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

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Check prices for these dates

Tonight
8 Sept - 9 Sept
Tomorrow
9 Sept - 10 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Skyline Trail hotels

1. The Yankee Inn

The Yankee Inn
19.6 km from Skyline Trail
United States
Karen
€111
includes taxes & fees
22 Sept - 23 Sept
The Yankee Inn

2. Berkshire Lake Lodge

Berkshire Lake Lodge
13 km from Skyline Trail
United States
mike
€146
includes taxes & fees
10 Sept - 11 Sept
Berkshire Lake Lodge

3. 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
€123
includes taxes & fees
28 Sept - 29 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel

4. 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
€122
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

5. Berkshire Mountain Lodge

Berkshire Mountain Lodge
19.5 km from Skyline Trail
United States
Robert
€96
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge

6. Berkshires Untold

Berkshires Untold
19.8 km from Skyline Trail
United States
David
€127
includes taxes & fees
9 Sept - 10 Sept
Berkshires Untold

7. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
19.8 km from Skyline Trail
United States
Lawrence
€187
includes taxes & fees
15 Sept - 16 Sept
Element by Marriott Lenox Berkshires

8. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
19.5 km from Skyline Trail
United States
Nancy
€123
includes taxes & fees
30 Sept - 1 Oct
Hampton Inn & Suites Berkshires-Lenox

9. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
18.6 km from Skyline Trail
United States
Christine
€97
includes taxes & fees
29 Sept - 30 Sept
Quality Inn Lee - Lenox South

10. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
19.9 km from Skyline Trail
United States
Tracy
€187
includes taxes & fees
13 Sept - 14 Sept
Courtyard by Marriott Lenox Berkshires

11. Chambery Inn

Chambery Inn
18.9 km from Skyline Trail
United States
Alexandra
€259
includes taxes & fees
9 Sept - 10 Sept
Chambery Inn

12. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
19.4 km from Skyline Trail
United States
James
€141
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Lenox Pittsfield

13. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
19.5 km from Skyline Trail
United States
irene
€76
includes taxes & fees
9 Sept - 10 Sept
Howard Johnson by Wyndham Lenox

14. Sunset Inn

Sunset Inn
18.6 km from Skyline Trail
United States
Lauren
€88
includes taxes & fees
9 Sept - 10 Sept
Sunset Inn

15. Becket Motel

Becket Motel
11.3 km from Skyline Trail
United States
Paul
€130
includes taxes & fees
9 Sept - 10 Sept
Becket Motel

16. FairBridge Inn Express

FairBridge Inn Express
18 km from Skyline Trail
United States
Horace
€60
includes taxes & fees
22 Sept - 23 Sept
FairBridge Inn Express
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Top Skyline Trail Hotel Reviews

Hideaway Inn Lenox

Hideaway Inn Lenox

10/10 Excellent
"Nice place if you are into 70s nostalgia and don’t mind creaky floors and eclectic furniture. Very convenient to downtown Lenox and next door to a free town EV charging station. But the onsite SWTCH charger seems to be very expensive, according to the SWTCH app. Our room had a step down into the bath, and a clawfoot tub awkwardly converted into a shower that could be hard for someone to get into. Room had balcony, small fridge, comfortable bed, and charging port by bed. Nice common rooms with eclectic knick-knacks and games, vinyl records, great (free) coffee machine, filtered water, table hockey, etc. Also a separate play room for kids. Apparently pets are allowed, but didn’t see any. Some noisy guests despite 10 pm quiet time. Too bad there is no front desk staff, but you can reach someone by phone in entryway. Checkin info arrived late, only -4 hours (not 24) in advance. Seemed to be sufficient parking. Soap dispenser wasn’t working but was able to get replacement from open supply closet. A fairly long walk to Tanglewood, but could faintly hear the music in the evening!"
Robert 2-night trip
Posted less than an hour ago
Hideaway Inn Lenox
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Front desk person was very pleasant and helpful; room was adequate and location was good. The only issue was that the room had a slight mildew and/or chemical cleaning product smell."
Carolyn 1-night trip
Posted 3 hours ago
Quality Inn Lee - Lenox South
The Central Downtown Inn & Suites

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."
Phillip 1-night trip
Posted 14 hours ago
The Central Downtown Inn & Suites
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Staff is very friendly and helpful."
WILSON 4-night trip
Posted 14 hours ago
Berkshire Mountain Lodge
Hotel On North

Hotel On North

10/10 Excellent
"Best place in town"
Mary Ellen 2-night trip
Posted 16 hours ago
Hotel On North
Berkshires Untold

Berkshires Untold

10/10 Excellent
"We only stayed one evening, but the attention to detail was beautiful and the staff was friendly. Would definitely stay again."
Allyson 1-night trip
Posted 16 hours ago
Berkshires Untold
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Our room was amazingly spacious and clean, and the area is also very peaceful and quiet. We were only there for 2 nights but it was a good experience. Would consider staying there again next time we visit the Berkshires."
Mark 2-night trip
Posted 17 hours ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"Outstanding stay. Staff extremely helpful especially the girl on Sunday night. Breakfast delicious. Definitely stay again."
John 1-night trip
Posted 19 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good
"Black swann is great hotel with very helpful staff. They also have a Indian restaurant inside the hotel with lake view. It is a bit pricey but their fish curry is a must try!! I had it twice in a row and I am very picky eater."
Dheeraj 3-night trip
Posted 21 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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.
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 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.