Hotels near Skyline Trail

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Top 10 Hotels Near Skyline Trail

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1010)
"The hotel was great! The rooms were clean and well appointed."
The price is RM 938
per night
27 Jun - 28 Jun
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (906)
"Classic hotel but our room was far from main desk and fairly inconvenient. Room was in a separate annex "
The price is RM 881
per night
7 Jul - 8 Jul
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (489)
"This was a pleasant place to stay at."
The price is RM 844
per night
27 Jun - 28 Jun
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
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Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (168)
"The Inn's location has a million dollar lakeview, free breakfasts and free kayaking. This setting is great for mental health. The staff was welcoming, friendly and helpful."
The price is RM 707
per night
26 Jun - 27 Jun
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (653)
"Great place for a stay. Clean and well run by staff."
The price is RM 1,032
per night
26 Jun - 27 Jun
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1003)
"My room was very comfortable. The service was so great! The welcome drink was a lovely treat. Inn was clean and welcoming. I can't wait to go back! "
The price is RM 594
per night
27 Jun - 28 Jun
The Cornell Inn, Lenox
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (609)
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"
The price is RM 403
per night
26 Jun - 27 Jun
Monument Mountain Motel
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, (223)
"Very nice property. Well maintained and friendly staff. Room was clean and comfortable. We went to a show at Tanglewood and were able to walk from the hotel to the show and back. The only downside to that was walking up the driveway. It was a little steep for being a little out of shape! But the view from this hotel is amazing! So being at the top of a hill is perfect. "
The price is RM 938
per night
26 Jun - 27 Jun
Apple Tree Inn
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1000)
"Property is so convenient to downtown theater and restaurants. Quiet, good parking. Bed a little too soft for me but comfortable otherwise."
The price is RM 561
per night
26 Jun - 27 Jun
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (511)
"Very nice place! Great pool and hot tub. A shower at the pool area would’ve been a nice addition to rinse off chlorine. Overall a great value for the money spent. "
The price is RM 846
per night
22 Jul - 23 Jul
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Really nice rooms!"
The price is RM 1,414
per night
26 Jun - 27 Jun
Chambery Inn
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (35)
"The inn was very quaint and the staff was very friendly. The breakfast was amazing."
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (464)
"Clean basic and friendly! Why overpay elsewhere? Right next to Cafe Adam…. Perfect location"
The price is RM 467
per night
9 Jul - 10 Jul
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (390)
"Liked everything about it"
The price is RM 536
per night
26 Jun - 27 Jun
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (111)
"Comfortable condo accommodations. Ample size, Workable kitchen. Comfortable bed. Lovely setting. And a community facility with a pool, workout equipment, and sauna too! Small but tangible complaint: outside lighting is very bright and shines into BR window. "
The Ponds at Foxhollow by Capital Vacations
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Wonderful place to stay in western Massachusetts."
The price is RM 1,064
per night
26 Jun - 27 Jun
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (518)
"Found small bugs in the bathroom."
The price is RM 405
per night
26 Jun - 27 Jun
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (329)
"Heidi does a great job overall. Very accommodating on our late check in. Great breakfast. Nice room with private. Outside veranda on 2nd floor is nice to have drinks and snacks. "
The price is RM 495
per night
15 Jul - 16 Jul
Locust Tree Bed and Breakfast LLC
The Lenox Collection
3.5 star property
8.8 out of 10, Excellent, (229)
"The propery is gorgeous. So charming. Staff was very friendly. Very nice room with awesome shower, super comfy bed, and quietly efficient air conditioner."
The price is RM 588
per night
9 Jul - 10 Jul
The Lenox Collection
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Skyline Trail hotels information

Number of reviews
9,201
Accommodation
1,550 hotels
Lowest Price
RM403
Highest Price
RM1,414

Destinations near Middlefield

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?

Life House Berkshires is one of the top choices for your stay based on our traveller data, and this lodge offers a restaurant and free parking. You'll find it 12.3 mi (19.8 km) from Skyline Trail. Other good options in the area include The Black Swan Lee - Lenox, Ascend Hotel Collection and The Yankee, Trademark Collection by Wyndham.

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.

Recent Reviews in Skyline Trail
Expedia verified reviews