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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 ฿3,425
฿4,919 total
includes taxes & fees
4 Apr - 5 Apr
Becket Motel

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, (1,002 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is ฿3,330
฿3,720 total
includes taxes & fees
15 Apr - 16 Apr
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)
"Great stay, great breakfast"
United States
Peter
The price is ฿3,718
฿4,153 total
includes taxes & fees
15 Apr - 16 Apr
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, (885 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is ฿3,006
฿3,358 total
includes taxes & fees
5 Apr - 6 Apr
Berkshires Untold

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, (1,000 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is ฿3,300
฿3,686 total
includes taxes & fees
18 Apr - 19 Apr
Quality Inn Lee - Lenox South

Lakehouse Inn

Lakehouse Inn
4.0 star property
19.2 km from Skyline Trail
9.6 out of 10, Exceptional, (297 reviews)
"Friendly staff, great location, beautiful views, cozy room."
United States
Elizabeth
The price is ฿4,698
฿5,510 total
includes taxes & fees
4 Apr - 5 Apr
Lakehouse Inn

Element Lenox Berkshires

Element 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 ฿4,665
฿5,211 total
includes taxes & fees
15 Apr - 16 Apr
Element Lenox Berkshires

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, (87 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is ฿3,849
฿4,300 total
includes taxes & fees
7 Apr - 8 Apr
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
19.5 km from Skyline Trail
9.0 out of 10, Wonderful, (894 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is ฿2,826
฿3,885 total
includes taxes & fees
3 May - 4 May
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, (673 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is ฿4,172
฿4,660 total
includes taxes & fees
5 Apr - 6 Apr
Hilton Garden Inn Lenox Pittsfield

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 ฿5,578
฿6,231 total
includes taxes & fees
3 May - 4 May
Chambery Inn

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, (613 reviews)
"Clean room, friendly and helpful staff. "
United States
Jennifer
The price is ฿4,795
฿5,356 total
includes taxes & fees
19 Apr - 20 Apr
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, (843 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is ฿2,577
฿2,879 total
includes taxes & fees
4 Apr - 5 Apr
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, (411 reviews)
"Very comfortable bed and good hot shower. A good value for your money. Nice staff at front desk."
United States
Kathleen
The price is ฿3,099
฿3,462 total
includes taxes & fees
4 Apr - 5 Apr
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
Lake
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.2
Wonderful
1,002 reviews
View
Free daily buffet breakfast
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2
Wonderful
1,000 reviews
View
Lobby lounge
Berkshires Untold
3.5 star property
9.0
Wonderful
885 reviews
View
Lobby
Quality Inn Lee - Lenox South
2.5 star property
8.4
Very good
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 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 Berkshires Untold and The Black Swan Lee - Lenox, an Ascend Collection Hotel.
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.