Hotels near Skyline Trail

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Check prices for these dates

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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Top 10 Hotels Near Skyline Trail

Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (365)
"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. "
Chambery Inn
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"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 S$280
includes taxes & fees
30 Jun - 1 Jul
Hilton Garden Inn Lenox Pittsfield
Courtyard by Marriott Lenox Berkshires
Property amenity

Courtyard by Marriott Lenox Berkshires

3.0 star property
9.2 out of 10, Wonderful, (558)
"The hotel is very clean, well-managed, and quiet, and it's conveniently located near Tanglewood and other attractions. The room is clean, and the staff are all extremely kind and attentive to our needs (special thanks to Tapan!) We will definitely be coming back!"
The price is S$241
includes taxes & fees
30 Jun - 1 Jul
Courtyard by Marriott Lenox Berkshires
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (55)
"Comfortable stay "
The price is S$175
includes taxes & fees
29 Jun - 30 Jun
Becket Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (741)
"Was great loved the jacuzzi tub "
The price is S$141
includes taxes & fees
30 Jun - 1 Jul
Howard Johnson by Wyndham Lenox
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (606)
"Fix sink faucet in room #2. Otherwise worked great for just a place to sleep. Shower made up for having to shave in cold water."
The price is S$98
includes taxes & fees
29 Jun - 30 Jun
Wagon Wheel Inn
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (728)
"Friendly staff and quick checkin "
The price is S$101
includes taxes & fees
13 Jul - 14 Jul
FairBridge Inn Express
Holiday Inn Express & Suites Pittsfield - Berkshires
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
The price is S$298
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express & Suites Pittsfield - Berkshires
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.

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

Where is the best place to stay near Skyline Trail?

The Yankee, Trademark Collection by Wyndham is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an indoor pool. You'll find it 12.2 mi (19.6 km) from Skyline Trail. Other good options in the area include Quality Inn and The Black Swan Lee - Lenox, Ascend Hotel Collection.

How many hotels are there close to Skyline Trail?

Expedia has 13 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.