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Aug 14 - Aug 15
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Aug 15 - Aug 16
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Aug 14 - Aug 16
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Aug 21 - Aug 23

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Our top choices for Skyline Trail hotels

1. Berkshire Lake Lodge

Berkshire Lake Lodge
13 km from Skyline Trail
United States
mike
NT$5,146
NT$5,748 total
includes taxes & fees
Sep 13 - Sep 14
Berkshire Lake Lodge

2. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
19.5 km from Skyline Trail
United States
Nancy
NT$4,457
NT$4,978 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites Berkshires-Lenox

3. The Yankee Inn

The Yankee Inn
19.6 km from Skyline Trail
United States
Karen
NT$5,081
NT$5,676 total
includes taxes & fees
Sep 14 - Sep 15
The Yankee Inn

4. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
19.8 km from Skyline Trail
United States
Lawrence
NT$6,528
NT$7,292 total
includes taxes & fees
Sep 7 - Sep 8
Element by Marriott Lenox Berkshires

5. 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
Ken
NT$3,827
NT$4,275 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

6. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
18.6 km from Skyline Trail
United States
Christine
NT$3,454
NT$3,858 total
includes taxes & fees
Aug 31 - Sep 1
Quality Inn Lee - Lenox South

7. Berkshires Untold

Berkshires Untold
19.8 km from Skyline Trail
United States
Ivana
NT$4,209
NT$4,701 total
includes taxes & fees
Sep 8 - Sep 9
Berkshires Untold

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
19.5 km from Skyline Trail
United States
Luciane
NT$2,541
NT$2,838 total
includes taxes & fees
Aug 31 - Sep 1
Howard Johnson by Wyndham Lenox

9. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
19.9 km from Skyline Trail
United Kingdom
Laura
NT$5,987
NT$6,687 total
includes taxes & fees
Aug 19 - Aug 20
Courtyard by Marriott Lenox Berkshires

10. Chambery Inn

Chambery Inn
18.9 km from Skyline Trail
United States
Richard
NT$8,683
NT$9,699 total
includes taxes & fees
Sep 13 - Sep 14
Chambery Inn

11. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
19.4 km from Skyline Trail
United States
Adeline
NT$4,971
NT$5,552 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Garden Inn Lenox Pittsfield

12. Sunset Inn

Sunset Inn
18.6 km from Skyline Trail
Canada
Kevin
NT$3,193
NT$3,567 total
includes taxes & fees
Sep 1 - Sep 2
Sunset Inn

13. Becket Motel

Becket Motel
11.3 km from Skyline Trail
United States
Paul
NT$3,538
NT$5,029 total
includes taxes & fees
Sep 10 - Sep 11
Becket Motel

14. FairBridge Inn Express

FairBridge Inn Express
18 km from Skyline Trail
United States
DAVID
NT$1,997
NT$2,231 total
includes taxes & fees
Aug 16 - Aug 17
FairBridge Inn Express
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Top Skyline Trail Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
Corinne 1-night trip
Posted 1 hour ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Seamless stay from check in to check out. All the important things like cleanliness and updated bathroom with working faucets, great shower, lots of towels, etc. and unusual amenities like “two” swimming pools as well as hiking (walking) trail and ponds in the rear of the hotel property. Breakfast offerings had a big variety of foods similar to other hotels that offer full breakfast buffets. Located on a business strip with supermarkets and other useful retail stores however the hotel sits back from the road so is fairly quiet especially at night. Our room had a wide covered balcony with Adirondack chairs. Small fire-pit area out in front of the man entrance. Personally, I would have preferred a softer bed but was not uncomfortable and it did not affect my sleep. Linens and pillows were very nice, fluffy, and very clean. No funky hotel odors in the room or halls. The staff was very friendly, polite and helpful. It shows that this facility makes every effort to run a great hotel and please their customers."
Angela 2-night trip
Posted 4 hours ago
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

8/10 Good
"Shower base was very slippery-dangerous. Air-conditioning controls were poor. Thermostat was difficult to adjust and there was no ability to direct the cold air from the fan away from directly blowing on the bed. Had to move furniture to block it. Everything else was fine."
Mark 1-night trip
Posted 7 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

