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Compare 1,536 hotels close to Skyline Trail with room rates, reviews, and availability. Most hotels are fully refundable.

The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, 1,004 reviews
"We liked that an Indian Cuisine was available on property. "
The price is NT$4,097
NT$4,577 total
includes taxes & fees
Jun 24 - Jun 25
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, 897 reviews
"It was a cute cozy place. Very old but they keep it clean. "
The price is NT$4,980
NT$6,286 total
includes taxes & fees
Jun 18 - Jun 19
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, 482 reviews
"We love the proximity to Lee. Had a great dinner at the Salmon Run. Highly recommended!"
The price is NT$4,820
NT$5,708 total
includes taxes & fees
Jun 19 - Jun 20
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Seven Hills Inn
Terrace/patio
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
Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, 162 reviews
"Excellent place to stay. Convenient, clean, beautiful views, wonderful breakfast and snacks. Highly recommend!"
The price is NT$4,853
NT$5,691 total
includes taxes & fees
Jun 19 - Jun 20
Lakehouse Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.4 out of 10, Exceptional, 652 reviews
"It was off the road and as a result, very quiet. Great Barrington is not that big a town to begin with, but seemed like we were all completely removed from activity. "
The price is NT$6,082
NT$6,794 total
includes taxes & fees
Jun 19 - Jun 20
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
Porch
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, 1,002 reviews
"Wonderful property, great staff and delicious made to order breakfast "
The price is NT$4,076
NT$4,781 total
includes taxes & fees
Jun 18 - Jun 19
The Cornell Inn, Lenox
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, 607 reviews
"Cozy little room, very clean and comfortable, close to amenities, would definitely stay here again!"
The price is NT$2,766
NT$3,090 total
includes taxes & fees
Jun 19 - Jun 20
Monument Mountain Motel
Apple Tree Inn
Seasonal outdoor pool
Apple Tree Inn
3.0 star property
8.2 out of 10, Very Good, 217 reviews
"Love this place! We come back every year! "
The price is NT$6,438
NT$7,191 total
includes taxes & fees
Jun 18 - Jun 19
Apple Tree Inn
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk
Quality Inn
2.5 star property
8.2 out of 10, Very Good, 1,002 reviews
"I was traveling solo. I had a room on the second floor. I felt safe and the location was great to walk into town for dinner. The staff was super friendly! It is an older motel but very clean and the rooms have been updated. "
The price is NT$3,526
NT$3,939 total
includes taxes & fees
Jun 18 - Jun 19
Quality Inn
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Standard Room | Premium bedding, pillowtop beds, in-room safe, desk
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, 504 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 NT$4,262
NT$4,761 total
includes taxes & fees
Jun 19 - Jun 20
Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, 356 reviews
"Amazing place.."
The price is NT$12,940
NT$14,454 total
includes taxes & fees
Jun 18 - Jun 19
Chambery Inn
Blackberry River Inn
Library
Blackberry River Inn
3.0 star property
9.4 out of 10, Exceptional, 33 reviews
"Great and excellent. Breakfast is perfect. "
The price is NT$5,872
NT$6,752 total
includes taxes & fees
Jun 25 - Jun 26
Blackberry River Inn
Travelodge by Wyndham Great Barrington Berkshires
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
7.6 out of 10, Good, 464 reviews
"The operator of this hotel was amazing. Friendly, helpful, and goes above and beyond! "
The price is NT$2,556
NT$2,855 total
includes taxes & fees
Jun 18 - Jun 19
Travelodge by Wyndham Great Barrington Berkshires
The Briarcliff Motel
Exterior
The Briarcliff Motel
3.0 star property
8.8 out of 10, Excellent, 387 reviews
"The motel is surrounded by trees, very nice and quiet. The breakfast at the classic Red Lion Inn was so delicious."
The price is NT$3,680
NT$4,110 total
includes taxes & fees
Jun 19 - Jun 20
The Briarcliff Motel
The Ponds at Foxhollow by Capital Vacations
Property grounds
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
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, 386 reviews
"Wonderful place to stay in western Massachusetts."
The price is NT$7,307
NT$8,015 total
includes taxes & fees
Jun 20 - Jun 21
Shaker Mill Inn
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington
2.0 star property
6.4 out of 10, 514 reviews
"Stairs to second floor did not feel safe"
The price is NT$2,264
NT$2,529 total
includes taxes & fees
Jun 23 - Jun 24
Econo Lodge Lee - Great Barrington
Locust Tree Bed and Breakfast LLC
Miscellaneous
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, 327 reviews
"This spot is very cozy and we really enjoyed our brief stay here. The owners are very friendly and make a delicious, home style breakfast complete with eggs from their chickens. It’s on a main road but we couldn’t hear the traffic and we slept well. The rooms aren’t over the top in size or luxury, but it was comfortable and the shared bathroom wasn’t an issue at all as it was right across the hall and we never had to wait for other patrons in order to use it. Would return and recommend!"
The price is NT$3,397
NT$3,906 total
includes taxes & fees
Jun 18 - Jun 19
Locust Tree Bed and Breakfast LLC
The Lenox Collection
Front of property
The Lenox Collection
3.5 star property
8.8 out of 10, Excellent, 219 reviews
"Friendly staff. Large attractive room with comfortable bed. Great continental breakfast Can walk to town. "
The price is NT$3,953
NT$4,415 total
includes taxes & fees
Jun 23 - Jun 24
The Lenox Collection
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Skyline Trail hotels information

Number of reviews
9,151
Accommodation
1,536 hotels
Lowest Price
NT$2,264
Highest Price
NT$12,940

Hotels near Other Middlefield Attractions

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Glendale Falls

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 Quality Inn.

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

The Red Lion Inn

The Red Lion Inn

5/5 Excellent
Take me back in history
"It was a cute cozy place. Very old but they keep it clean. "
A verified traveler stayed at The Red Lion Inn
Posted 1 day ago
The Red Lion Inn