 18, 2021 Knoxville, TN Roanoke, VA 288
20 Thursday, August 19, 2021 Roanoke, VA CONFERENCE 233
21 Friday, August 20, 2021 CONFERENCE CONFERENCE ***
22 Saturday, August 21, 2021 CONFERENCE CONFERENCE ***
23 Sunday, August 22, 2021 ride home ride home ride home

*This itinerary is subject to change.

Chose Your Registration Type

Fully-Guided Registration

Fully-Guided Registration: Ride, Relax, Enjoy!

A ‘done for you’ touring/vacation experience with nothing to do but show up and ride! We’ve got all the logistics covered and will handle all the details and any travel hassles that come up.

Fully-Guided Registration – What’s Included:

  • Event Fee
  • Portland Start City Party
  • Harley-Davidson Museum Tours
  • Harley-Davidson Demo Rides
  • Harley-Davidson Party at MOTOR
  • Accommodations (All hotel rooms)
  • All Breakfasts and Dinners (Except rest day dinners in Sturgis and Yellowstone)
  • Professional Ride Guides who lead you and smooth over any and all obstacles – many are MSF instructors
  • Breakdown Assistance and Pickup
  • Daily Route Briefing with Route Leaders
  • Logistical Support
  • Chase Vehicle Support (We carry your luggage so you only have to ride with layers, a camera, and a bottle of water!)
  • Automatic Check-in at hotels (keys waiting for you)
  • Free Parking
  • Dinner with the main group
  • Free entry to all event activities
  • Roommate matching service
  • Centennial Ride Keepsake
  • Special Surprises exclusively for Fully-Guided Riders
  • Knoxville Celebration

Fully-Guided Registration – What’s NOT Included:

Gas, tips, tolls, incidentals at the hotels, alcoholic beverages, dinners on the rest days, National Parks entry fees and single rooms. Note that the Women’s Motorcycle Conference is NOT included and you will have to register separately for that event on Eventbrite.

Your registration fee includes a $50 donation to Final Salute, Inc., our event charity that supports homeless women veterans.

Single Room = +$2,499

Register as Fully-Guided

Self-Guided Registration

Self-Guided Registration: The DIY Pay-As-You-Go Option

If you register as a self-guided rider, then you are completely connected to us yet totally independent…you’ll pay an event fee to participate, then pick and choose what you want to participate in. This way you only pay for what you’re interested in – not the whole shebang.

After you register, we’ll send you a form on which you can let us know what nights you’ll be with us and your billing details, and we’ll send your booking details directly to our hotels (thereby saving you having to call all 11 hotels). They’ll charge you directly for any deposits and fees and you’re responsible for any changes to your reservations. (Note that because we are in some big cities with lots of events going on at the same time as ours you may have to pay a deposit well in advance – our contract with each hotel is different.) We’ve tried our best to negotiate breakfasts to be included in your discounted room rates, but there will be some hotels where we did not (like those $38 breakfast buffets at big-city hotels) so you can make that choice on your own.

Once you’re registered you’ll be able to find your own roommate (if you want one to help reduce costs) in our closed Facebook Group for Centennial Ride riders.

Self-Guided Registration – What’s Included:

  • Event Fee
  • Harley-Davidson Museum Tours
  • Harley-Davidson Demo Rides
  • Harley-Davidson Party at MOTOR
  • Portland Start City Party
  • Hotel Room Reservations (so you don’t have to call all 21 hotels)
  • Route Information
  • Information on and access to any and all “free” events we’ve negotiated along the way
  • Any “free” lunches at dealerships or partner venues along the way
  • Any “free” evening happy hours we’ve negotiated for the entire group
  • Daily Briefings (if desired)
  • Route Book
  • Goodie Bag
  • Centennial Ride Keepsake

Self-Guided Registration – What’s NOT Included:

  • Centennial Ride Experiences
  • Sturgis Biker Belles Registration
  • Women’s Motorcycle Conference
  • Professional Ride Guides who lead you and smooth over obstacles (most are MSF instructors)
  • Chase Vehicle Support
  • Roommate matching service
  • Tips
  • Incidentals at the hotels
  • Accommodations (Hotel rooms)
  • Meals (some breakfasts are included)
  • Breakdown Assistance and Pickup (we strongly suggest you purchase your own)
  • Logistical Support (You carry all your own luggage and schlep it inside the hotel)
  • Automatic Check-in at hotels (keys ready and waiting for you..you will need to check-in and pay yourself)
  • Parking
  • Any event activities
  • Gas
  • Tolls
  • Alcoholic beverages
  • Museum entry fees
  • National Park entry fees

Your registration fee includes a $50 donation to Final Salute, Inc., our event charity that supports homeless women veterans.


(As a self-guided rider you will need to register for the Biker Belles Celebration and the Women’s Motorcycle Festival and Conference if you want to participate in either.)

Register as Self-Guided

Do you have more questions you need answered before you can register? Be sure to check out our Event FAQ. Still confused? Email Office@WomensMotorcycleTours.com after reading the Event FAQ and we’ll get you sorted out!

Be sure to sign up for email updates because we’ll be adding more experiences and new ways to join and that’s where we’ll announce our live Q&A call-in sessions.