The 10 Best Hotels Near Skyline Trail, Middlefield from CA $96

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Our top choices for Skyline Trail hotels

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

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

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

1. The Yankee Inn

19.6 km from Skyline Trail

Karen

CA $160

CA $179 total

includes taxes & fees

Sep 22 - Sep 23

A calm lake at dusk with a wooden dock and two chairs facing the water.

A room with two beds, a round mirror, a red box, and a hanging light fixture.

A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.

2. Berkshire Lake Lodge

13 km from Skyline Trail

mike

CA $197

CA $220 total

includes taxes & fees

Sep 14 - Sep 15

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 lodge with a dock, fishing rods, and outdoor seating.

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

19.2 km from Skyline Trail

Susan

CA $176

CA $197 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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.

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

19.3 km from Skyline Trail

Steve

CA $175

CA $195 total

includes taxes & fees

Sep 10 - Sep 11

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 garden with wooden Adirondack chairs and a stone pathway.

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

5. Berkshire Mountain Lodge

19.5 km from Skyline Trail

Robert

CA $110

CA $154 total

includes taxes & fees

Oct 1 - Oct 2

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 sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

6. Quality Inn Lee - Lenox South

18.6 km from Skyline Trail

Christine

CA $140

CA $156 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

7. Hampton Inn & Suites Berkshires-Lenox

19.5 km from Skyline Trail

Nancy

CA $179

CA $200 total

includes taxes & fees

Sep 30 - Oct 1

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".

8. Berkshires Untold

19.8 km from Skyline Trail

David

CA $181

CA $203 total

includes taxes & fees

Sep 10 - Sep 11

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 reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

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

9. Element by Marriott Lenox Berkshires

19.8 km from Skyline Trail

Lawrence

CA $269

CA $300 total

includes taxes & fees

Sep 17 - Sep 18

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

10. Hilton Garden Inn Lenox Pittsfield

19.4 km from Skyline Trail

James

CA $202

CA $226 total

includes taxes & fees

Sep 13 - Sep 14

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 large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

11. Courtyard by Marriott Lenox Berkshires

19.9 km from Skyline Trail

Tracy

CA $269

CA $300 total

includes taxes & fees

Sep 13 - Sep 14

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 hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

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

12. Chambery Inn

18.9 km from Skyline Trail

Alexandra

CA $372

CA $416 total

includes taxes & fees

Sep 10 - Sep 11

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 multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

13. Howard Johnson by Wyndham Lenox

19.5 km from Skyline Trail

irene

CA $109

CA $122 total

includes taxes & fees

Sep 10 - Sep 11

A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

A standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.

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

A hotel room with two beds, a chair, and a bedside table with a phone.

14. Sunset Inn

18.6 km from Skyline Trail

Lauren

CA $115

CA $129 total

includes taxes & fees

Sep 14 - Sep 15

A building with a flat roof, multiple windows, and a satellite dish.

A hotel room with a large bed, a chair, a nightstand with a lamp, and a window with blinds.

A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, and a coffee maker.

An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.

15. Becket Motel

11.3 km from Skyline Trail

Paul

CA $135

CA $197 total

includes taxes & fees

Sep 14 - Sep 15

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

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.

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

16. FairBridge Inn Express

18 km from Skyline Trail

Horace

CA $86

CA $96 total

includes taxes & fees

Sep 10 - Sep 11

View all properties

Top Skyline Trail Hotel Reviews

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

10/10 Excellent

"Convenient location"

The Yankee Inn

10/10 Excellent

"Was very recently renovated and done quite well."

FairBridge Inn Express

10/10 Excellent

"Good clean cheap hotel"

Howard Johnson by Wyndham Lenox

10/10 Excellent

"We were in town for a concert and skeptical at first but when we arrived at our room it was very clean, the front desk was quick and pleasant, would definitely recommend as a nice place to stay!"

Quality Inn Lee - Lenox South

8/10 Good

"Very clean property with kind staff. Nice room, decent complimentary coffee, breakfast offerings not for me."

Hideaway Inn Lenox

10/10 Excellent

"We reserved this Inn because of its close proximity to Tanglewood. Easy check-in and check-out. The queen bed was super comfortable. Room clean. It was nice to have coffee available 24/7. Would stay here again!"

The Whitlock

10/10 Excellent

"Great quiet and peaceful walkable to all local places."

The Central Downtown Inn & Suites

8/10 Good

"It was priced well. The central location was convenient. The space inside was much larger than usual. There was a bedroom, living room and dining room combo with a full kitchen. It appears that it was an apartment at one time."

Hotel On North

10/10 Excellent

"Best place in town"

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.

Find hotels near Skyline Trail, Middlefield from CA $96

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Our top choices for Skyline Trail hotels

1. The Yankee Inn

2. Berkshire Lake Lodge

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

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

5. Berkshire Mountain Lodge

6. Quality Inn Lee - Lenox South

7. Hampton Inn & Suites Berkshires-Lenox

8. Berkshires Untold

9. Element by Marriott Lenox Berkshires

10. Hilton Garden Inn Lenox Pittsfield

11. Courtyard by Marriott Lenox Berkshires

12. Chambery Inn

13. Howard Johnson by Wyndham Lenox

14. Sunset Inn

15. Becket Motel

16. FairBridge Inn Express

Top Skyline Trail Hotel Reviews

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

The Yankee Inn

FairBridge Inn Express

Howard Johnson by Wyndham Lenox

Quality Inn Lee - Lenox South

Hideaway Inn Lenox

The Whitlock

The Central Downtown Inn & Suites

Hotel On North

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

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