Hotels near Skyline Trail
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Tomorrow night
Check prices close to Skyline Trail for tomorrow night, May 12 - May 13Featured Hotels near Skyline Trail

Pilgrim Inn
165 Housatonic St Lee MA
11.49 mi from Skyline Trail
Guests of Pilgrim Inn enjoy free WiFi in public areas, express check-in, and express check-out. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with dry cleaning or laundry, and answer any questions about the accommodations. Other amenities at this golf hotel include laundry facilities and a garden.
Pet friendly
Parking included

Quality Inn Lee - Lenox South
170 Housatonic Street Lee MA
Free Cancellation
11.54 mi from Skyline Trail
$113 nightly
The price is $126 total per night
$126 total
Jun 1 - Jun 2
Total with taxes and fees
At Quality Inn Lee - Lenox South, guests have access to free WiFi in public areas, express check-in, and express check-out. Onsite parking is offered for a fee. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. This hotel also has free newspapers.
Breakfast included
Free WiFi

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St Lee MA
Free Cancellation
11.9 mi from Skyline Trail
$117 nightly
The price is $131 total per night
$131 total
May 19 - May 20
Total with taxes and fees
Guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Breakfast included
Pet friendly

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
1055 South Street Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
12.01 mi from Skyline Trail
$106 nightly
The price is $119 total per night
$119 total
May 17 - May 18
Total with taxes and fees
At Holiday Inn Express & Suites Pittsfield - Berkshires by IHG, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with securing valuables and concierge services. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Hot Tub

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.11 mi from Skyline Trail
$119 nightly
The price is $133 total per night
$133 total
May 17 - May 18
Total with taxes and fees
Guests staying at Hampton Inn & Suites Berkshires-Lenox enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and litter boxes. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Pool
Breakfast included

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
12.12 mi from Skyline Trail
$113 nightly
The price is $126 total per night
$126 total
May 24 - May 25
Total with taxes and fees
At Berkshire Mountain Lodge, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this golf lodge include a business center, an arcade/game room, and laundry facilities.
Pool
Hot Tub

The Yankee Inn
461 Pittsfield Rd Lenox MA
12.17 mi from Skyline Trail
$99 nightly
The price is $111 total per night
$111 total
May 12 - May 13
Total with taxes and fees
The Yankee Inn features an indoor pool, an outdoor pool, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include free WiFi in public areas, a hot tub, and a seasonal outdoor pool.
Pool
Hot Tub

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.27 mi from Skyline Trail
$101 nightly
The price is $113 total per night
$113 total
May 12 - May 13
Total with taxes and fees
Renovated in 2023, Berkshires Untold offers free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Additional amenities include a terrace, a water dispenser, and a fireplace in the lobby.
Pet friendly
Parking included

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.33 mi from Skyline Trail
$169 nightly
The price is $189 total per night
$189 total
May 17 - May 18
Total with taxes and fees
Guests staying at Courtyard by Marriott Lenox Berkshires enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and express check-in.
Pool
Parking included
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 | 1,781 hotels |
|---|---|
Lowest Price | $111 |
Highest Price | $189 |
Popular hotels | Berkshire Mountain Lodge, Berkshires Untold, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Hampton Inn & Suites Berkshires-Lenox, Quality Inn Lee - Lenox South, Pilgrim Inn, The Yankee Inn, Courtyard by Marriott Lenox Berkshires, Holiday Inn Express & Suites Pittsfield - Berkshires by IHG |
Recent Reviews

Berkshire Mountain Lodge
5/5 Excellent
"These are all 1 bedroom suites.
There was plenty of room in kitchen cupboards for our groceries. The kitchen was well supplied with cooking utensils, dishes and glassware. The location is excellent with several grocery stores and restaurants close by. Everything was perfect except for the height of the toilets. My husband and I are tall and the toilets are very small and a very short distance to the floor."
A verified traveler stayed at Berkshire Mountain Lodge
Posted 1 hour ago
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