Cheshire Vacations

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Top Hotel Deals

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 ...
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 ...
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 ...
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

2.5 out of 5
1 Batterson Park Rd Farmington CT
23.92 km from city center
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3 out of 5
30 Frontage Rd East Haven CT
25 km from city center
Book a stay at this business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and ...
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
32.39 km from city center
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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. ...
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave Hamden CT
14.3 km from city center
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
12.04 km from city center
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
301 Colt Hwy Farmington CT
23.58 km from city center
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown

4 out of 5
315 Trumbull St Hartford CT
34.94 km from city center
Book a stay at this business-friendly hotel in Hartford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the clean rooms ...
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
14.14 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 ...
Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street Middletown CT
22.55 km from city center
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
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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, Feb 26 - Sun, Mar 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$66 Roundtrip, found 3 days ago
$66
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Orlando Intl. to Bradley Intl., returning Sun, Mar 1, priced at $66 found 3 days ago
JetBlue Airways
Thu, Feb 26 - Sun, Mar 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Feb 26 from Orlando Intl. to Bradley Intl., returning Sun, Mar 1, priced at $117 found 3 days ago
Breeze Airways
Tue, Apr 7 - Wed, Apr 22
MCO
Orlando Intl.
BDL
Bradley Intl.
$132 Roundtrip, found 5 days ago
$132
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Apr 7 from Orlando Intl. to Bradley Intl., returning Wed, Apr 22, priced at $132 found 5 days ago
Delta
Wed, May 13 - Sat, May 16
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, May 13 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, May 16, priced at $159 found 5 days ago
Southwest Airlines
Tue, Apr 7 - Wed, Apr 22
MCO
Orlando Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Apr 7 from Orlando Intl. to Bradley Intl., returning Wed, Apr 22, priced at $167 found 5 days ago