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Choose from 1059 Otis Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
  • 36 min drive from Otis Ridge
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! (869 reviews)
The staff at the front desk was welcoming, the room was very nice. We enjoyed our stay. HOWEVER - on the day we were to arrive there was a major blizzard. There was no safe way to drive from the Boston area to Pittsfield. I called the hotel 2 days before to say that we would be arriving a day after ...

Reviewed on Mar 6, 2026

Berkshire Mountain Lodge
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
  • 35 min drive from Otis Ridge
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 pool in our ...
9.2/10 Wonderful! (1,007 reviews)
Absolutely friendly staff. Recognized me from previous stays.

Reviewed on Mar 6, 2026

The Yankee, Trademark Collection by Wyndham
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
  • 42 min drive from Otis Ridge
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,003 reviews)
Fair. Pool was closed. Everything under construction. Poor location.

Reviewed on Mar 1, 2026

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
  • 32 min drive from Otis Ridge
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! (867 reviews)
The rooms were cute. The location is nice. The heating unit was very loud. It woke me up every time it turned on throughout the night. I couldn't find anyone to help me at 7am the next morning. i locked my key in my room. I am not sure if I'd stay here again.

Reviewed on Mar 3, 2026

Berkshires Untold
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
  • 14 min drive from Otis Ridge
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! (848 reviews)
Dream hotel! Jacuuzi in room...seperate bedroons and bathrooms. Every kind of shower...the soa is beautifully maintained. Enjoyed tye saina and hottun swom room

Reviewed on Mar 3, 2026

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

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
  • 10 min drive from Otis Ridge
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,002 reviews)
The rooms were nice. Thick mattresses. Refrigerator and microwave in rooms. Staff was very friendly. Breakfast offered waffles, eggs and sausage. More than enough parking. If you are visiting the Mahaiwe Theater, it's a five minute walk. I recommend NO.10 for a meal before the show.

Reviewed on Mar 2, 2026

Quality Inn Great Barrington
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
  • 22 min drive from Otis Ridge
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 ...
9.2/10 Wonderful! (1,001 reviews)
Room was spotless, staff was very kind!

Reviewed on Feb 27, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
  • 16 min drive from Otis Ridge
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. ...
8.8/10 Excellent! (1,000 reviews)
great customer service

Reviewed on Feb 18, 2026

The Red Lion Inn
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
  • 43 min drive from Otis Ridge
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! (825 reviews)
Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again!

Reviewed on Feb 9, 2026

Hotel On North
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
  • 9 min drive from Otis Ridge
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (743 reviews)
Simple and clean hotel

Reviewed on Mar 1, 2026

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
  • 31 min drive from Otis Ridge
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! (602 reviews)
Room spotless and comfortable Staff friendly and helpful Pool warm and great hot tub on below zero day

Reviewed on Feb 10, 2026

Courtyard by Marriott Lenox Berkshires
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
  • 40 min drive from Otis Ridge
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
My room smelt like mold. The hotel was very clean staff were very nice. The beds were not comfortable .

Reviewed on Mar 5, 2026

Best Western Plus Berkshire Hills Inn & Suites
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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