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Our top choices for Skyline Trail hotels

Becket Motel

Becket Motel
2.5 star property
11.3 km from Skyline Trail
6.8 out of 10, (60 reviews)
"Comfortable stay "
United States
Paul
The price is ฿3,089
฿4,540 total
includes taxes & fees
2 Jun - 3 Jun
Becket Motel

The Yankee Inn

The Yankee Inn
2.5 star property
19.6 km from Skyline Trail
9.2 out of 10, Wonderful, (1,006 reviews)
"Breakfast ok, coffee good, staff great"
United States
Peter
The price is ฿4,097
฿4,576 total
includes taxes & fees
8 Jun - 9 Jun
The Yankee Inn

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
19.3 km from Skyline Trail
9.4 out of 10, Exceptional, (96 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is ฿4,152
฿4,637 total
includes taxes & fees
28 May - 29 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
18 km from Skyline Trail
5.4 out of 10, (819 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
The price is ฿2,312
฿2,582 total
includes taxes & fees
2 Jun - 3 Jun
FairBridge Inn Express

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
9.0 out of 10, Wonderful, (1,000 reviews)
"We enjoyed our stay at the Black Swan and sitting on our balcony with a view of the lake. "
United States
Susan
The price is ฿4,192
฿4,683 total
includes taxes & fees
25 May - 26 May
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
19.5 km from Skyline Trail
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great breakfast."
United States
Linda
The price is ฿4,579
฿5,114 total
includes taxes & fees
25 May - 26 May
Hampton Inn & Suites Berkshires-Lenox

Berkshires Untold

Berkshires Untold
3.5 star property
19.8 km from Skyline Trail
9.0 out of 10, Wonderful, (952 reviews)
"Great stay!"
United States
Aditya
The price is ฿4,082
฿4,559 total
includes taxes & fees
25 May - 26 May
Berkshires Untold

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
19.5 km from Skyline Trail
9.0 out of 10, Wonderful, (941 reviews)
"Clean and great job staffing "
United States
Pedro
The price is ฿2,852
฿3,912 total
includes taxes & fees
31 May - 1 Jun
Berkshire Mountain Lodge

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, (677 reviews)
"Clean room, staff was friendly and efficient. Great breakfast"
United States
Donna
The price is ฿4,118
฿4,600 total
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Lenox Pittsfield

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
18.6 km from Skyline Trail
8.4 out of 10, Very good, (1,001 reviews)
"Great location "
United States
Edith
The price is ฿3,565
฿3,982 total
includes taxes & fees
9 Jun - 10 Jun
Quality Inn Lee - Lenox South

Chambery Inn

Chambery Inn
3.0 star property
18.9 km from Skyline Trail
9.6 out of 10, Exceptional, (376 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is ฿5,559
฿6,210 total
includes taxes & fees
31 May - 1 Jun
Chambery Inn

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, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is ฿5,198
฿5,806 total
includes taxes & fees
28 May - 29 May
Element by Marriott Lenox Berkshires

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, (625 reviews)
"Beautiful outdoor space. "
United States
Jairo
The price is ฿5,468
฿6,108 total
includes taxes & fees
3 Jun - 4 Jun
Courtyard by Marriott Lenox Berkshires

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, (855 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is ฿2,569
฿2,869 total
includes taxes & fees
21 May - 22 May
Howard Johnson by Wyndham Lenox

Sunset Inn

Sunset Inn
2.0 star property
18.6 km from Skyline Trail
7.6 out of 10, Good, (413 reviews)
"Nice place for a stay"
United States
Jay
The price is ฿3,576
฿3,995 total
includes taxes & fees
26 May - 27 May
Sunset 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.

Compare popular hotels close to Skyline Trail

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Front of property
Becket Motel
2.5 star property
6.8
60 reviews
View
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub
The Yankee Inn
2.5 star property
9.2
Wonderful
1,006 reviews
View
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
9.4
Exceptional
96 reviews
View
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
2.5 star property
5.4
819 reviews
View
Lake
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0
Wonderful
1,000 reviews
View

Top Skyline Trail Hotel Reviews

Hotels near other Skyline Trail attractions

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 cosy cafes. You'll find 11 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay near Skyline Trail?
Berkshire Mountain Lodge is one of the top choices for your stay based on our traveller 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 options in the area include Berkshires Untold and The Black Swan Lee - Lenox, an Ascend Collection Hotel.
How many hotels are there close to Skyline Trail?
Expedia has 11 hotels and other accommodation options 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! The majority of hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to view top deals close to Skyline Trail.