Otis Vacations

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Top Hotel Deals

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
31.38 km from city center
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 ...
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
28.18 km from city center
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 ...
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
27.48 km from city center
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 ...
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
26.15 km from city center
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. ...
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
17.43 km from city center
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 ...
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
20.64 km from city center
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 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
19.89 km from city center
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 ...
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
32.33 km from city center
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 ...
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
20.99 km from city center
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 ...
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
25.53 km from city center
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. ...
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
27.24 km from city center
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 ...
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
29.31 km from city center
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area ...
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road Lenox MA
24.13 km from city center
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
31.75 km from city center
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 ...
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
27.68 km from city center
Stay at this hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Guido's Marketplace and Herman Melville's Arrowhead ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Mar 17 - Mon, Mar 30
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Mar 17 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Mar 30, priced at $138 found 3 days ago
Frontier Airlines
Thu, Jan 22 - Sat, Jan 31
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Jan 22 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Jan 31, priced at $138 found 3 days ago
American Airlines
Tue, Jan 27 - Sun, Feb 1
MCO
Orlando Intl.
ALB
Albany Intl.
$168 Roundtrip, found 5 days ago
$168
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jan 27 from Orlando Intl. to Albany Intl., returning Sun, Feb 1, priced at $168 found 5 days ago
Breeze Airways
Thu, Feb 26 - Sun, Mar 1
MCO
Orlando Intl.
ALB
Albany Intl.
$180 Roundtrip, found 3 days ago
$180
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Feb 26 from Orlando Intl. to Albany Intl., returning Sun, Mar 1, priced at $180 found 3 days ago
Southwest Airlines
Tue, Jan 27 - Sun, Feb 1
MCO
Orlando Intl.
ALB
Albany Intl.
$183 Roundtrip, found 5 days ago
$183
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Jan 27 from Orlando Intl. to Albany Intl., returning Sun, Feb 1, priced at $183 found 5 days ago