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Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
  • 33 min drive from Skyline Country Club
Book a stay at this business-friendly hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,002 reviews)
It was nice to have a hot tub. Staff was helpful!

Reviewed on Apr 26, 2026

Hotel Downstreet, an Ascend Collection Hotel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
  • 10 min drive from Skyline Country Club
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,337 reviews)
the size of our suite was amazing for the three of us & we loved it...it was also close to the pool & main office area

Reviewed on Apr 26, 2026

Vacation Village in the Berkshires
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
  • 20 min drive from Skyline Country Club
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (916 reviews)
Great hotel!

Reviewed on Apr 26, 2026

Berkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
  • 16 min drive from Skyline Country Club
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (916 reviews)
Beautiful room

Reviewed on Apr 26, 2026

Berkshire Mountain Lodge
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
  • 37 min drive from Skyline Country Club
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
  • 39 min drive from Skyline Country Club
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (884 reviews)
Love it here! Definitely coming back!

Reviewed on Apr 24, 2026

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
  • 31 min drive from Skyline Country Club
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,001 reviews)
the place is beautiful and serene. The room is clean and they have all the amenities that you need. Room temperature is perfect.

Reviewed on Apr 14, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
  • 18 min drive from Skyline Country Club
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,001 reviews)
Room was very clean, staff helpful, coffee bar out of cream, the parking lot was in a disarray due to construction. The worse part was the driveway up to the hotel, it was full of huge potholes

Reviewed on Apr 25, 2026

Hampton Inn & Suites Berkshires-Lenox
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
  • 34 min drive from Skyline Country Club
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (619 reviews)
What a lovely property. Throughly enjoyed our stay.

Reviewed on Apr 23, 2026

The Williams Inn
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
  • 9 min drive from Skyline Country Club
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (845 reviews)
Awesome boutique rooms!

Reviewed on Apr 21, 2026

Hotel On North
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
  • 21 min drive from Skyline Country Club
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (620 reviews)
Standard Courtyard. All was good.

Reviewed on Apr 26, 2026

Courtyard by Marriott Lenox Berkshires
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
  • 23 min drive from Skyline Country Club
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular ...
9.2/10 Wonderful! (1,002 reviews)
The room was lovely, well-decorated, and very clean, with a comfortable sitting area. The whole property is lovely. The breakfast room and lounge area are also beautiful. The breakfast was delicious. The highlight of the inn, in my opinion, is the service. The staff is warm and accommodating. You ...

Reviewed on Apr 22, 2026

The Cornell Inn, Lenox & The Berkshires
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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