Southfield Vacations

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Top Hotel Deals

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
19.46 km from city center
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
21.13 km from city center
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
14.84 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 breakfast and the helpful ...
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
24.58 km from city center
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
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
15.5 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 ...
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
28.64 km from city center
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Quality Inn

Quality Inn

2.5 out of 5
170 Housatonic Street, Lee, MA
22.13 km from city center
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
15.06 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 ...
the Alander

the Alander

2.5 out of 5
7519 NY-22, Copake, NY
25.78 km from city center
Stay at this lodge in Copake. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the helpful staff in our reviews. Popular attractions ...
Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W, Norfolk, CT
10.53 km from city center
Stay at this 3-star B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 out of 5
12703 Rte 22, Austerlitz, NY
32.15 km from city center
Stay at this motel in Austerlitz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd, Lenox, MA
30.96 km from city center
Stay at this 3-star business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The Whitlock

The Whitlock

2 out of 5
16 Church St, Lenox, MA
28.68 km from city center
Stay at this hotel in Lenox. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7, Lenox, MA
25.05 km from city center
Stay at this 3-star condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Tanglewood Music Center and The Mount are located ...
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd, Egremont, MA
20.51 km from city center
Stay at this 3-star hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount ...
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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.

Spirit Airlines
Mon, Sep 22 - Fri, Sep 26
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Sep 22 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Fri, Sep 26, priced at $128 found 2 days ago
Frontier Airlines
Fri, Sep 12 - Mon, Sep 15
MCO
Orlando Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Sep 12 from Orlando Intl. to Bradley Intl., returning Mon, Sep 15, priced at $134 found 2 days ago
JetBlue Airways
Wed, Dec 3 - Mon, Dec 8
MCO
Orlando Intl.
ALB
Albany Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Dec 3 from Orlando Intl. to Albany Intl., returning Mon, Dec 8, priced at $137 found 5 days ago
Delta
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Dec 3 from Orlando Intl. to Albany Intl., returning Sat, Dec 6, priced at $197 found 5 days ago
United
Sun, Oct 5 - Tue, Oct 7
ORD
O'Hare Intl.
BDL
Bradley Intl.
$227 Roundtrip, found 3 days ago
$227
Roundtrip
found 3 days ago
Select United flight, departing Sun, Oct 5 from O'Hare Intl. to Bradley Intl., returning Tue, Oct 7, priced at $227 found 3 days ago