Find hotels near Skyline Trail, Middlefield from CA $105

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Check prices for these dates

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Feb 9 - Feb 10
Tomorrow
Feb 10 - Feb 11
This weekend
Feb 13 - Feb 15
Next weekend
Feb 20 - Feb 22

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Our top choices for Skyline Trail hotels

Individually decorated, individually furnished, desk, laptop workspace

Pilgrim Inn

Pilgrim Inn
2.5 star property
18.5 km from Skyline Trail
5.8 out of 10, (332 reviews)
"Wonderful fantastic "
United States
Bryron
The price is CA $110
CA $122 total
includes taxes & fees
Feb 10 - Feb 11
Pilgrim Inn
Exterior

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
19.6 km from Skyline Trail
9.2 out of 10, Wonderful, (1,012 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is CA $119
CA $133 total
includes taxes & fees
Feb 22 - Feb 23
The Yankee, Trademark Collection by Wyndham
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
18 km from Skyline Trail
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is CA $110
CA $122 total
includes taxes & fees
Feb 10 - Feb 11
FairBridge Inn Express
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
19.8 km from Skyline Trail
9.8 out of 10, Exceptional, (18 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is CA $190
CA $212 total
includes taxes & fees
Feb 22 - Feb 23
Element Lenox Berkshires
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
19.2 km from Skyline Trail
9.0 out of 10, Wonderful, (1,004 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is CA $130
CA $145 total
includes taxes & fees
Feb 22 - Feb 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby lounge

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
19.5 km from Skyline Trail
9.2 out of 10, Wonderful, (1,001 reviews)
"The room and amenities were amazing. "
United States
Kathleen
The price is CA $163
CA $182 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn & Suites Berkshires-Lenox
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
19.5 km from Skyline Trail
9.0 out of 10, Wonderful, (835 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is CA $135
CA $181 total
includes taxes & fees
Feb 10 - Feb 11
Berkshire Mountain Lodge
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
18.6 km from Skyline Trail
8.4 out of 10, Very good, (1,001 reviews)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is CA $115
CA $129 total
includes taxes & fees
Feb 23 - Feb 24
Quality Inn Lee - Lenox South
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
19.8 km from Skyline Trail
9.0 out of 10, Wonderful, (854 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is CA $121
CA $135 total
includes taxes & fees
Mar 8 - Mar 9
Berkshires Untold
Front of property

Chambery Inn

Chambery Inn
3.0 star property
18.9 km from Skyline Trail
9.6 out of 10, Exceptional, (374 reviews)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Property amenity

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
19.9 km from Skyline Trail
9.2 out of 10, Wonderful, (599 reviews)
"Our stay was great! "
United States
Gianna
The price is CA $178
CA $199 total
includes taxes & fees
Mar 1 - Mar 2
Courtyard by Marriott Lenox Berkshires
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
19.3 km from Skyline Trail
9.2 out of 10, Wonderful, (82 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is CA $181
CA $202 total
includes taxes & fees
Feb 26 - Feb 27
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Breakfast, lunch and dinner served

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
19.4 km from Skyline Trail
9.2 out of 10, Wonderful, (666 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is CA $186
CA $208 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Garden Inn Lenox Pittsfield
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
19.5 km from Skyline Trail
7.6 out of 10, Good, (830 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is CA $94
CA $105 total
includes taxes & fees
Feb 10 - Feb 11
Howard Johnson by Wyndham Lenox
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.
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Compare popular hotels close to Skyline Trail

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Individually decorated, individually furnished, desk, laptop workspace
Pilgrim Inn
2.5 star property
5.8
332 reviews
View
Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.2
Wonderful
1,012 reviews
View
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express
2.5 star property
5.4
811 reviews
View
Lobby lounge
Element Lenox Berkshires
3.0 star property
9.8
Exceptional
18 reviews
View
Lake
The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
9.0
Wonderful
1,004 reviews
View

Top Skyline Trail Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Only stayed for 1 night but was very impressed with this property. The room was very clean and spacious. Bed was comfortable as well. Had my two kids with me so the pool and hot tub was an amazing amenity. Left early in the morning to ski so the stay was short, but would’ve loved to stay longer and will definitely look to return to this property in the future. "
Gregory 1-night trip
Posted 4 days ago
Berkshire Mountain Lodge

Hotels near other Skyline Trail attractions

Glendale Falls

Commune with nature and explore the great outdoors at Glendale Falls during your travels in Huntington. Wander the lakeside in this relaxing area.
See properties

Kushi Institute

Enjoy the collegiate vibe at Kushi Institute during your stay in Becket. Discover the area's entertainment venues, or seek out its hiking trails.
See properties

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 The Yankee, Trademark Collection by Wyndham and Berkshires Untold.
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.

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