Find hotels near Skyline Trail, Middlefield from CA $84

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Top Hotels Close to Skyline Trail

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Room was great especially as we were at the back of the hotel and looked out on the lake. Only spoke to one member of staff on arrival. Few eating options as on site Indian restaurant was closed on a Sunday. No lift so ask for ground floor if you can’t carry suitcases upstairs."
The price is CA $171
CA $191 total
includes taxes & fees
Oct 28 - Oct 29
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (991)
"Lovely old hotel with excellent bar and restaurant. Central to all Berkshire sights. Room clean and well-appointed; wonderful shower; lobby and many nooks in which to curl up with drink and a good book… Ambassador felines Jane and Jack make Red Lion Inn feel like home."
The price is CA $278
CA $371 total
includes taxes & fees
Oct 1 - Oct 2
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, (530)
"Liked the whole experience overall. Good rates for the room. The one complaint was a safety issue. Need a bar in the bathtub area. Took a bath and had a lot of trouble getting out of it. Elderly people should be considered."
The price is CA $201
CA $239 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (361)
"Beautiful location."
The price is CA $187
CA $209 total
includes taxes & fees
Oct 1 - Oct 2
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1004)
"Friendly professional staff, unusual touches like a bottle of wine in the room, free pastries and cookies available 24/7, and free ice cream in the evening... and really good breakfasts."
The price is CA $193
CA $226 total
includes taxes & fees
Oct 2 - Oct 3
The Cornell Inn, Lenox
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (204)
"Clean, very friendly and beautiful "
The price is CA $202
CA $237 total
includes taxes & fees
Sep 29 - Sep 30
Lakehouse Inn
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1004)
"Second floor noisy. could here running water most of the night. Could hear people up stairs."
The price is CA $117
CA $131 total
includes taxes & fees
Oct 27 - Oct 28
Quality Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (665)
"Very clean and conveniently located property. The staff were super friendly and helpful."
The price is CA $263
CA $293 total
includes taxes & fees
Oct 1 - Oct 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Quality Inn
2.5 star property
8.2 out of 10, Very good, (1000)
"The floors in the bathroom were sticky and the carpet."
The price is CA $139
CA $155 total
includes taxes & fees
Oct 27 - Oct 28
Quality Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (67)
"The property is excellent. It is near a cow farm and the smell of the cows' manure is overpowering at times . Not in the Inn, but outdoors."
The price is CA $214
CA $247 total
includes taxes & fees
Sep 30 - Oct 1
Blackberry River Inn
Little Cat Lodge
2.0 star property
9.0 out of 10, Wonderful, (24)
"I had a lovely stay just in time for the beginning of the fall! The property is surrounded by beautiful mountains, theres a sauna in the property and a zipline walking distance. Theres also a complimentary breakfast in the morning and a coffee machine in your room as well. The customer service was excellent! Mike was amazing and was there to answer any questions at any hour and checked to make sure I was having a nice stay which was greatly appreciated and it really made the stay so much more...
The price is CA $267
CA $288 total
includes taxes & fees
Oct 28 - Oct 29
Little Cat Lodge
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (350)
"Classic mom and pop b and b. Comfortable beds and friendly service "
The price is CA $141
CA $163 total
includes taxes & fees
Sep 29 - Sep 30
Locust Tree Bed and Breakfast LLC
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (560)
"Stay was great except there was no cell service"
The price is CA $88
CA $98 total
includes taxes & fees
Sep 30 - Oct 1
Econo Lodge Lee - Great Barrington
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (504)
"Had a wedding next door and was able to walk to venue, easy check in and out, pleasant owners, bathroom could use some updating otherwise room was comfy and clean"
The price is CA $93
CA $104 total
includes taxes & fees
Oct 27 - Oct 28
Travelodge by Wyndham Great Barrington Berkshires
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (653)
"Near restaurants "
The price is CA $115
CA $129 total
includes taxes & fees
Sep 29 - Sep 30
Monument Mountain Motel
The Little Lion
3.0 star property
8.8 out of 10, Excellent, (413)
"Clean, great parking and convenient to town"
The price is CA $126
CA $141 total
includes taxes & fees
Oct 27 - Oct 28
The Little Lion
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (543)
"I liked the many options available for the continental breakfast, the 24 hour tea and coffee bar and the bright clean common areas. The only thing i did not like is the fact that the matresses were very uncomfortable and the pillows too soft."
The price is CA $174
CA $194 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (457)
"Appreciated architecture- downtown lovely"
The price is CA $196
CA $244 total
includes taxes & fees
Oct 10 - Oct 11
Whistler's Inn Bed & Breakfast
Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (945)
"Fine"
The price is CA $84
CA $93 total
includes taxes & fees
Oct 1 - Oct 2
Pleasant Valley Motel West Stockbridge
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (146)
"Very charming inn. The staff was very friendly and helpful."
The price is CA $354
CA $396 total
includes taxes & fees
Oct 5 - Oct 6
Brook Farm Inn
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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 15 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay near Skyline Trail?

Life House Berkshires is one of the top choices for your stay based on our traveler 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 choices in the area include The Black Swan Lee - Lenox, Ascend Hotel Collection and The Yankee, Trademark Collection by Wyndham.

How many hotels can I expect to find close to Skyline Trail?

Expedia has 15 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.