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All 4 Skagway B&Bs / inns

Chilkoot Trail Outpost

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2.0 of 5 Bed and Breakfast   |   7 Mile Dyea Road, Skagway, AK 99840
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Hotel amenities
Special Offer
Free Surf and Turf BBQ!
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Chilkoot Trail Outpost
Ranked #1 of 4 Skagway B&B and Inns
Certificate of Excellence 2014
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209 people have reviewed this hotel

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Rating summary
  • Sleep Quality
    5 of 5 stars
  • Location
    4.5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (36)
Date | Rating
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English first
Edmonton, Alberta
Senior Reviewer
8 reviews 8 reviews
6 hotel reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed 6 days ago NEW

Great little family run operation. We stayed in a hikers cabin and they were kind enough to provide an extra mattress because we had 3 in the room... the hikers cabin is half a normal size cabin so it is a tight squeeze for three, but it did the trick... functional, clean room. Slept well, and had a nice hot... More

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Sao Luis, MA
5 reviews 5 reviews
5 of 5 stars Reviewed 1 week ago NEW

We'll forget the weather but we definitely will remember the time spent at the Chilkoot Trail Outpost. It is off the beaten track which we were grateful for as Skagway is overrun with cruisers. We were seduced by the owners who made us feel right at home. They were very thoughtful and every detail was thought through to make our... More

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Toronto, Canada
Senior Reviewer
6 reviews 6 reviews
4 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 1 week ago

Chilkoot Trail Outpost is a short drive from town (Skagway), but well worth the effort! If we hadn't chosen this charming sojourn, we would not have seen this whole other side to this quaint but somewhat over-commercialized area, often overrun by cruisers. Soak up the scenery, wilderness and awesome nature - whilst learning about a more accurate historic account of... More

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Senior Reviewer
9 reviews 9 reviews
4 hotel reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed 1 week ago

If you're planning to do the Chilkoot Trail the Chilkoot Trail Outpost is the place to stay before (and after) you hit the trail. The cabins are warm and comfortable and the property is adjacent to the trailhead. Kathy is a gracious host with lots of knowledge of local history. The night we arrived my friends and I enjoyed a... More

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Ottawa, Ontario
2 reviews
5 of 5 stars Reviewed 1 week ago

We spent 3 nights at the Chilkoot Trail Outpost and would highly recommend it to anyone who wants a genuine Alaskan experience. The cabins are beautiful and well appointed. Kathy and Fred are so welcoming and knowledgeable, that you feel right at home. They are close to the start of the Chilkoot Trail, Dyea with all its history and wildlife.... More

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Prescott, Ontario, Canada
1 review
5 of 5 stars Reviewed 2 weeks ago

Hard to judge which was greater, the hospitality or the comfort. From the moment you drive in you feel welcomed by Cathy and Fred. Breakfast was good and they can help with any and all planning for activities in the area. Our cabin was so clean, warm and cozy. A great sleep in a great bed. The kids loved the... More

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Senior Contributor
38 reviews 38 reviews
23 hotel reviews
19 helpful votes 19 helpful votes
5 of 5 stars Reviewed 2 weeks ago

The Chilkoot Trail Outpost is 9 miles outside of Skagway, but worlds away if you are interested in escaping the cruise ship madness.  It's location is about 1/3 mile from the start of the Chilkoot Trail and a mile or so from historic Dyea, the old gold rush town.  The cabins are equipped with full baths, very comfortable beds, and... More

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Calgary, Canada
4 reviews 4 reviews
5 of 5 stars Reviewed 2 weeks ago

This is the place to start and end your Chilkoot Trail adventure. Our family of four hiked the Chilkoot Trail this summer and we signed up for the "Hiker's Suite Deal". It was exactly what we were looking for. The Outpost is just a few steps away from the Chilkoot Trail trailhead. We had the surf and turf dinner before... More

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Hamilton, Canada
Senior Contributor
23 reviews 23 reviews
8 hotel reviews
4 helpful votes 4 helpful votes
4 of 5 stars Reviewed 3 weeks ago

I really enjoyed the location and beautiful cabins. Exactly as advertised! They were great at booking the excursions and helping out. We loved the hike and river rafting journey! amazing guide and scenery was stunning!....we then used the bikes at this resort.....they are very old and run down...in need of repair or updating......but we managed a two hour journey on... More

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Los Angeles, California
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 3 weeks ago

we have a amazing stay at the outpost. Kathy and Fred are super nice.we stayed 4 days there.Nice cabin to live in.We don't know where can have fun. They recommend and book the reservation for us of hike&float,white pass,even the glacier points. We enjoy it very much.The food at the outpost are the best at Skagway. Breakfast,salmon,salad,s'more's and so on.Now... More

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Additional Information about Chilkoot Trail Outpost

Address: 7 Mile Dyea Road, Skagway, AK 99840
Phone Number:
Location: United States > Alaska > Skagway
Price Range (Based on Average Rates): $$
Hotel Class:2 star — Chilkoot Trail Outpost 2*

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Bar / Lounge Beach Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Children Activities ( Kid / Family Friendly ) Kitchenette Restaurant Room Service Suites Wheelchair access
Hotel Class
Official Description (provided by the hotel)
Located at the famous Chilkoot Trail, your local Outpost hosts, the Hosford family, pledge a one of-a-kind Alaskan experience in lodging. We will be happy to assist you in planning your stay to maximize you visit. Enjoy the beautiful landscape where the ocean meets the river surrounded by snow-capped mountains. Distinguished in Alaska Business magazine, the Outpost was named among the top 15 high-end accommodations Alaska Style. Comforts include a hearty full Alaskan breakfast, cooking gazebo, bicycles, s'mores by the campfire, wi/fi, satellite TV, in-room coffee/treats, microwave, fridge and private baths. New in 2012, 1800 Sq Ft Retreat and Convention Center. ... more   less 
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  • Can tickets for local attractions be purchased at the front desk?
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  • At what time does the pool open each day?

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