Skyline Trail Vacation Packages for 2026
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Skyline Trail Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Broadway Times Square
Manhattan
Price was $1,994, price is now $1,702 per person
$1,702
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Broadway are located nearby.
Great stay and it’s in the heart of Times Square
Reviewed on Nov 15, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was $2,868, price is now $2,082 per person
$2,082
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free breakfast, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Times Square are located nearby.
We had a wonderful stay! The hotel was very clean, the staff was friendly and welcoming, and our spacious, beautiful room was ready before check in time. The complimentary breakfast offered a great variety of options. The location was perfect close to Times Square and within walking distance of restaurants, nightlife, and the Theater District. We truly enjoyed our stay and would definitely stay here again! Highly recommend!
Reviewed on Nov 14, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was $2,723, price is now $2,001 per person
$2,001
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
The lifts take too long.
Breakfast is a disaster.
The bar is poor.
Location ok. Luggage staff great.
Reviewed on Nov 15, 2026
The William Hotel Midtown, New York
Manhattan
Price was $2,444, price is now $2,001 per person
$2,001
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
Candlewood Suites New York City-Times Square by IHG
Manhattan
Price was $2,351, price is now $1,946 per person
$1,946
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Times Square and Madison Square Garden are located nearby.
Great staff, very clean and has a fitness center. Kitchen in our room was super useful, overall amazing! Elevator worked great too. They held our bags for us too the day we checked out so we didn’t have to carry them around the city. So nice!
Reviewed on Nov 14, 2026
Nester Finn Grand Central
Manhattan
Price was $2,229, price is now $1,867 per person
$1,867
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Grand Central Terminal and Bryant Park are located nearby.
Ok space. Great staff. Was not real thrilled with being given a second floor room. 25 floors and being stuck on the second floor is terrible. Could hear the street and neighbors next door. Gave the desk person a good tip when we checked the bags and still given a less than desirable room is frustrating at best. Being able to hear the street all night and the neighbors is definitely not a reason to return.
Reviewed on Nov 15, 2026
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Divya Sutra Plaza and Conference Centre Calgary Airport
3515 - 26 Street NE Calgary AB
275.92 km from city center
Book a stay at this business-friendly hotel in Calgary. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
Acclaim Hotel By CLIQUE
123 Freeport Blvd NE Calgary AB
268.63 km from city center
Book a stay at this business-friendly hotel in Calgary. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the breakfast and the restaurant in ...
Holiday Inn Calgary-Airport by IHG
1250 Mckinnon Dr NE Calgary AB
278.07 km from city center
Book a stay at this business-friendly hotel in Calgary. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
Fairmont Banff Springs
405 Spray Ave Banff AB
299.82 km from city center
Book a stay at this luxury resort in Banff. Enjoy free WiFi, a full-service spa, and 7 restaurants. Our guests praise the helpful staff and the property condition ...
Hotel Canoe and Suites
600 Banff Avenue Banff AB
297.57 km from city center
Stay at this hotel in Banff. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff and the convenient parking in our reviews. Popular ...
Canmore Rocky Mountain Inn
1719 Bow Valley Trail Canmore AB
300.12 km from city center
Book a stay at this business-friendly hotel in Canmore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Forest Park Hotel
76 Connaught Dr Jasper AB
313.91 km from city center
Stay at this hotel in Jasper. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the restaurant in our reviews. Popular ...
Northwinds Hotel Canmore
1600 2nd Ave Canmore AB
300.4 km from city center
Stay at this hotel in Canmore. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. ...
Moose Hotel And Suites
345 Banff Ave Banff AB
298.46 km from city center
Book a stay at this spa hotel in Banff. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Best Western Plus Port O'Call Hotel
1935 McKnight Blvd NE Calgary AB
275.2 km from city center
Book a stay at this family-friendly hotel in Calgary. Enjoy free parking, 2 indoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in ...
Banff Rocky Mountain Resort
1029 Banff Ave Banff AB
295.47 km from city center
Book a stay at this family-friendly hotel in Banff. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the pool and the helpful staff in our reviews. ...
Banff Caribou Lodge and Spa
521 Banff Ave Banff AB
297.83 km from city center
Book a stay at this spa hotel in Banff. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the restaurant and the helpful staff in our ...
Hidden Ridge Resort
901 Hidden Ridge Way Banff AB
296.98 km from city center
Stay at this aparthotel in Banff. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.