Top Hotels Near Skyline Trail in Middlefield from AU$118

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Accommodation near Skyline Trail

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, 1,003 reviews
"Staff was great, view is beautiful, it was very clean."
The price is AU$213
includes taxes & fees
9 June - 10 June
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, 888 reviews
"Historical. Beautiful night to sit outside. Friendly staff. "
The price is AU$367
includes taxes & fees
13 June - 14 June
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, 473 reviews
"Overall fun place to stay and enjoy the weekend."
The price is AU$248
includes taxes & fees
3 June - 4 June
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 reviews
"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, 155 reviews
"They greeted us as soon as we checked in with apple cider and brownies. The room was super cute. Breakfast was delicious. The only negative was it could be noisy when people are walking in hallway. We will definitely stay again. "
The price is AU$233
includes taxes & fees
3 June - 4 June
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, 651 reviews
"I loved the staff and the accommodations. I’d recommend this property. "
The price is AU$316
includes taxes & fees
4 June - 5 June
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, 1,001 reviews
"Property was so cute! Only a 10 minute walk to downtown and the breakfast offered was delicious. Would recommend to friends who want to explore the Berkshires! "
The price is AU$206
includes taxes & fees
3 June - 4 June
The Cornell Inn, Lenox
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, 602 reviews
"Motel was very clean, very nice staff, didn’t have any tissues left in the box, only about 3 pieces then empty. Sadly the room we were in the bed was not comfortable… sunk in the middle, could not get comfortable, did not get much sleep. "
The price is AU$144
includes taxes & fees
3 June - 4 June
Monument Mountain Motel
Apple Tree Inn
3.0 star property
8.2 out of 10, Very good, 215 reviews
"The Appletree Inn newly aquired by Claire Collery, is a treasure! Claire, has taken every effort to make the Inn welcoming, elegant and comfortable for each guest who comes through their doors. The pool was clean and delightfully refreshing while looking out on the Berkshire Hills. The room in the lodge, was basic, but extremely clean and quiet. The main Inn had their "soft opening" of the bar last night, and it was just lovely, and a delicious breakfast with top notch Depot coffee awaited us...
The price is AU$287
includes taxes & fees
17 June - 18 June
Apple Tree Inn
Quality Inn
2.5 star property
8.0 out of 10, Very good, 1,007 reviews
"Lovely"
The price is AU$174
includes taxes & fees
9 June - 10 June
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, 503 reviews
"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 AU$227
includes taxes & fees
17 June - 18 June
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, 356 reviews
"Amazing place.."
The price is AU$418
includes taxes & fees
3 June - 4 June
Chambery Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, 31 reviews
"Great and excellent. Breakfast is perfect. "
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, 459 reviews
"No amenities but that didn’t matter to us. Just needed a clean and quiet place for the night. I would stay here again"
The price is AU$126
includes taxes & fees
3 June - 4 June
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, 386 reviews
"Great deal!"
The price is AU$210
includes taxes & fees
3 June - 4 June
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, 110 reviews
"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, 385 reviews
"Quaint "
The price is AU$217
includes taxes & fees
5 June - 6 June
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, 509 reviews
"Great"
The price is AU$118
includes taxes & fees
3 June - 4 June
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, 325 reviews
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
The price is AU$182
includes taxes & fees
3 June - 4 June
Locust Tree Bed and Breakfast LLC
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, 213 reviews
"Always a very nice stay at the Constance. Great location and very nice staff"
The price is AU$164
includes taxes & fees
10 June - 11 June
The Lenox Collection
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Skyline Trail Travel Info

Number of reviews
9,097
Accommodation
1,532 hotels
Location
Middlefield, United States of America
Lowest price
AU$118
Highest price
AU$418

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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 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 Quality 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.

Recent Reviews in Skyline Trail
Expedia verified reviews