Exclusive Skyline Trail Vacation Deals

Skyline Trail vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Price was $593, price is now $431 per person
$431
per person
Nov 11 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. You'll appreciate the steam room, bar/lounge, and concierge services.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Save 100% on your flight
Price was $1,404, price is now $969 per person
$969
per person
Nov 9 - Nov 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $642, price is now $457 per person
$457
per person
Nov 11 - Nov 15
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,051, price is now $783 per person
$783
per person
Nov 9 - Nov 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace and a garden are also provided.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $807, price is now $607 per person
$607
per person
Nov 9 - Nov 16
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Albany (ALB)
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Frequently asked questions

How much are vacation packages to Skyline Trail?
Check out Travelocity's awesome $431 Skyline Trail package deal. With all the cash you save on your hotel stay and flights, you can splash out on some unforgettable luxury experiences. Watch out Skyline Trail, here you come!
Where can I get the best vacation package deals for Skyline Trail?
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Top Skyline Trail hotel deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $126 total per night
$126 total
Nov 2 - Nov 3
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $119 total per night
$119 total
Nov 2 - Nov 3
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Pet friendly
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Nov 2 - Nov 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included
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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.