Southfield Vacations

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Top Hotel Deals

Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 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 Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
21.13 km from city center
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
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 hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
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
19.51 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 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 Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
29.7 km from city center
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 ...
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
17.57 km from city center
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
170 Housatonic Street Lee MA
22.14 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 ...
Little Cat Lodge

Little Cat Lodge

2 out of 5
37 Catamount Rd Copake Falls NY
21.63 km from city center
Stay at this hotel in Copake Falls. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Catamount Ski Area and Catamount Aerial Adventure ...
Prospect Berkshires

Prospect Berkshires

3 out of 5
50 Prospect Lake Rd Egremont MA
20.51 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 ...
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
34.23 km from city center
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
24.68 km from city center
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Harney and ...
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 ...
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd Torrington CT
32.25 km from city center
Book a stay at this business-friendly hotel in Torrington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
11 Old Stockbridge Rd Lenox MA
28.59 km from city center
Book a stay at this family-friendly guesthouse in Lenox. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Tanglewood Music Center and Lenox ...
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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.

Breeze Airways
Wed, Sep 2 - Sat, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Sep 2 from Orlando Intl. to Bradley Intl., returning Sat, Sep 5, priced at $154 found 6 days ago
Frontier Airlines
Thu, Sep 24 - Sat, Oct 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 6 days ago
$161
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Sep 24 from Orlando Intl. to Bradley Intl., returning Sat, Oct 3, priced at $161 found 6 days ago
Southwest Airlines
Wed, Sep 2 - Sat, Sep 5
MCO
Orlando Intl.
BDL
Bradley Intl.
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Sep 2 from Orlando Intl. to Bradley Intl., returning Sat, Sep 5, priced at $219 found 6 days ago
Delta
Wed, Aug 26 - Sat, Sep 5
TPA
Tampa Intl.
BDL
Bradley Intl.
$227 Roundtrip, found 10 hours ago
$227
Roundtrip
found 10 hours ago
Select Delta flight, departing Wed, Aug 26 from Tampa Intl. to Bradley Intl., returning Sat, Sep 5, priced at $227 found 10 hours ago
JetBlue Airways
Tue, Sep 1 - Tue, Sep 15
ORD
O'Hare Intl.
BDL
Bradley Intl.
$231 Roundtrip, found 4 days ago
$231
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Sep 1 from O'Hare Intl. to Bradley Intl., returning Tue, Sep 15, priced at $231 found 4 days ago