Hotels near Skyline Trail

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26 Aug - 27 Aug
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27 Aug - 28 Aug
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29 Aug - 31 Aug
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5 Sept - 7 Sept

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Top 10 Hotels Near Skyline Trail

Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is S$171
includes taxes & fees
2 Sept - 3 Sept
Becket Motel
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hypo-allergenic bedding, iron/ironing board, free cots/infant beds

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (24)
"Brand new hotel. Really nice staff. Great location to Tanglewood and great rates. "
The price is S$193
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (769)
"Close to our target event a plus"
The price is S$102
includes taxes & fees
8 Sept - 9 Sept
FairBridge Inn Express
Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (593)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Pilgrim Inn
Lobby

Pilgrim Inn

2.5 star property
5.8 out of 10, (315)
"When checking in no one was at desk we had to call a number then check ourselves in. The bed was not comfortable even though a mattress topper was over mattress. Horrible odor in room. The bathroom was clean. "
The price is S$115
includes taxes & fees
1 Sept - 2 Sept
Pilgrim Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great staff! Comfortable bed! "
The price is S$206
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn & Suites Berkshires-Lenox
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, (1002)
"Very comfortable stay with reasonable pricing if you are coming at the right time. The lake view is beautiful "
The price is S$181
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Wonderful place to stay"
The price is S$180
includes taxes & fees
21 Sept - 22 Sept
The Yankee, Trademark Collection by Wyndham
Berkshires Untold
Interior

Berkshires Untold

3.5 star property
9.0 out of 10, Wonderful, (696)
"We needed a place to stay in the area Found the place cutely decorated and was happy there was a restaurant on premise "
The price is S$230
includes taxes & fees
1 Sept - 2 Sept
Berkshires Untold
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (572)
"Fabulous place"
The price is S$218
includes taxes & fees
2 Sept - 3 Sept
Courtyard by Marriott Lenox Berkshires
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
Chambery Inn
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (641)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is S$227
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"Very comfortable and a nice breakfast "
The price is S$158
includes taxes & fees
9 Sept - 10 Sept
Quality Inn
Element Lenox Berkshires
Lobby lounge

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is S$218
includes taxes & fees
1 Sept - 2 Sept
Element Lenox Berkshires
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is S$113
includes taxes & fees
2 Sept - 3 Sept
Howard Johnson by Wyndham Lenox
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (402)
"No frills but it was a great stay!"
The price is S$142
includes taxes & fees
27 Aug - 28 Aug
Sunset Inn
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (624)
"Convenient location for my trip"
The price is S$99
includes taxes & fees
27 Aug - 28 Aug
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

The Constance by the Lenox Collection

The Constance by the Lenox Collection

10/10 Excellent
"We enjoyed our stay at the Whitlock (part of the same management as the Constance). Good restaurants easy to walk to. Quiet. Only thing we missed was a comfortable armchair in the bedroom."
James 1-night trip
Posted 19 hours ago
The Constance by the Lenox Collection

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

Where is the best place to stay near Skyline Trail?

Berkshire Mountain Lodge is one of the top choices for your stay based on our traveller 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 options in the area include FairBridge Inn Express and Quality Inn.

How many hotels are there close to Skyline Trail?

Expedia has 12 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.