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
1.99 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 ...
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
26.07 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 ...
Little Cat Lodge

Little Cat Lodge

2 out of 5
37 Catamount Rd Copake Falls NY
23.25 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 ...
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 motel in Great Barrington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Prospect Berkshires

Prospect Berkshires

3 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 Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
31.31 km from city center
Book a stay at this 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 ...
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 ...
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 ...
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 WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 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 ...
Troutbeck

Troutbeck

5 out of 5
515 Leedsville Rd Amenia NY
13.77 km from city center
Book a stay at this luxury hotel in Amenia. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Amenia Free Library and TriArts Sharon ...
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 ...
The Abner Hotel

The Abner Hotel

3 out of 5
15 West St Litchfield CT
31.88 km from city center
Stay at this hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Litchfield Town Green and Litchfield Historical Society ...
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3 out of 5
131 East Canaan Road East Canaan CT
12.59 km from city center
Stay at this B&B in East Canaan. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
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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