Find hotels near Skyline Trail, Middlefield from ￥13,959

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 20 - Jan 21
Tomorrow
Jan 21 - Jan 22
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

Filter by

Guest rating
Guest rating
Star rating

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)
"Was horrible. Unsafe and scarey"
United States
Sharon
The price is ￥12,671
￥14,153 total
includes taxes & fees
Jan 22 - Jan 23
Pilgrim Inn
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 ￥12,671
￥14,153 total
includes taxes & fees
Feb 3 - Feb 4
FairBridge Inn Express
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, (1,008 reviews)
"The hotel is very nice and clean. From the moment we checked in to check out, we had an amazing time. "
United States
Gina
The price is ￥14,656
￥16,372 total
includes taxes & fees
Jan 28 - Jan 29
The Yankee, Trademark Collection by Wyndham
Lobby lounge

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
19.8 km from Skyline Trail
9.8 out of 10, Exceptional, (16 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is ￥21,988
￥24,560 total
includes taxes & fees
Jan 27 - Jan 28
Element 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
9.4 out of 10, Exceptional, (74 reviews)
"Very clean and friendly staff that go above and beyond for their guests even in a snow storm! "
United States
Kira
The price is ￥20,138
￥22,494 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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, (1,000 reviews)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ￥16,009
￥17,883 total
includes taxes & fees
Feb 1 - Feb 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
19.5 km from Skyline Trail
9.0 out of 10, Wonderful, (816 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is ￥15,611
￥20,972 total
includes taxes & fees
Feb 1 - Feb 2
Berkshire Mountain Lodge
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, (1,000 reviews)
"The room and amenities were amazing. "
United States
Kathleen
The price is ￥18,856
￥21,063 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn & Suites Berkshires-Lenox
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
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
19.8 km from Skyline Trail
9.0 out of 10, Wonderful, (842 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is ￥13,966
￥15,600 total
includes taxes & fees
Jan 22 - Jan 23
Berkshires Untold
Terrace/patio

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, (663 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is ￥20,229
￥22,596 total
includes taxes & fees
Jan 23 - Jan 24
Hilton Garden Inn Lenox Pittsfield
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 ￥12,633
￥14,111 total
includes taxes & fees
Feb 5 - Feb 6
Quality Inn Lee - Lenox South
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, (598 reviews)
"Our stay was great! "
United States
Gianna
The price is ￥21,988
￥24,560 total
includes taxes & fees
Jan 25 - Jan 26
Courtyard by Marriott Lenox Berkshires
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, (829 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is ￥12,497
￥13,959 total
includes taxes & fees
Jan 22 - Jan 23
Howard Johnson by Wyndham Lenox
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
18.6 km from Skyline Trail
7.6 out of 10, Good, (411 reviews)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is ￥15,028
￥16,785 total
includes taxes & fees
Jan 22 - Jan 23
Sunset 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.
View all properties

Top Skyline Trail Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Best, kindest, most capable and courteous staff I’ve encountered in a long while. "
Matthew 1-night trip
Posted 16 hours ago
The Yankee, Trademark Collection by Wyndham

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.
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.