10/10 Excellent
"Loved our two-day stay at the Black Swan Inn. We were in the area because we were taking a few programs at the Kripalu Center for one of the days. The room itself was clean, the hall areas could do with better maintenance (which is why I gave that 4 stars) The staff was helpful with any questions. Continental breakfast was decent (though they could do with better coffee). We wished we could have enjoyed the Indian restaurant "Mint" next door, which I hear is really good, but they were closed on Tuesdays, so it was a matter of timing..., but we hope to have a chance next time we are in the area. One of my favorite parts of the property is that it sits by a clean lovely lake, and there are seating areas to enjoy the view anytime of day just to unwind. They also have kayak rentals for those who enjoy the activity. Another wonderful treat- it is near High Lawn Farm, only a 3-min drive from the Inn. It is beautiful there, and cute Jersey cows roam freely, when they are ready they go on their own time into a building where they lay on heated water beds while being milked (I kid you not!). Their dairy products and ice-cream are excellent, worth taking the short drive there. The town center of Lee has some nice restaurants and boutiques within a 5-8 min drive. It was a memorable stay and hope to be back there again soon."
Linda 2-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hideaway Inn Lenox

Hideaway Inn Lenox

8/10 Good
"The electronic check-in was a miserable experience. No on site staff to help facilitate the process. The property and room was excellent. Even so, the check in fiasco may deter us from staying again"
James 1-night trip
Posted 1 day ago
Hideaway Inn Lenox
Berkshires Untold

Berkshires Untold

8/10 Good
"Lovely man at check in for our overnight ( to see Hugh Jackman at 7 pm at Tanglewood lucky us!👍 Checked that food would be available in their bar upon our trying as has driven 2+ hrs assured yes until just before 10 pm closing. Called once on way back at 9:10 for 10 min drive to dbl check as hungry. Woman said no, they stopping serving at 9... luckily she rec one place nearby which was still open for food til midnight! Wow in Lenox! Very packed loud and fun w locals & Jackman fans..got wines, friendly bartenders, ordered yummy plates of tacos , sandwich and ended eve on a great note . Go to OMBRA if hungry after 9! Small complaint this am also.. we ordered a bagel & a berry salad from the hotel's brkfst menu to go as needed to drive back home mid am.. Opened it and about 1/2 cup of mixed berries ..for $11.00... Think the bagel was 8. Oh well -worth the splurge to see Hugh 💕and only 10 min drive to Tanglewood & downtown Lenox! Hotel not walkable to anything but ez parking & very cute interior & bar & seating areas!"
Carol and Craig 1-night trip
Posted 1 day ago
Berkshires Untold
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Everything was so clean and efficient."
Elizabeth 1-night trip
Posted 2 days ago
Hampton Inn & Suites Berkshires-Lenox
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent
"The staff were terrific from welcome to departure. Breakfast was diverse and tasty. The Inn location was great for Tanglewood and local restaurants. We intend to return should we be in that area again!"
John and Meryl 1-night trip
Posted 2 days ago
The Cornell Inn, Lenox & The Berkshires
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

8/10 Good
"This place was well situated for walks downtown. The suite was clean, spacious and well worth the money. Check in was done by phone which was a little different but it all ran smooth. I would do it again in a heartbeat."
Wayne 1-night trip
Posted 6 days ago
The Central Downtown Inn & Suites

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

Kushi Institute

Enjoy the collegiate vibe at Kushi Institute during your stay in Becket. Discover the area's entertainment venues, or seek out its hiking trails.
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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 during your trip to Chester. Wander the lakeside and forest 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 cozy coffeehouses. You'll find 12 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay near Skyline Trail?
The Yankee Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. You'll find it 12.2 mi (19.6 km) from Skyline Trail. Other good choices in the area include FairBridge Inn Express and Berkshire Mountain Lodge.
How many hotels can I expect to find close to Skyline Trail?
Expedia has 12 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.
Where can I learn more about changing or cancelling my trip in the area near Skyline Trail?
For more information about picking new dates or cancelling your stay near Skyline Trail, head over to our customer service page.

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