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16 Jul - 17 Jul
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18 Jul - 20 Jul
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Top Hotels Close to Skyline Trail

Becket Motel
Stunning residential building with a flat roof and symmetrical facade, featuring six windows and a central door.

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is £97
includes taxes & fees
17 Jul - 18 Jul
Becket Motel
FairBridge Inn Express
Relax in a spacious room with a large bed, two bedside tables, and a separate bathtub area.

FairBridge Inn Express

2.5 star property
5.4 out of 10, (741)
"Close to our target event a plus"
The price is £59
includes taxes & fees
31 Jul - 1 Aug
FairBridge Inn Express
The Yankee, Trademark Collection by Wyndham
Classic hotel entrance with a covered walkway, surrounded by beautifully maintained gardens.

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Loved the Yankee Inn!"
The price is £106
includes taxes & fees
24 Jul - 25 Jul
The Yankee, Trademark Collection by Wyndham
Berkshire Mountain Lodge
Enjoy cooking in this well-equipped kitchen with a double sink, oven, and gas range.

Berkshire Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (514)
"Clean, comfortable and great staff. Highly recommend and will be staying there again in the future."
The price is £101
includes taxes & fees
12 Aug - 13 Aug
Berkshire Mountain Lodge
Hampton Inn & Suites Berkshires-Lenox
Hotel features a two-story design with a flat roof and a mix of brick and siding.

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Good lodgings in a great area to visit."
The price is £127
includes taxes & fees
30 Jul - 31 Jul
Hampton Inn & Suites Berkshires-Lenox
Berkshires Untold
Relax in a peaceful library with comfortable seating, bookshelves, and a large window.

Berkshires Untold

3.5 star property
9.2 out of 10, Wonderful, (634)
"Great place stay after an evening at Tanglewood!"
The price is £164
includes taxes & fees
30 Jul - 31 Jul
Berkshires Untold
Pilgrim Inn
Enjoy meals in the dining area with a round table and comfortable seating.

Pilgrim Inn

2.5 star property
5.8 out of 10, (310)
"Great location but no staff at check-in or checkout!"
The price is £73
includes taxes & fees
31 Jul - 1 Aug
Pilgrim Inn
The Black Swan Lee - Lenox, Ascend Hotel Collection
Relax in a serene lakeside setting with Adirondack chairs and a tranquil atmosphere.

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Beautiful location!"
The price is £162
includes taxes & fees
22 Jul - 23 Jul
The Black Swan Lee - Lenox, Ascend Hotel Collection
Chambery Inn
Chambery Inn features a traditional two-story building with a pitched roof and multiple windows.

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
Courtyard by Marriott Lenox Berkshires
Relax by the fire pit in our outdoor seating area, surrounded by wicker furniture under a covered patio with a flat roof.

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (564)
"After coming to Lenox for 15 years, I can easily say this is the best in town. "
The price is £177
includes taxes & fees
24 Jul - 25 Jul
Courtyard by Marriott Lenox Berkshires
Hilton Garden Inn Lenox Pittsfield
Relax on the patio with wicker sofas and armchairs, surrounded by a fire feature and a beautiful garden view.

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (637)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is £180
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Lenox Pittsfield
Quality Inn
Welcome to our reception area, featuring a comfortable seating space with a fireplace, flat-screen TV, and stunning views of the outside.

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1006)
"Friendly staff, easy parking"
The price is £106
includes taxes & fees
29 Jul - 30 Jul
Quality Inn
Howard Johnson by Wyndham Lenox
Stylish motel with a central entrance and two wings, featuring individual rooms with doors and windows.

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (759)
"Was great loved the jacuzzi tub "
The price is £82
includes taxes & fees
22 Jul - 23 Jul
Howard Johnson by Wyndham Lenox
Holiday Inn Express & Suites Pittsfield - Berkshires
Two beds with white linens and wooden headboards, a desk, and a chair.

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (3)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is £149
includes taxes & fees
17 Jul - 18 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
Sunset Inn
Enjoy a refreshing swim in our pool surrounded by a tiled edge.

Sunset Inn

2.0 star property
7.6 out of 10, Good, (390)
"No frills but it was a great stay!"
The price is £100
includes taxes & fees
22 Jul - 23 Jul
Sunset Inn
Wagon Wheel Inn
Enjoy a serene outdoor setting with two picnic tables on a well-maintained lawn.

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (610)
"Convenient location for my trip"
The price is £58
includes taxes & fees
17 Jul - 18 Jul
Wagon Wheel 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.

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?

Quality Inn is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. You'll find it 11.5 mi (18.6 km) from Skyline Trail. Other good options in the area include FairBridge Inn Express and The Yankee, Trademark Collection by Wyndham.

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.