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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
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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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
Basil
€108
includes taxes & fees
27 Oct - 28 Oct
The Yankee Inn

2. 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
Gustavo
€109
includes taxes & fees
22 Nov - 23 Nov
The Black Swan Lee - Lenox, an Ascend Collection Hotel

3. 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
Ginger
€95
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

4. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
19.4 km from Skyline Trail
United States
James
€118
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Lenox Pittsfield

5. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
18.6 km from Skyline Trail
United States
James
€92
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Lee - Lenox South

6. Berkshire Mountain Lodge

Berkshire Mountain Lodge
19.5 km from Skyline Trail
United States
Joel
€105
includes taxes & fees
22 Nov - 23 Nov
Berkshire Mountain Lodge

7. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
19.5 km from Skyline Trail
United States
Thomas
€109
includes taxes & fees
30 Oct - 31 Oct
Hampton Inn & Suites Berkshires-Lenox

8. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
19.9 km from Skyline Trail
United States
Vandhana
€125
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Lenox Berkshires

9. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
19.8 km from Skyline Trail
United States
Francis
€134
includes taxes & fees
8 Nov - 9 Nov
Element by Marriott Lenox Berkshires

10. Berkshire Lake Lodge

Berkshire Lake Lodge
13 km from Skyline Trail
United States
mike
€136
includes taxes & fees
1 Nov - 2 Nov
Berkshire Lake Lodge

11. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
19.5 km from Skyline Trail
United States
Aleksandr
€79
includes taxes & fees
26 Oct - 27 Oct
Howard Johnson by Wyndham Lenox

12. Sunset Inn

Sunset Inn
18.6 km from Skyline Trail
United States
Lauren
€81
includes taxes & fees
3 Nov - 4 Nov
Sunset Inn

13. Chambery Inn

Chambery Inn
18.9 km from Skyline Trail
United States
Alexandra
€269
includes taxes & fees
25 Oct - 26 Oct
Chambery Inn

14. Pilgrim Inn

Pilgrim Inn
18.5 km from Skyline Trail
United States
james
€80
includes taxes & fees
28 Oct - 29 Oct
Pilgrim Inn

15. FairBridge Inn Express

FairBridge Inn Express
18 km from Skyline Trail
United States
Richard
€71
includes taxes & fees
25 Oct - 26 Oct
FairBridge Inn Express
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Compare top hotels near Skyline Trail

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

The Yankee Inn

19.6 km from Skyline Trail
View
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

19.2 km from Skyline Trail
View
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

19.3 km from Skyline Trail
View
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

Hilton Garden Inn Lenox Pittsfield

19.4 km from Skyline Trail
View
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

Quality Inn Lee - Lenox South

18.6 km from Skyline Trail
View
9.2
Wonderful
1,003 reviews
9.2
Wonderful
1,007 reviews
9.2
Wonderful
244 reviews
9.2
Wonderful
715 reviews
8.6
Excellent
1,005 reviews
€108
includes taxes & fees
27 Oct - 28 Oct
€109
includes taxes & fees
22 Nov - 23 Nov
€95
includes taxes & fees
24 Nov - 25 Nov
€118
includes taxes & fees
15 Nov - 16 Nov
€92
includes taxes & fees
15 Nov - 16 Nov

Top Skyline Trail Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Berkshires Untold is THE PLACE to stay in Lenox. The rooms are terrific. They've been beautifully upgraded and the bathrooms are big and as nice as can be. We were concerned about the noise from the cars on Rte 7 as our room faced the street, but it was not an issue whatsoever. The breakfasts were just right. Coffee was plentiful and ready in the morning when we got up. And the owners (or managers) are suburb; they handled a problem I had with such grace and so generously I was astounded! Bottom line: next time we return for a Foliage experience, we're coming back to the Berkshires Untold!"
Barry 2-night trip
Posted 2 hours ago
Berkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Wonderful place to stay for short or long time. Everything is just perfect."
EUGENE 1-night trip
Posted 2 hours ago
Berkshire Mountain Lodge
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"The parking lot was being resurfaced and we could not find a handicap spot near the door. It was inconvenient, and one handicap spot was filled by a car without a handicap placard."
Marcia 1-night trip
Posted 3 hours ago
Hampton Inn & Suites Berkshires-Lenox
The Cornell Inn, Lenox & The Berkshires

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:)"
Sandra 1-night trip
Posted 5 hours ago
The Cornell Inn, Lenox & The Berkshires
The Yankee Inn

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."
Joan 2-night trip
Posted 8 hours ago
The Yankee Inn
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

10/10 Excellent
"A"
Shenaz 1-night trip
Posted 9 hours ago
Quality Inn Lee - Lenox South
The Whitlock

The Whitlock

10/10 Excellent
"Nice location."
Beverly 2-night trip
Posted 1 day ago
The Whitlock
Chambery Inn

Chambery Inn

10/10 Excellent
"The property is amazing, specially for a romantic visit."
Maryam 3-night trip
Posted 1 day ago
Chambery Inn
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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."
Garry 2-night trip
Posted 2 days 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.
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.