Cheshire Vacations

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Top Hotel Deals

Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St. Cheshire CT
3.76 km from city center
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
34.6 km from city center
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
22.71 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
22.54 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
35.28 km from city center
Stay at this hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
22.54 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

4 out of 5
500 Sargent Drive New Haven CT
23.55 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave Shelton CT
31.36 km from city center
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street New Haven CT
22.58 km from city center
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Drive Southington CT
5.95 km from city center
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
14.13 km from city center
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
11.92 km from city center
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

3 out of 5
99 Marsh Hill Road Orange CT
29.42 km from city center
Stay at this hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd Hartford CT
32.68 km from city center
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
The Goodwin Hotel

The Goodwin Hotel

3.5 out of 5
1 Haynes St Hartford CT
34.66 km from city center
Stay at this hotel in Hartford. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
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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.

Frontier Airlines
Thu, Jan 15 - Sun, Feb 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 5 hours ago
$68
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Jan 15 from Orlando Intl. to Bradley Intl., returning Sun, Feb 1, priced at $68 found 5 hours ago
Breeze Airways
Thu, Jan 29 - Mon, Feb 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$93 Roundtrip, found 10 hours ago
$93
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Jan 29 from Orlando Intl. to Bradley Intl., returning Mon, Feb 2, priced at $93 found 10 hours ago
JetBlue Airways
Wed, Jan 28 - Sun, Feb 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 10 hours ago
$108
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Wed, Jan 28 from Orlando Intl. to Bradley Intl., returning Sun, Feb 1, priced at $108 found 10 hours ago
Southwest Airlines
Wed, Jan 28 - Sun, Feb 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$147 Roundtrip, found 10 hours ago
$147
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Wed, Jan 28 from Orlando Intl. to Bradley Intl., returning Sun, Feb 1, priced at $147 found 10 hours ago
American Airlines
Wed, Jan 28 - Sun, Feb 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 10 hours ago
$167
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, Jan 28 from Orlando Intl. to Bradley Intl., returning Sun, Feb 1, priced at $167 found 10 hours ago