Hotels near Skyline Trail
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Tomorrow night
Check prices close to Skyline Trail for tomorrow night, Mar 28 - Mar 29Featured Hotels near Skyline Trail

Peace and quiet on the lake
Becket MA
7.86 mi from Skyline Trail
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer

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
Reserve now, pay when you stay
11.54 mi from Skyline Trail
$84 nightly
The price is $94 total per night
$94 total
Apr 13 - Apr 14
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
$93 nightly
The price is $104 total per night
$104 total
Apr 8 - Apr 9
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

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.11 mi from Skyline Trail
$103 nightly
The price is $115 total per night
$115 total
Apr 5 - Apr 6
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 on hand 24/7 to help with securing valuables, dry cleaning/laundry, 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
$108 nightly
The price is $120 total per night
$120 total
Apr 26 - Apr 27
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, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
12.17 mi from Skyline Trail
$98 nightly
The price is $110 total per night
$110 total
Mar 29 - Mar 30
Total with taxes and fees
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. 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 a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Hot Tub

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
12.27 mi from Skyline Trail
$78 nightly
The price is $87 total per night
$87 total
Mar 29 - Mar 30
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 fireplace in the lobby, and a water dispenser.
Pet friendly
Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
12.62 mi from Skyline Trail
$118 nightly
The price is $132 total per night
$132 total
Mar 28 - Mar 29
Total with taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
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 | 1,770 hotels |
|---|---|
Lowest Price | $87 |
Highest Price | $132 |
Popular hotels | Peace and quiet on the lake, Berkshire Mountain Lodge, Berkshires Untold, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Yankee, Trademark Collection by Wyndham, Quality Inn Lee - Lenox South, Pilgrim Inn, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Hampton Inn & Suites Berkshires-Lenox |
Recent Reviews

Berkshires Untold
5/5 Excellent
"Berkshires Untold is an old roadside motel that has been very spiffed up. The rooms are small but clean, comfortable, and nicely decorated and updated. Our bed was comfy with high end linens and a nice updated bathroom. The major drawback to the room is the very noisy HVAC unit.
There's a super cozy, attractive lounge area and a charming little restaurant and bar. The menu is small but the food is quite good and having an onsite restaurant is convenient.
The price we paid for a very off season Saturday night was excellent, but the rates really jack up during the summer Tanglewood season, far beyond what one would expect for a small motel room. The staff is friendly and professional, and dogs are welcome for an $85 fee.
All in all, this is a very nice and sometimes very affordable Berkshires option. "
A verified traveler stayed at Berkshires Untold
Posted 17 hours ago
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