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Skyline Trail Vacation Packages

Skyline Trail Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Amsterdam

Super 8 by Wyndham Amsterdam

2 out of 5
per person
Dec 13 - Dec 18
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Book a stay at this business-friendly motel in Amsterdam. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Giording Island and Mohawk Valley Railway Society are located nearby.
The Manchester View

The Manchester View

2.5 out of 5
per person
Dec 15 - Dec 20
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dana L. Thompson Memorial Park and Lye Brook Falls are located nearby.
Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

2.5 out of 5
per person
Dec 13 - Dec 18
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Book a stay at this business-friendly hotel in Schoharie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Old Stone Fort Museum and Schoharie Valley Railroad Museum are located nearby.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Dec 23 - Dec 29
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
South Shire

South Shire

4 out of 5
per person
Dec 23 - Dec 29
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this 4-star B&B in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Bennington Arts Guild Gallery and Fiddlehead at Four Corners are located nearby.
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
per person
Dec 23 - Dec 29
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this 4-star golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Old First Congregational Church and Bennington Museum are located nearby.
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
per person
Dec 23 - Dec 29
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Hilton Garden Inn Albany Airport

Hilton Garden Inn Albany Airport

3 out of 5
per person
Dec 13 - Dec 18
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Book a stay at this business-friendly hotel in Latham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
Comfort Inn Latham - Albany North

Comfort Inn Latham - Albany North

2.5 out of 5
per person
Dec 13 - Dec 18
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Book a stay at this business-friendly hotel in Cohoes. 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 Latham Farms are located nearby.
La Quinta Inn & Suites by Wyndham Clifton Park

La Quinta Inn & Suites by Wyndham Clifton Park

2.5 out of 5
per person
Dec 13 - Dec 18
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Stay at this 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 Clifton Common and The Edge Halfmoon are located nearby.
La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

2.5 out of 5
per person
Dec 13 - Dec 18
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Book a stay at this business-friendly hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Colonie Center Mall and Curtain Call Theater are located nearby.
Fairfield Inn & Suites by Marriott Albany Downtown

Fairfield Inn & Suites by Marriott Albany Downtown

3 out of 5
per person
Dec 13 - Dec 18
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Albany (ALB)
Stay at this 3-star business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions MVP Arena and Colonie Center Mall are located nearby.

3-4 Night Vacations in Skyline Trail

Price found within the past 48 hours. Click for updated prices.
Valley Craft Ales

Valley Craft Ales

2 out of 5
per person
Dec 26 - Dec 29
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Dec 26 - Dec 29
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
The White House Inn

The White House Inn

3.5 out of 5
per person
Dec 26 - Dec 29
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)
Two Brooks Lodge

Two Brooks Lodge

3 out of 5
per person
Dec 26 - Dec 29
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Albany (ALB)

5-7 Night Vacations in Skyline Trail

Price found within the past 48 hours. Click for updated prices.
The Manchester View

The Manchester View

2.5 out of 5
per person
Dec 15 - Dec 20
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
per person
Dec 23 - Dec 29
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
South Shire

South Shire

4 out of 5
per person
Dec 23 - Dec 29
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
per person
Dec 23 - Dec 29
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)

Skyline Trail Last Minute Hotel Deals

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 hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
Life House Berkshires
Life House Berkshires
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 ...
Life House Berkshires
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
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
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
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
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Constance, The Whitlock, & The Dewey By The Lenox Collection
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
See all 1,579 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.

Book the perfect getaway to Skyline Trail

With Hotwire, booking your next trip to Middlefield is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Skyline Trail while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Skyline Trail flight and hotel package for as low as $575.

Living it up in Middlefield means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Skyline Trail, Middlefield vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Skyline Trail for some of the best accommodations and flight deals.

FAQs about cheap Skyline Trail packages:

How to get cheap vacation deals to Skyline Trail?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $87.

How much are Skyline Trail packages?

Vacation packages to Skyline Trail vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $575.

How to find cheap car rentals near Skyline Trail?

Hotwire partners with some of the most reliable car rental companies in Middlefield to bring you the best car rental deals in Skyline Trail for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Skyline Trail now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Skyline Trail right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.