The Best Hotels Closest to Skyline Trail in Middlefield for 2026

Our top choices for Skyline Trail hotels

Element by Marriott Lenox Berkshires

19.8 km from Skyline Trail

Izabela

AED 833 total

includes taxes & fees

19 Jul - 20 Jul

Chambery Inn

18.9 km from Skyline Trail

robert

AED 1,108 total

includes taxes & fees

30 Jun - 1 Jul

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

19.3 km from Skyline Trail

Matthew

AED 702 total

includes taxes & fees

6 Jul - 7 Jul

Hampton Inn & Suites Berkshires-Lenox

19.5 km from Skyline Trail

Linda

AED 693 total

includes taxes & fees

29 Jun - 30 Jun

Berkshires Untold

19.8 km from Skyline Trail

Carin

AED 676 total

includes taxes & fees

8 Jul - 9 Jul

Quality Inn Lee - Lenox South

18.6 km from Skyline Trail

Cheri

AED 620 total

includes taxes & fees

7 Jul - 8 Jul

Becket Motel

11.3 km from Skyline Trail

Paul

AED 518 total

includes taxes & fees

29 Jun - 30 Jun

Sunset Inn

18.6 km from Skyline Trail

Jay

AED 382 total

includes taxes & fees

8 Jul - 9 Jul

In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

19.5 km from Skyline Trail

robert

AED 365 total

includes taxes & fees

29 Jun - 30 Jun

Berkshire Lake Lodge

13 km from Skyline Trail

Grzegorz

AED 636 total

includes taxes & fees

29 Jun - 30 Jun

Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

18 km from Skyline Trail

William

AED 234 total

includes taxes & fees

12 Jul - 13 Jul

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Compare popular hotels close to Skyline Trail

Property	Property class	Guest rating
Element by Marriott Lenox Berkshires	3.0 star property	9.8 Exceptional 27 reviews	View
Chambery Inn	3.0 star property	9.6 Exceptional 380 reviews	View
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG	2.5 star property	9.4 Exceptional 116 reviews	View
Hampton Inn & Suites Berkshires-Lenox	2.5 star property	9.2 Wonderful 1,003 reviews	View
Berkshires Untold	3.5 star property	9.0 Wonderful 991 reviews	View

Top Skyline Trail Hotel Reviews

Element by Marriott Lenox Berkshires

10/10 Excellent

"I’ve never stayed at an Element before but will definitely be looking to book one again. It was very clean, new and the breakfast that was included was very good. The staff were all friendly and helpful. They even had a little bar area with a nice patio outside and an indoor pool."

Berkshire Mountain Lodge

10/10 Excellent

"The room in lobby were great. The big front porch was actually a nice thing to have, because the fire pit was closed (and the guy worked the front desk at night said he didn’t have a key to start it.) The bar was closed. The boutique was closed and there really wasn’t anywhere else you could go. We definitely will stay again, but we’ll just make sure it’s only on the days where we can access all the amenities."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Staff was helpful and friendly. Breakfast was amazing. The grounds are so beautiful . There were a number of lovely places inside and out for sitting and relaxing. We loved the welcome drink and a bottle of wine ( choice of red or white) to have in our room. We enjoyed it on our balcony with its lovely views of the main house and the yard. Unfortunately we couldn’t attend the cognac tasting as we were busy. I would love to come to the Cornell again-and again!"

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

10/10 Excellent

"Best hotel breakfast I have had in a long time. The breakfast attendant kept items well stocked. She made sure that vacated tables were cleaned and ready for the next guests to enjoy their meal. The room was kept very clean. I really enjoyed the fresh pancakes that were made to order by a pancake machine! Also, the pool and hot tub were great. The area was kept clean and towels were well stocked. Our room was also very spacious and immaculate."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"The hotel is getting a new parking garage so parking was at a premium. But the FREE valet service makes it worthwhile for sure. The rooms were extremely clean, comfortable and quiet. The buffet breakfast in the morning is top-notch and everyone I spoke to was very helpful accommodating, and truly acting like they enjoyed their job. I was traveling with my teen daughter and we felt safe and well taken care of staying here. Thank you for a wonderful stay at your place. Will definitely book here again next time in area."

Hotels near other Skyline Trail attractions

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.

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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 11 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 lodge 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 The Yankee Inn and Berkshires Untold.

How many hotels can I expect to find close to Skyline Trail?

Expedia has 11 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.

Find hotels near Skyline Trail, Middlefield from AED 234

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Our top choices for Skyline Trail hotels

Element by Marriott Lenox Berkshires

Chambery Inn

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

Hampton Inn & Suites Berkshires-Lenox

Berkshires Untold

Quality Inn Lee - Lenox South

Becket Motel

Sunset Inn

Howard Johnson by Wyndham Lenox

Berkshire Lake Lodge

FairBridge Inn Express

Compare popular hotels close to Skyline Trail

Top Skyline Trail Hotel Reviews

Element by Marriott Lenox Berkshires

Hotels near other Skyline Trail attractions

Glendale Falls

Frequently asked questions

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