The Best Hotels Closest to Skyline Trail in Middlefield for 2026

Our top choices for Skyline Trail hotels

Berkshire Lake Lodge

13 km from Skyline Trail

Grzegorz

SAR 821 total

includes taxes & fees

22 Jul - 23 Jul

Chambery Inn

18.9 km from Skyline Trail

Joseph

SAR 1,132 total

includes taxes & fees

22 Jul - 23 Jul

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

19.3 km from Skyline Trail

Courtney

SAR 713 total

includes taxes & fees

26 Jul - 27 Jul

Hilton Garden Inn Lenox Pittsfield

19.4 km from Skyline Trail

Adeline

SAR 853 total

includes taxes & fees

26 Jul - 27 Jul

Hampton Inn & Suites Berkshires-Lenox

19.5 km from Skyline Trail

Barry

SAR 788 total

includes taxes & fees

19 Aug - 20 Aug

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

19.6 km from Skyline Trail

Michael

SAR 709 total

includes taxes & fees

22 Jul - 23 Jul

Berkshire Mountain Lodge

19.5 km from Skyline Trail

Joseph

SAR 644 total

includes taxes & fees

19 Aug - 20 Aug

Berkshires Untold

19.8 km from Skyline Trail

Debra

SAR 692 total

includes taxes & fees

29 Jul - 30 Jul

Quality Inn Lee - Lenox South

18.6 km from Skyline Trail

Michelle

SAR 594 total

includes taxes & fees

23 Jul - 24 Jul

Becket Motel

11.3 km from Skyline Trail

Paul

SAR 574 total

includes taxes & fees

5 Aug - 6 Aug

Sunset Inn

18.6 km from Skyline Trail

Kevin

SAR 430 total

includes taxes & fees

10 Aug - 11 Aug

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

Howard Johnson by Wyndham Lenox

19.5 km from Skyline Trail

Luciane

SAR 415 total

includes taxes & fees

26 Jul - 27 Jul

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

FairBridge Inn Express

18 km from Skyline Trail

DAVID

SAR 240 total

includes taxes & fees

5 Aug - 6 Aug

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Top Skyline Trail Hotel Reviews

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

10/10 Excellent

"We only stayed one night. Breakfast was decent and room was clean."

Quality Inn Lee - Lenox South

10/10 Excellent

"This place seems to be a top of the line Quality Inn. We stayed at one in Hyde Park and there was no equality in the quality of the Quality Inns. Everything was as it is supposed to be starting with the very helpful young woman at the reception desk. The breakfast in dedicated room was excellent and handicapped parking was nice. Location was convenient to area attractions. Highly recommended."

Berkshires Untold

8/10 Good

"Its an interesting experience in that we thought we were staying at a hotel/ inn. The pictures and the website lead one to believe that but when we got there, we saw a motel. Nothing wrong with that but we felt we had been misinformed. They push the pcitures of the Club room which looks like an inn/ restaurant but that is the front of the building but attached to it is the motel where you stay. Again, once we knew that, we were fine but honestly, we were looking for more of an Inn or a hotel/ inn. It comes over as a glorified motel. The staff is wonderful and the Club room is a nice addition but I really thought the advertising was duplicitous. We were talking to a friend about it and she agreed that she also felt misled. I'm not sure that they have to do this but I guess if you put motel, you wouldn't get as much interest nor could you charge the same? Other than that, no comment."

The Yankee Inn

10/10 Excellent

"The room was neat and had access to outside to enjoy sitting. The fridge in the room was a convenient size for cold and frozen foods. The staff was responsive to issues, even when I told them they could wait to fix it until after we left (it was fixed quickly. The breakfast was excellent and offered a nice variety. Would happily stay here again."

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 12 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay near Skyline Trail?

The Yankee Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. You'll find it 12.2 mi (19.6 km) from Skyline Trail. Other good choices in the area include FairBridge Inn Express and Berkshire Mountain Lodge.

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

Expedia has 12 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 SAR 240

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Our top choices for Skyline Trail hotels

Berkshire Lake Lodge

Chambery Inn

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

Hilton Garden Inn Lenox Pittsfield

Hampton Inn & Suites Berkshires-Lenox

The Yankee Inn

Berkshire Mountain Lodge

Berkshires Untold

Quality Inn Lee - Lenox South

Becket Motel

Sunset Inn

Howard Johnson by Wyndham Lenox

FairBridge Inn Express

Top Skyline Trail Hotel Reviews

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

Hotels near other Skyline Trail attractions

Glendale Falls

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