Lakeville Vacations

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Top Hotel Deals

Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road, Lakeville, CT
1.92 km from city center
Stay at this 3.5-star spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the property condition in our reviews. Popular ...
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
26.08 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 ...
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
28.73 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 ...
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
28.11 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 Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
31.31 km from city center
Stay at this 4-star spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St, Torrington, CT
32.37 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 ...
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road, Great Barrington, MA
31.86 km from city center
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
The Abner Hotel

The Abner Hotel

3 out of 5
15 West St, Litchfield, CT
31.88 km from city center
Stay at this 3-star hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Litchfield Town Green and Litchfield Historical ...
Blackberry River Inn

Blackberry River Inn

3 out of 5
538 Greenwoods Rd W, Norfolk, CT
17.16 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 ...
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd, Great Barrington, MA
30.62 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 and the clean rooms in our reviews. ...
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd, Torrington, CT
31.1 km from city center
Book a stay at this business-friendly hotel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd, Great Barrington, MA
28.03 km from city center
Stay at this motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
Prospect Berkshires

Prospect Berkshires

2 out of 5
50 Prospect Lake Rd, Egremont, MA
25.57 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 Alander

the Alander

2.5 out of 5
7519 NY-22, Copake, NY
15.63 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 ...
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road, PO Box 664, East Canaan, CT
12.59 km from city center
Stay at this 3-star B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
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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
Sat, Nov 15 - Mon, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Nov 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 17, priced at $98 found 2 days ago
Frontier Airlines
Fri, Sep 26 - Fri, Oct 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Sep 26 from Orlando Intl. to Bradley Intl., returning Fri, Oct 3, priced at $117 found 4 days ago
Breeze Airways
Fri, Sep 26 - Fri, Oct 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 4 days ago
$134
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 26 from Orlando Intl. to Bradley Intl., returning Fri, Oct 3, priced at $134 found 4 days ago
JetBlue Airways
Wed, Aug 6 - Mon, Aug 18
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Aug 6 from Orlando Intl. to Bradley Intl., returning Mon, Aug 18, priced at $137 found 4 days ago
American Airlines
Tue, Oct 14 - Mon, Oct 20
ORD
O'Hare Intl.
BDL
Bradley Intl.
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Oct 14 from O'Hare Intl. to Bradley Intl., returning Mon, Oct 20, priced at $145 found 4 days ago