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Top Hotels Close to Skyline Trail

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is CA $129
CA $191 total
includes taxes & fees
Aug 21 - Aug 22
Becket Motel

FairBridge Inn Express

2.5 star property
5.4 out of 10, (766)
"Close to our target event a plus"
The price is CA $98
CA $109 total
includes taxes & fees
Aug 12 - Aug 13
FairBridge Inn Express

Pilgrim Inn

2.5 star property
5.8 out of 10, (313)
"Great location but no staff at check-in or checkout!"
The price is CA $105
CA $118 total
includes taxes & fees
Aug 18 - Aug 19
Pilgrim Inn

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (555)
"Amazing place to stay. Can’t wait to go again. "
The price is CA $106
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Berkshire Mountain Lodge

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Wonderful place to stay"
The price is CA $185
CA $206 total
includes taxes & fees
Sep 8 - Sep 9
The Yankee, Trademark Collection by Wyndham

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (14)
"Really enjoyed my stay here, definitely need a car to get around"
The price is CA $209
CA $234 total
includes taxes & fees
Aug 14 - Aug 15
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great staff! Comfortable bed! "
The price is CA $198
CA $221 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Berkshires-Lenox

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Had a wonderful time "
The price is CA $174
CA $195 total
includes taxes & fees
Sep 1 - Sep 2
The Black Swan Lee - Lenox, Ascend Hotel Collection

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is CA $151
CA $169 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (568)
"After coming to Lenox for 15 years, I can easily say this is the best in town. "
The price is CA $209
CA $234 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard by Marriott Lenox Berkshires

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
The price is CA $310
CA $346 total
includes taxes & fees
Aug 12 - Aug 13
Chambery Inn

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (668)
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
The price is CA $221
CA $247 total
includes taxes & fees
Sep 1 - Sep 2
Berkshires Untold

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (638)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is CA $206
CA $230 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Lenox Pittsfield

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (782)
"My stay was perfect. I can't wait to stay there again. "
The price is CA $109
CA $121 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lenox

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is CA $136
CA $152 total
includes taxes & fees
Sep 2 - Sep 3
Sunset Inn

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (617)
"Convenient location for my trip"
The price is CA $95
CA $106 total
includes taxes & fees
Aug 25 - Aug 26
Wagon Wheel Inn
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.

Top Skyline Trail Hotel Reviews

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 12 hotels and other accommodations within a few miles for a convenient home base.

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

Berkshire Mountain Lodge is one of the top choices for your stay based on our traveler data, and this lodge offers an indoor pool and free parking. You'll find it 12.1 mi (19.5 km) from Skyline Trail. Other good choices in the area include FairBridge Inn Express and Quality Inn.

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

Expedia has 12 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.