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Check prices for these dates

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Skyline Trail hotels

A calm lake at dusk with a wooden dock and two chairs facing the water.
A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.
A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.
A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

1. Berkshire Lake Lodge

Berkshire Lake Lodge
13 km from Skyline Trail
United States
mike
Rp2.668.899
Rp2.981.160 total
includes taxes & fees
20 Sept - 21 Sept
Berkshire Lake Lodge
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
19.5 km from Skyline Trail
United States
Robert
Rp1.396.730
Rp1.952.147 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

3. The Yankee Inn

The Yankee Inn
19.6 km from Skyline Trail
United States
Karen
Rp2.035.452
Rp2.273.600 total
includes taxes & fees
22 Sept - 23 Sept
The Yankee Inn
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A hotel room with a bed, a desk, a television, a microwave, and a sofa.
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
18.6 km from Skyline Trail
United States
Christine
Rp1.879.284
Rp2.099.161 total
includes taxes & fees
27 Sept - 28 Sept
Quality Inn Lee - Lenox South
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lodge with a large building and a dock by a lake, surrounded by forest.
A dining area with large windows, wooden furniture, and a view of a lake.
A lakeside dock with kayaks and a covered boat ramp.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
19.2 km from Skyline Trail
United States
Susan
Rp2.192.673
Rp2.449.216 total
includes taxes & fees
23 Sept - 24 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A snack bar with shelves of snacks and a refrigerated display.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
19.3 km from Skyline Trail
United States
Steve
Rp2.222.328
Rp2.482.339 total
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.
A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

7. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
19.5 km from Skyline Trail
United States
Nancy
Rp2.359.721
Rp2.635.808 total
includes taxes & fees
28 Sept - 29 Sept
Hampton Inn & Suites Berkshires-Lenox
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

8. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
19.8 km from Skyline Trail
United States
Kirsty
Rp3.123.366
Rp3.488.800 total
includes taxes & fees
20 Sept - 21 Sept
Element by Marriott Lenox Berkshires
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A hotel patio with outdoor seating and a fire pit.

9. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
19.4 km from Skyline Trail
United States
James
Rp2.663.635
Rp2.975.269 total
includes taxes & fees
20 Sept - 21 Sept
Hilton Garden Inn Lenox Pittsfield
A two-story building with a sign reading "Chambéry Inn".
A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.
A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.
A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

10. Chambery Inn

Chambery Inn
18.9 km from Skyline Trail
United States
Alexandra
Rp4.737.533
Rp5.291.824 total
includes taxes & fees
13 Sept - 14 Sept
Chambery Inn
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
A cozy library with bookshelves, a fireplace, and comfortable seating.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.

11. Berkshires Untold

Berkshires Untold
19.8 km from Skyline Trail
United States
David
Rp2.310.097
Rp2.580.377 total
includes taxes & fees
13 Sept - 14 Sept
Berkshires Untold
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

12. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
19.9 km from Skyline Trail
United States
Tracy
Rp3.415.524
Rp3.815.141 total
includes taxes & fees
15 Sept - 16 Sept
Courtyard by Marriott Lenox Berkshires
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.
A hotel room with two beds, a chair, and a bedside table with a phone.
A covered corridor with a metal railing, white walls, and a view of a street with parked cars.
A swimming pool with a fenced area, lounge chairs, and a warning sign.

13. Sunset Inn

Sunset Inn
18.6 km from Skyline Trail
United States
Lauren
Rp1.610.815
Rp1.799.280 total
includes taxes & fees
14 Sept - 15 Sept
Sunset Inn
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.
A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.
A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

14. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
19.5 km from Skyline Trail
United States
COLLEEN
Rp1.383.369
Rp1.545.223 total
includes taxes & fees
16 Sept - 17 Sept
Howard Johnson by Wyndham Lenox
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a desk, computer, TV, and a chair.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

15. FairBridge Inn Express

FairBridge Inn Express
18 km from Skyline Trail
United States
Horace
Rp1.087.433
Rp1.214.663 total
includes taxes & fees
16 Sept - 17 Sept
FairBridge Inn Express
View all properties

Top Skyline Trail Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"Great and helpful staff. Delicious complimentary drinks and a free bottle of wine in your room!!"
Sarah 1-night trip
Posted 4 hours ago
The Cornell Inn, Lenox & The Berkshires
Berkshire Inn

Berkshire Inn

8/10 Good
"Property needs to be updated and better maintenance. Pool that was not open and poor quality coffee were the only amenities. Was pretty quiet and staff was pleasant."
roger 7-night trip
Posted 4 hours ago
Berkshire Inn
The Whitlock

The Whitlock

10/10 Excellent
"My husband and I enjoyed our two-night stay at The Whitlock. This historical inn was well located in town and very walkable. The bed was comfortable, bathroom updated, quiet and when we did encounter staff, Logan and Mary Ann, they were incredibly pleasant and helpful. Thank you for your hospitality."
Barb 2-night trip
Posted 5 hours ago
The Whitlock
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Loved having a full Kitchen, lots of space"
Dan 1-night trip
Posted 1 day ago
Berkshire Mountain Lodge
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"Great stay. Clean hotel with immaculate amenities. My grandson enjoyed the Pool. The washer and dryer were helpful. The staff at the front desk were so sweet. And the breakfast at the cafe was great. Nice views and location. Brewery! restaurants across the street. This lace was very comfortable and clean. Highly recommend."
Valerie 1-night trip
Posted 1 day ago
Courtyard by Marriott Lenox Berkshires
Berkshires Untold

Berkshires Untold

10/10 Excellent
"beautiful place, great staff, would love to go back!"
Sam 1-night trip
Posted 2 days ago
Berkshires Untold
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Excellent in every way. Service, staff, amenities. Everything was perfect."
Joanne 2-night trip
Posted 2 days ago
The Yankee Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Generous front desk (forgot toothbrush & comb, they gave us both free of charge). Great complimentary breakfast & tea/coffee machine. Great WiFi. Beautiful view & kayaking was so fun. We had a wonderful stay!"
Kimberly 2-night trip
Posted 3 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good
"The temp was 67 degrees in our unit. I called the front desk and they sent someone immediately however who couldn’t get the heat to turn on. The thermostat was not set to turn on until later in the month. The owner must likely to blame for a lack of heat."
Michael 2-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort

Other attractions near Skyline Trail

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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Becket Arts Center

Enjoy an outing to Becket Arts Center during your stay in Becket. Wander the lakeside in this relaxing area.
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Fox Den Wildlife Management Area

You can take time to visit Fox Den Wildlife Management Area during your travels to Worthington. Make some time to visit the shops while you're in the area.
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Iroquis Waterfront

Why not spend a lazy afternoon at Iroquis Waterfront during your trip to Becket? Wander the lakeside in this relaxing area.
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Ashmere Lake

Commune with nature and explore the great outdoors at Ashmere Lake during your travels in Hinsdale. Make some time to visit the shops while you're in the area.
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Hiram H. Fox Wildlife Management Area

You can take time to visit Hiram H. Fox Wildlife Management Area during your travels to Huntington. While you're in the area, stroll along the lakeside.
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Chester Town Hall

You can get tickets for a performance at Chester Town Hall on your trip to Chester. Wander the lakeside and forests 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 cosy cafes. You'll find 14 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 aparthotel 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 FairBridge Inn Express and The Yankee Inn.
How many hotels are there close to Skyline Trail?
Expedia has 14 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.