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Check prices for these dates

Tonight
13 Feb - 14 Feb
Tomorrow
14 Feb - 15 Feb
This weekend
13 Feb - 15 Feb
Next weekend
20 Feb - 22 Feb

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Our top choices for Skyline Trail hotels

Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
19.8 km from Skyline Trail
9.8 out of 10, Exceptional, (18 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is Rp2.339.092
Rp2.612.765 total
includes taxes & fees
1 Mar - 2 Mar
Element Lenox Berkshires
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
19.6 km from Skyline Trail
9.2 out of 10, Wonderful, (1,002 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is Rp1.559.114
Rp1.741.529 total
includes taxes & fees
22 Feb - 23 Feb
The Yankee, Trademark Collection by Wyndham
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
19.2 km from Skyline Trail
9.6 out of 10, Exceptional, (292 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is Rp2.423.232
Rp2.842.088 total
includes taxes & fees
15 Feb - 16 Feb
Lakehouse Inn
Lobby

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, (1,002 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is Rp1.416.076
Rp1.581.756 total
includes taxes & fees
1 Mar - 2 Mar
Quality Inn Lee - Lenox South
Lake

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)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is Rp1.644.937
Rp1.837.395 total
includes taxes & fees
17 Mar - 18 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
18 km from Skyline Trail
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is Rp1.347.923
Rp1.505.769 total
includes taxes & fees
27 Feb - 28 Feb
FairBridge Inn Express
Indoor pool

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
9.2 out of 10, Wonderful, (82 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is Rp2.222.137
Rp2.482.127 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Breakfast, lunch and dinner served

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, (667 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is Rp2.306.782
Rp2.576.675 total
includes taxes & fees
27 Feb - 28 Feb
Hilton Garden Inn Lenox Pittsfield
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
19.5 km from Skyline Trail
9.0 out of 10, Wonderful, (840 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is Rp1.918.139
Rp2.518.499 total
includes taxes & fees
16 Feb - 17 Feb
Berkshire Mountain Lodge
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
19.8 km from Skyline Trail
9.0 out of 10, Wonderful, (855 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is Rp2.030.972
Rp2.268.596 total
includes taxes & fees
18 Feb - 19 Feb
Berkshires Untold
Front of property

Chambery Inn

Chambery Inn
3.0 star property
18.9 km from Skyline Trail
9.6 out of 10, Exceptional, (375 reviews)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
In-room safe, desk, laptop workspace, iron/ironing board

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, (831 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is Rp1.161.132
Rp1.296.934 total
includes taxes & fees
16 Feb - 17 Feb
Howard Johnson by Wyndham Lenox
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
18.6 km from Skyline Trail
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is Rp1.598.660
Rp1.785.704 total
includes taxes & fees
15 Feb - 16 Feb
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.
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Compare popular hotels close to Skyline Trail

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Lobby lounge
Element Lenox Berkshires
3.0 star property
9.8
Exceptional
18 reviews
View
Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2
Wonderful
1,002 reviews
View
Porch
Lakehouse Inn
4.0 star property
9.6
Exceptional
292 reviews
View
Lobby
Quality Inn Lee - Lenox South
2.5 star property
8.4
Very good
1,002 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

The Whitlock

The Whitlock

10/10 Excellent
"Warm vibe! "
VANESSA 2-night trip
Posted 3 days ago
The Whitlock

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.
See properties

Kushi Institute

Enjoy the student vibe at Kushi Institute as part of your travels around Becket. Discover the area's entertainment venues or seek out its hiking trails.
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 cosy cafes. You'll find 12 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 The Yankee, Trademark Collection by Wyndham and Berkshires Untold.
How many hotels are there close to Skyline Trail?
Expedia has 12 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.