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Compare 1,545 hotels close to Skyline Trail with room rates, reviews, and availability. Most hotels are fully refundable.

The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1008)
"We are just stopping overnight, and feel we got lucky. This is a lovely small hotel on a lake with great views, boats to rent, and an excellent restaurant. It would be great for a vacation. "
The price is SAR 469
SAR 524 total
includes taxes & fees
11 Jum. II - 12 Jum. II
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (891)
"Always a great HISTORIC INN "
The price is SAR 651
SAR 811 total
includes taxes & fees
19 Jum. II - 20 Jum. II
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, (479)
"."
The price is SAR 559
SAR 662 total
includes taxes & fees
10 Jum. II - 11 Jum. II
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, (156)
"The experience was great and the staff were personable, helpful and warm."
The price is SAR 563
SAR 654 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, (651)
"I loved the staff and the accommodations. I’d recommend this property. "
The price is SAR 705
SAR 788 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1002)
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The price is SAR 439
SAR 510 total
includes taxes & fees
9 Jum. II - 10 Jum. II
The Cornell Inn, Lenox
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (604)
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"
The price is SAR 321
SAR 358 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Monument Mountain Motel
Apple Tree Inn
3.0 star property
8.2 out of 10, Very Good, (215)
"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 SAR 642
SAR 717 total
includes taxes & fees
24 Jum. II - 25 Jum. II
Apple Tree Inn
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (1010)
"Really clean and great staff"
The price is SAR 388
SAR 434 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (504)
"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 SAR 491
SAR 548 total
includes taxes & fees
17 Jum. II - 18 Jum. II
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is SAR 934
SAR 1,043 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Chambery Inn
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, (32)
"Great and excellent. Breakfast is perfect. "
The price is SAR 570
SAR 654 total
includes taxes & fees
30 Jum. II - 1 Raj.
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, (461)
"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 SAR 281
SAR 314 total
includes taxes & fees
16 Jum. II - 17 Jum. II
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, (386)
"Great deal!"
The price is SAR 469
SAR 524 total
includes taxes & fees
9 Jum. II - 10 Jum. II
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (110)
"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 SAR 847
SAR 929 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, (511)
"Great"
The price is SAR 263
SAR 293 total
includes taxes & fees
11 Jum. II - 12 Jum. II
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (326)
"Host was excellent and helpful. Location is quiet and close to nearby towns for activities. "
The price is SAR 394
SAR 453 total
includes taxes & fees
9 Jum. II - 10 Jum. II
Locust Tree Bed and Breakfast LLC
The Lenox Collection
3.5 star property
8.6 out of 10, Excellent, (214)
"This our second stay in this property. Our room was quite large and we had the lovely balcony overlooking the trees. The Constance is accessible to most of Lenox. The two recommendations would be to have some protein at breakfast, ie eggs, cheese instead of the foods that were laden with sugar and carbs. Also, the lobby noise at night was quite loud; We experienced the piano being played at 10:45pm. We had a hard time getting back to sleep."
The price is SAR 366
SAR 409 total
includes taxes & fees
16 Jum. II - 17 Jum. II
The Lenox Collection
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Hotels near Other Middlefield Attractions

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.

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.

Recent reviews of Skyline Trail hotels
Expedia verified reviews