Default HTG hotel image

Find hotels near Skyline Trail, Middlefield from AED 274

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Skyline Trail hotels

Two Adirondack chairs facing a river with a forested hill in the background.

1. The Yankee Inn

The Yankee Inn
2.5 star property
19.6 km from Skyline Trail
9.2 out of 10, Wonderful, (1,009 reviews)
"The location was good for our trip."
United States
Basil
The price is AED 355
AED 396 total
includes taxes & fees
20 Nov - 21 Nov
The Yankee Inn
A lodge with a large building and a dock by a lake, surrounded by forest.

2. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
19.2 km from Skyline Trail
9.2 out of 10, Wonderful, (1,014 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is AED 403
AED 450 total
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

3. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
18.6 km from Skyline Trail
8.6 out of 10, Excellent, (1,006 reviews)
"Perfect for a travel stop-over."
United States
James
The price is AED 340
AED 380 total
includes taxes & fees
16 Nov - 17 Nov
Quality Inn Lee - Lenox South
A grassy area with a lake, trees, and red chairs arranged around a fire pit.

4. Berkshire Lake Lodge

Berkshire Lake Lodge
13 km from Skyline Trail
9.6 out of 10, Exceptional, (25 reviews)
"excellent lakeside view"
United States
mike
The price is AED 432
AED 483 total
includes taxes & fees
1 Nov - 2 Nov
Berkshire Lake Lodge
A spacious hotel lobby with multiple seating areas, large windows, and a television.

5. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
19.5 km from Skyline Trail
9.0 out of 10, Wonderful, (1,003 reviews)
"Breakfast was great"
United States
Thomas
The price is AED 403
AED 450 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Berkshires-Lenox
An indoor swimming pool with clear water, tiled floors, and a blue wall.

6. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
19.3 km from Skyline Trail
9.2 out of 10, Wonderful, (247 reviews)
"This a much better Holiday Inn than the one at Saugerties that we went one day before."
United States
Yuguo
The price is AED 349
AED 390 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

7. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
19.9 km from Skyline Trail
9.2 out of 10, Wonderful, (683 reviews)
"Great stay!"
United States
Vandhana
The price is AED 461
AED 515 total
includes taxes & fees
8 Nov - 9 Nov
Courtyard by Marriott Lenox Berkshires
A hotel patio with outdoor seating and a fire pit.

8. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
19.4 km from Skyline Trail
9.2 out of 10, Wonderful, (715 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is AED 436
AED 487 total
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

9. Berkshires Untold

Berkshires Untold
3.5 star property
19.8 km from Skyline Trail
9.0 out of 10, Wonderful, (1,054 reviews)
"A very good place to stay"
United States
Madhavi R
The price is AED 478
AED 534 total
includes taxes & fees
1 Nov - 2 Nov
Berkshires Untold
Exterior

10. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
19.5 km from Skyline Trail
9.0 out of 10, Wonderful, (1,235 reviews)
"beautiful location, giant suite room for incredible value"
United States
Michael
The price is AED 315
AED 434 total
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

11. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
19.8 km from Skyline Trail
9.6 out of 10, Exceptional, (47 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is AED 496
AED 554 total
includes taxes & fees
8 Nov - 9 Nov
Element by Marriott Lenox Berkshires
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
19.5 km from Skyline Trail
7.6 out of 10, Good, (930 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is AED 290
AED 324 total
includes taxes & fees
28 Oct - 29 Oct
Howard Johnson by Wyndham Lenox
A two-story building with a sign reading "Chambéry Inn".

13. Chambery Inn

Chambery Inn
3.0 star property
18.9 km from Skyline Trail
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is AED 853
AED 953 total
includes taxes & fees
10 Nov - 11 Nov
Chambery Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

14. Sunset Inn

Sunset Inn
2.0 star property
18.6 km from Skyline Trail
7.6 out of 10, Good, (447 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is AED 298
AED 332 total
includes taxes & fees
1 Nov - 2 Nov
Sunset Inn
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

15. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
18 km from Skyline Trail
5.4 out of 10, (927 reviews)
"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"
United States
Richard
The price is AED 245
AED 274 total
includes taxes & fees
10 Nov - 11 Nov
FairBridge Inn Express
A hotel room with two beds, a nightstand, a lamp, and a patterned floor.

16. Pilgrim Inn

Pilgrim Inn
2.5 star property
18.5 km from Skyline Trail
5.8 out of 10, (336 reviews)
"can’t get in touch with the front desk after six. If you don’t check in at 6 go find an other place to stay"
United States
james
The price is AED 294
AED 329 total
includes taxes & fees
28 Oct - 29 Oct
Pilgrim Inn
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.
View all properties

Top Skyline Trail Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"The hot tub and pool were great. Working on part of it but didn’t hinder us in the least. Loved the pool was warmer than most"
Betty 1-night trip
Posted 2 hours ago
The Yankee Inn

Other attractions near Skyline Trail

Glendale Falls

Commune with nature and explore the great outdoors at Glendale Falls during your travels in Huntington. Wander the lakeside in this relaxing area.
See properties

Frequently asked questions

What's the area like around Skyline Trail?
Skyline Trail is located in a welcoming area of Middlefield known for its beautiful lakeside setting and cozy coffeehouses. You'll find 15 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay near Skyline Trail?
Berkshire Mountain Lodge is one of the top choices for your stay based on our traveler data, and this aparthotel offers an indoor pool and free parking. You'll find it 12.1 mi (19.5 km) from Skyline Trail. Other good choices in the area include FairBridge Inn Express and The Yankee Inn.
How many hotels can I expect to find close to Skyline Trail?
Expedia has 15 hotels and other accommodations a few miles from Skyline Trail.
If I need to cancel the hotel reservation for my stay near Skyline Trail, will I receive a refund?
Yes, most hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review the best deals available near Skyline Trail.
Where can I learn more about changing or cancelling my trip in the area near Skyline Trail?
For more information about picking new dates or cancelling your stay near Skyline Trail, head over to our customer service page.