Hotels closest to Skyline Trail in Middlefield

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Our top choices for Skyline Trail hotels

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside dock with kayaks and a covered boat ramp.

A dining area with large windows, wooden furniture, and a view of a lake.

A lodge with a large building and a dock by a lake, surrounded by forest.

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

19.2 km from Skyline Trail

Gustavo

€114

includes taxes & fees

15 Nov - 16 Nov

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A hotel room with a wooden desk, a flat-screen TV, a coffee maker, a blue chair, and a lamp.

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

2. Hampton Inn & Suites Berkshires-Lenox

19.5 km from Skyline Trail

Thomas

€109

includes taxes & fees

31 Oct - 1 Nov

Two Adirondack chairs facing a river with a forested hill in the background.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

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.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

3. The Yankee Inn

19.6 km from Skyline Trail

Basil

€106

includes taxes & fees

1 Nov - 2 Nov

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.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

4. Quality Inn Lee - Lenox South

18.6 km from Skyline Trail

Lucinda

€92

includes taxes & fees

15 Nov - 16 Nov

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

A hotel patio with outdoor seating and a fire pit.

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

A spacious living room with a large sofa, a coffee table, and a fireplace.

5. Hilton Garden Inn Lenox Pittsfield

19.4 km from Skyline Trail

James

€118

includes taxes & fees

15 Nov - 16 Nov

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

A spacious lobby with a fireplace, seating area, and a bar.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

6. Berkshire Mountain Lodge

19.5 km from Skyline Trail

Joel

€105

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A modern cafe with a counter, seating area, and large windows.

A snack bar with shelves of snacks and a refrigerated display.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

19.3 km from Skyline Trail

Ginger

€99

includes taxes & fees

22 Nov - 23 Nov

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 lodge with a large lawn, outdoor seating, and a dock.

A bedroom with a bed, a desk, a chair, a television, and a wardrobe.

8. Berkshire Lake Lodge

13 km from Skyline Trail

mike

€136

includes taxes & fees

12 Nov - 13 Nov

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

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.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

9. Courtyard by Marriott Lenox Berkshires

19.9 km from Skyline Trail

Vandhana

€125

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

An outdoor seating area with Adirondack chairs and a fire feature.

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.

10. Element by Marriott Lenox Berkshires

19.8 km from Skyline Trail

Francis

€134

includes taxes & fees

8 Nov - 9 Nov

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 hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

11. Howard Johnson by Wyndham Lenox

19.5 km from Skyline Trail

Aleksandr

€79

includes taxes & fees

25 Oct - 26 Oct

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 swimming pool with a fenced area, lounge chairs, and a warning sign.

A covered corridor with a metal railing, white walls, and a view of a street with parked cars.

12. Sunset Inn

18.6 km from Skyline Trail

Lauren

€81

includes taxes & fees

2 Nov - 3 Nov

A two-story building with a sign reading "Chambéry Inn".

A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.

13. Chambery Inn

18.9 km from Skyline Trail

Alexandra

€269

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a nightstand, a lamp, and a patterned floor.

A white building with a red awning and a sign that reads "PILGRIM INN" with amenities listed.

A well-lit dining area with a round table and chairs, a potted plant, and a view through large windows.

A modern bathroom with a marble vanity, a round mirror, a flat-screen TV, a microwave, and an air conditioning unit.

14. Pilgrim Inn

18.5 km from Skyline Trail

james

€80

includes taxes & fees

3 Nov - 4 Nov

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

A hotel room with a desk, computer, TV, and a chair.

15. FairBridge Inn Express

18 km from Skyline Trail

Richard

€71

includes taxes & fees

5 Nov - 6 Nov

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Compare top hotels near Skyline Trail

The Black Swan Lee - Lenox, an Ascend Collection Hotel 19.2 km from Skyline Trail View	Hampton Inn & Suites Berkshires-Lenox 19.5 km from Skyline Trail View	The Yankee Inn 19.6 km from Skyline Trail View	Quality Inn Lee - Lenox South 18.6 km from Skyline Trail View	Hilton Garden Inn Lenox Pittsfield 19.4 km from Skyline Trail View
9.2 Wonderful 1,007 reviews	9.0 Wonderful 1,001 reviews	9.2 Wonderful 1,003 reviews	8.6 Excellent 1,005 reviews	9.2 Wonderful 715 reviews
€114 includes taxes & fees 15 Nov - 16 Nov	€109 includes taxes & fees 31 Oct - 1 Nov	€106 includes taxes & fees 1 Nov - 2 Nov	€92 includes taxes & fees 15 Nov - 16 Nov	€118 includes taxes & fees 15 Nov - 16 Nov

