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Skyline Trail Vacation Packages

Skyline Trail Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Regal Clifton Park and Clifton Common are located nearby.
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
Renaissance Albany Hotel

Renaissance Albany Hotel

3.5 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3.5-star business-friendly hotel in Albany. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.
Park Manor Hotel

Park Manor Hotel

4 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 4-star hotel in Clifton Park. Enjoy free parking, 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and The Edge Halfmoon are located nearby.
Hampton Inn & Suites Albany Airport

Hampton Inn & Suites Albany Airport

2.5 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
Four Points by Sheraton Albany

Four Points by Sheraton Albany

3 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star business-friendly hotel in Albany. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions MVP Arena and Crossgates Mall are located nearby.
Best Western Clifton Park

Best Western Clifton Park

2.5 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and Clifton Common are located nearby.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
The Dewey

The Dewey

3.5 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3.5-star guesthouse in Lenox. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast in our reviews. Popular attractions Tanglewood Music Center and The Bookstore are located nearby.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.

3-4 Night Vacations in Skyline Trail

Price found within the past 48 hours. Click for updated prices.
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
per person
Sep 22 - Sep 26
found 16 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
The Dewey

The Dewey

3.5 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Albany (ALB)

Skyline Trail Last Minute Hotel Deals

FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road, Pittsfield, MA
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
FairBridge Inn Express
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Berkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
Berkshire Mountain Lodge
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Quality Inn
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

3 out of 5
435 Laurel St, Lee, MA
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Howard Johnson by Wyndham Lenox
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn & Suites Berkshires-Lenox
See all 1,721 properties in Skyline Trail
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.