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Check prices for these dates

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Skyline Trail hotels

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.
A garden with wooden Adirondack chairs and a stone pathway.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
12.1 mi from Skyline Trail
United States
Jay
£91
includes taxes & fees
18 Oct - 19 Oct
Berkshire Mountain Lodge
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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

2. The Yankee Inn

The Yankee Inn
12.2 mi from Skyline Trail
United States
William
£89
includes taxes & fees
1 Nov - 2 Nov
The Yankee Inn
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 hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.

3. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
11.5 mi from Skyline Trail
United States
Christine
£92
includes taxes & fees
22 Oct - 23 Oct
Quality Inn Lee - Lenox South
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 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.

4. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
12.1 mi from Skyline Trail
United States
James
£108
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Lenox Pittsfield
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.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A covered outdoor area with stone pillars and a view of a road and green hills.

5. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
12.3 mi from Skyline Trail
United States
Tracy
£106
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires
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.
Exterior
Pool

6. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
12.1 mi from Skyline Trail
United States
Thomas
£99
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Berkshires-Lenox
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.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

7. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
12.3 mi from Skyline Trail
United States
Kirsty
£128
includes taxes & fees
1 Nov - 2 Nov
Element by Marriott Lenox Berkshires
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 modern cafe with a counter, seating area, and large windows.
A snack bar with shelves of snacks and a refrigerated display.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
12 mi from Skyline Trail
United States
Sheldon
£83
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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 standard rectangular bathtub with a single faucet, tiled walls, and a geometric patterned floor.

9. Sunset Inn

Sunset Inn
11.5 mi from Skyline Trail
United States
Lauren
£71
includes taxes & fees
5 Oct - 6 Oct
Sunset Inn
A two-story building with a sign reading "Chambéry Inn".
A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.
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.

10. Chambery Inn

Chambery Inn
11.8 mi from Skyline Trail
United States
Alexandra
£213
includes taxes & fees
2 Nov - 3 Nov
Chambery 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 multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.
A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

11. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
12.1 mi from Skyline Trail
United States
Mark
£67
includes taxes & fees
4 Oct - 5 Oct
Howard Johnson by Wyndham Lenox
A hotel room with two beds, a nightstand, a lamp, and a patterned floor.
A well-lit dining area with a round table and chairs, a potted plant, and a view through large windows.
A white building with a red awning and a sign that reads "PILGRIM INN" with amenities listed.
A modern bathroom with a marble countertop, a round mirror, a black coffee machine, a microwave, and a black refrigerator.

12. Pilgrim Inn

Pilgrim Inn
11.5 mi from Skyline Trail
United States
Anne
£67
includes taxes & fees
4 Oct - 5 Oct
Pilgrim Inn
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.

13. FairBridge Inn Express

FairBridge Inn Express
11.2 mi from Skyline Trail
United States
William
£52
includes taxes & fees
4 Oct - 5 Oct
FairBridge Inn Express
View all properties

Compare popular hotels close to Skyline Trail

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
Berkshire Mountain Lodge
9.0
Wonderful
1,166 reviews
View
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
The Yankee Inn
9.2
Wonderful
1,002 reviews
View
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
Quality Inn Lee - Lenox South
8.6
Excellent
1,001 reviews
View
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
Hilton Garden Inn Lenox Pittsfield
9.2
Wonderful
710 reviews
View
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
Courtyard by Marriott Lenox Berkshires
9.2
Wonderful
662 reviews
View

Top Skyline Trail Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Delightful place with charm and warmth and character. I would love to come back."
Richard 1-night trip
Posted 10 hours ago
Hotel On North
The Yankee Inn

The Yankee Inn

8/10 Good
"Room was nice but did not have the view I was hoping for. Another hotel property is mostly blocking views from Yankee Inn looking West; the direction rooms with balcony’s face. The location near"
Theresa 2-night trip
Posted 19 hours ago
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Most helpful staff, very clean and best breakfast around"
Sheldon 2-night trip
Posted 2 days ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

10/10 Excellent
"I was only there to sleep for a few hours"
Thomas 1-night trip
Posted 3 days ago
Courtyard by Marriott Lenox Berkshires
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Wonderful resort"
Ofer 2-night trip
Posted 3 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"Very sweet desk clerk answered my question about late arrival quickly and cheerfully."
Chris 1-night trip
Posted 4 days ago
Quality Inn Lee - Lenox South

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.