Top Skyline Trail Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Wonderful staff , great location ! Fresh brownies offered at check in , specialty cocktails in the evening , lovely breakfast in the morning:)"

The Yankee Inn

10/10 Excellent

"I would prefer more flexibility making reservations. Online and by phone, I wanted two rooms for two people. I was forced to request two rooms for THREE people to work around the algorithm that allowed only one room for two people. Also I was forced to accept two rooms in the same price range, when I wanted one premium king, not two. I left another hotel due to their inflexibility, and I will choose one with a personal approach next time."

Quality Inn Lee - Lenox South

10/10 Excellent

"A"

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"Wonderful Stay. Clean rooms, and friendly staff!"

Berkshires Untold

10/10 Excellent

"The lobby was absolutely beautiful, aesthetically and structurally! From all the greenery from the plants to the high ceilings, cute seating areas, and nice bar. The outdoor furniture was a plus, especially with the fire pits and the surrounded by the nice view of the berkshires. After an evening out, we came back and played a board game in the lobby and even did a little painting of our own while enjoying some good cocktails…you can definitely create a vibe. The room was clean, and overall it was a great stay if you’re just looking to relax, unwind, and get away for a bit!"

Berkshire Mountain Lodge

10/10 Excellent

"We've stayed at Berkshire Mountain Lodge in October a number of times now, and we really enjoy the property. The rooms are well-appointed, very clean, and quite comfortable. We appreciate the free washers and dryers as well as the many other amenities, and you cannot beat the location. There's a supermarket down the driveway and across the street and an excellent specialty grocer--Guido's Market--just down the road. We highly recommend this property. The District Restaurant in Pittsfield is excellent. We've also seen several great plays at Barrington Theatre Company. The area is loaded with historical and cultural activities. We like the proximity to Lenox and the Edith Wharton mansion as well as The Clark art museum in Williamstown, both of which have lovely grounds/gardens typically exhibiting sculptures. There are also abundant outdoor activities and opportunities for hiking and lovely scenic drives. This was a good year for fall color, and the red maples were glorious! It's a short ride to Vermont where we checked out Mt. Equinox for the first time. Highly recommend the drive to the top on a sunny, clear day."

The Whitlock

10/10 Excellent

"Nice location."

Chambery Inn

10/10 Excellent

"The property is amazing, specially for a romantic visit."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Check in & out were easy. Mint restaurant was GREAT. View from the balcony overlooking the lake was super. Same weekend for the last four years & we will be back."

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 15 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 15 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.

Middlefield Hotel Guide - Skyline Trail hotels in Middlefield, United States of America.

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Skyline Trail hotels

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

2. Hampton Inn & Suites Berkshires-Lenox

3. The Yankee Inn

4. Quality Inn Lee - Lenox South

5. Hilton Garden Inn Lenox Pittsfield

6. Berkshire Mountain Lodge

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

8. Berkshire Lake Lodge

9. Courtyard by Marriott Lenox Berkshires

10. Element by Marriott Lenox Berkshires

11. Howard Johnson by Wyndham Lenox

12. Sunset Inn

13. Chambery Inn

14. Pilgrim Inn

15. FairBridge Inn Express

Compare top hotels near Skyline Trail

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hampton Inn & Suites Berkshires-Lenox

The Yankee Inn

Quality Inn Lee - Lenox South

Hilton Garden Inn Lenox Pittsfield

Top Skyline Trail Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

The Yankee Inn

Quality Inn Lee - Lenox South

Hampton Inn & Suites Berkshires-Lenox

Berkshires Untold

Berkshire Mountain Lodge

The Whitlock

Chambery Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Other attractions near Skyline Trail

Glendale Falls

Becket Arts Center

Fox Den Wildlife Management Area

Iroquis Waterfront

Ashmere Lake

Hiram H. Fox Wildlife Management Area

Chester Town Hall

Frequently asked questions