Deals on vacations and trips to Cheshire
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Cheshire flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Uncasville Casino Area
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Greensboro (GSO) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. The front desk is staffed around-the-clock and laundry facilities are on offer.
Hyatt Place Uncasville - Casino Area
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Greensboro (GSO) to New Haven (HVN)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Fairfield by Marriott Inn & Suites Uncasville Mohegan Sun Area
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Greensboro (GSO) to New Haven (HVN)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free perks include continental breakfast, free self parking, and a casino shuttle.
James Pharmacy Bed & Breakfast
Old Saybrook Center
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Greensboro (GSO) to New Haven (HVN)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free local cuisine breakfast each morning. A garden and express check-out are also provided.
Top Cheshire hotels deals
Holiday Inn Cheshire - Southington by IHG
64 Knotter Dr, Cheshire, CT
Free Cancellation
$110 nightly
The price is $127 total per night
$127 total
May 26 - May 27
Total includes taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.
Pool
Parking included
Cheshire Welcome Inn
1106 S Main St., Cheshire, CT
$100 nightly
The price is $115 total per night
$115 total
May 12 - May 13
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Parking included
Free WiFi
New Haven Hotel
229 George Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $155 total per night
$155 total
Jun 2 - Jun 3
Total includes taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
Clarion Inn
201 Washington Avenue, North Haven, CT
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $110 total per night
$110 total
May 27 - May 28
Total includes taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
Free Cancellation
$106 nightly
The price is $122 total per night
$122 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Omni New Haven Hotel at Yale
155 Temple St, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $174 total per night
$174 total
May 25 - May 26
Total includes taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Pet friendly
Free WiFi
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.
Popular places to visit
Cheshire Hollow Farm
Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theater scene in this romantic area.
Roaring Brook Park
Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene.
Maplecroft Plaza Shopping Center
You can search for that perfect souvenir at Maplecroft Plaza Shopping Center during your visit to Cheshire. Experience the area's entertainment venues and theater scene.
Photos of local treasures
Browse Cheshire vacation photos for more inspiration
