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Hotels near Skyline Trail

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Sep 26 - Sep 27
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Sep 27 - Sep 28
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Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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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 two-story house with a covered porch, a driveway, and a lawn with outdoor seating.
A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.
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
P8,881
P9,920 total
includes taxes & fees
Sep 30 - Oct 1
Berkshire Lake Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.
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 a counter, seating area, and large windows.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

2. 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
Susan
P7,622
P8,513 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A spacious lobby with a fireplace, seating area, and a bar.
An indoor swimming pool with a high ceiling, multiple windows, and seating areas.
A garden with wooden Adirondack chairs and a stone pathway.

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
19.5 km from Skyline Trail
United States
Jay
P4,973
P6,950 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.

4. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
18.6 km from Skyline Trail
United States
Wendy
P6,850
P7,652 total
includes taxes & fees
Oct 19 - Oct 20
Quality Inn Lee - Lenox South
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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.
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".

5. Berkshires Untold

Berkshires Untold
19.8 km from Skyline Trail
United States
Drue
P8,742
P9,765 total
includes taxes & fees
Sep 28 - Sep 29
Berkshires Untold
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.
An outdoor seating area with Adirondack chairs and a fire feature.

6. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
19.8 km from Skyline Trail
United States
Kirsty
P10,558
P11,794 total
includes taxes & fees
Oct 18 - Oct 19
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 hotel patio with outdoor seating and a fire pit.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

7. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
19.4 km from Skyline Trail
United States
James
P9,139
P10,208 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Lenox Pittsfield
A swimming pool with a tiled edge, surrounded by green chairs and a red vehicle in the background.
A rectangular swimming pool with a metal ladder on one side, surrounded by a concrete deck.
A sign for Sunset Inn advertising Jacuzzi, pool, and WiFi.
A hotel room with two beds, each with a patterned bedspread, a wooden headboard, a bedside table with a lamp, and a window with curtains.

8. Sunset Inn

Sunset Inn
18.6 km from Skyline Trail
United States
Lauren
P5,257
P5,872 total
includes taxes & fees
Oct 5 - Oct 6
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 gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.
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 multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

9. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
19.5 km from Skyline Trail
United States
COLLEEN
P4,936
P5,513 total
includes taxes & fees
Sep 28 - Sep 29
Howard Johnson by Wyndham Lenox
A building with a flat roof, multiple windows, and a satellite dish.
An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.
A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a coffee maker.
A dining area with a round table set for four, surrounded by dark chairs. A white door is visible in the background, leading to a kitchen area with white appliances.

10. Becket Motel

Becket Motel
11.3 km from Skyline Trail
United States
Paul
P6,560
P9,421 total
includes taxes & fees
Sep 28 - Sep 29
Becket Motel
A two-story building with a sign reading "Chambéry Inn".
A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.
A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.
A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

11. Chambery Inn

Chambery Inn
18.9 km from Skyline Trail
United States
Alexandra
P16,868
P18,841 total
includes taxes & fees
Oct 26 - Oct 27
Chambery Inn
A hotel room with two beds, a nightstand, a lamp, and a patterned floor.
A modern bathroom with a marble vanity, a round mirror, a flat-screen TV, a microwave, and an air conditioning unit.
A modern bathroom with a marble countertop, a round mirror, a black coffee machine, a microwave, and a black refrigerator.
A white building with a red awning and a sign that reads "PILGRIM INN" with amenities listed.

12. Pilgrim Inn

Pilgrim Inn
18.5 km from Skyline Trail
United States
Anne
P5,004
P5,590 total
includes taxes & fees
Oct 10 - Oct 11
Pilgrim Inn
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 fitness center including a weight machine, an elliptical, and a treadmill.

13. FairBridge Inn Express

FairBridge Inn Express
18 km from Skyline Trail
United States
William
P3,880
P4,334 total
includes taxes & fees
Sep 28 - Sep 29
FairBridge Inn Express
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Top Skyline Trail Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Love the property, room seemed a little tired since I was there last, about 3 years ago. Wish we could stay just one night instead of minimum two, as we often come just for a Tanglewood concert and stay only one night in town."
Sue 2-night trip
Posted 1 day ago
Berkshires Untold
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

8/10 Good
"I stayed in a townhouse, an upgrade from the room I booked. It was quiet and private, which I enjoyed, and more room than I needed. If my family's schedule had been different, I could have invited them over for a cookout (they live nearby). The townhouse was rather dated and I am afraid a bit dreary, with a lot of browns and beiges. But well-outfitted and convenient."
Diane 5-night trip
Posted 1 day ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Very clean and comfortable. Some of the mechanicals are older but the rooms are quite fresh. Excellent location. Pretty good breakfast. Excellent value."
Louis 1-night trip
Posted 1 day ago
Quality Inn Lee - Lenox South
The Whitlock

The Whitlock

10/10 Excellent
"The hotel staff were very friendly and helpful. There is ample parking and the location in town is great for walking to shops and restaurants. This is a very nice property."
Michael 1-night trip
Posted 1 day ago
The Whitlock
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"Toilet was faulty but they gave us another room. Not much variety on the breakfast"
Ron 3-night trip
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox
Berkshire Inn

Berkshire Inn

10/10 Excellent
"Good"
Michael 1-night trip
Posted 6 days ago
Berkshire Inn
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Good"
Kauan 1-night trip
Posted 7 days ago
Howard Johnson by Wyndham Lenox
Hideaway Inn Lenox

Hideaway Inn Lenox

8/10 Good
"Easy check in, but a bit different since there is no staff to help check in. Had to find things on your own, but that was not difficult. Outside furniture could use and upgrade as our friends almost fell through the chair. But is was wonderful being able to sit outside, have appetizers, and play a game or just relax. All other guests we ran into were nice. I would return."
Shelley 1-night trip
Posted 8 days ago
Hideaway Inn Lenox

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 during your trip to Chester. Wander the lakeside and forest 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 cozy coffeehouses. You'll find 14 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay near Skyline Trail?
Berkshire Mountain Lodge is one of the top choices for your stay based on our traveler 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 choices in the area include FairBridge Inn Express and The Yankee Inn.
How many hotels can I expect to find close to Skyline Trail?
Expedia has 14 hotels and other accommodations 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, most hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review the best deals available near Skyline Trail.