Book a hotel near Skyline Trail, Middlefield
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Top hotels close to Skyline Trail

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
11.18 mi from Skyline Trail
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.
Parking included
Free WiFi

Quality Inn
170 Housatonic Street, Lee, MA
11.53 mi from Skyline Trail
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. A restaurant, a 24-hour front desk, and express check-out are also provided.
Breakfast included
Free WiFi

Chambery Inn
199 Main St, Lee, MA
Free Cancellation
Reserve now, pay when you stay
11.76 mi from Skyline Trail
A hot tub, free self parking, and free newspapers are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Hot Tub
Spa

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
11.9 mi from Skyline Trail
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Pet friendly

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
12.09 mi from Skyline Trail
An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.
Pool
Parking included

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
12.11 mi from Skyline Trail
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
12.12 mi from Skyline Trail
This lodge features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
12.17 mi from Skyline Trail
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
12.27 mi from Skyline Trail
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-in is provided and the front desk is staffed around-the-clock.
Pet friendly
Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free Cancellation
12.62 mi from Skyline Trail
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly

Hotel On North
297 North Street, Pittsfield, MA
12.66 mi from Skyline Trail
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pet friendly
Parking included

The Constance by the Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
12.83 mi from Skyline Trail
A gym, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A library, express check-out, and wedding services are also on offer.
Breakfast included
Pet friendly
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.
Skyline Trail hotels essential information
Accommodation | 1,717 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | FairBridge Inn Express, The Yankee, Trademark Collection by Wyndham, Quality Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, Berkshires Untold, Berkshire Mountain Lodge, Hampton Inn & Suites Berkshires-Lenox, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Constance by the Lenox Collection, Howard Johnson by Wyndham Lenox, Hotel On North, Chambery Inn |
Recent Skyline Trail hotel reviews by fellow wanderers

The Yankee, Trademark Collection by Wyndham
5 out of 5
Posted 22 hours ago
Travelocity Verified Review
"Nice place to stay. Good breakfast. "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
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