Deals on vacations and trips to Cheshire
Save when you book Cheshire package deals
Cheshire flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Hartford/Windsor
Price was $424, price is now $367 per person
$367
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Save 100% on your flight
Price was $638, price is now $437 per person
$437
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Mayflower Inn & Spa, Auberge Collection
Save 100% on your flight
Price was $4,071, price is now $3,123 per person
$3,123
per person
Dec 18 - Dec 22
found 22 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Enjoy the gym and perks like free valet parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.
Holiday Inn Express Southington by IHG
Price was $474, price is now $380 per person
$380
per person
Jan 26 - Jan 29
found 21 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
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.
Residence Inn by Marriott Southington
Price was $490, price is now $396 per person
$396
per person
Jan 26 - Jan 29
found 21 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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. Guests will appreciate freebies like buffet breakfast and free self parking.
Top Cheshire hotels deals
Cheshire Welcome Inn
1106 S Main St., Cheshire, CT
$89 nightly
The price is $102 total per night
$102 total
Nov 9 - Nov 10
Total with 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.
Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
Free Cancellation
$83 nightly
The price is $95 total per night
$95 total
Nov 16 - Nov 17
Total with 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
The Capitol Hotel
440 Asylum St, Hartford, CT
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $108 total per night
$108 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Best Western Hartford Hotel & Suites
185 Brainard Rd, Hartford, CT
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $104 total per night
$104 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A 24-hour business center, a terrace, and a garden are also on offer.
Pool
Breakfast included
New Haven Hotel
229 George Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $111 total per night
$111 total
Dec 8 - Dec 9
Total with 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
Wyndham Southbury
1284 Strongtown Road, Southbury, CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
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.
Barker Character, Comic and Cartoon Museum
You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theater scene in this romantic area.
Cheshire Golf Course
Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theater scene in this romantic area.
Frequently asked questions
Photos of local treasures
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