Deals on vacations and trips to Winsted
Save when you book Winsted package deals
Winsted flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale
Downtown New Haven
Save 100% on your flight
per person
Oct 9 - Oct 14
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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.
Madison Beach Hotel
Madison Center
Save 100% on your flight
per person
Oct 9 - Oct 14
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.
Luxury Apartments by Hyatus at Pierpont
The Hill
Save 100% on your flight
per person
Oct 9 - Oct 14
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.
Graduate by Hilton New Haven
Downtown New Haven
Save 100% on your flight
per person
Oct 9 - Oct 14
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.
Top Winsted hotels deals
Holiday Inn Express & Suites Bradley Airport by IHG
600 Spring St, Windsor Locks, CT
Free Cancellation
$118 nightly
The price is $136 total per night
$136 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the free continental breakfast each morning.
Pool
Breakfast included
The Farmington Inn & Suites
827 Farmington Ave, Farmington, CT
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $168 total per night
$168 total
Aug 26 - Aug 27
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Breakfast included
Pet friendly
Sheraton Hartford Hotel at Bradley Airport
1 Bradley International Airport, Windsor Locks, CT
Free Cancellation
Reserve now, pay when you stay
$250 nightly
The price is $288 total per night
$288 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a computer station are also offered.
Pet friendly
Free WiFi
Avon Old Farms Hotel
279 Avon Mountain Rd, Avon, CT
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $193 total per night
$193 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.
Pool
Breakfast included
DoubleTree by Hilton Hartford - Bradley Airport
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $155 total per night
$155 total
Aug 31 - Sep 1
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, 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 the 24-hour gym and perks like free self parking.
Pool
Free airport shuttle
Fairfield Inn & Suites by Marriott Plainville
400 New Britain Ave, Plainville, CT
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $110 total per night
$110 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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
Highland Lake
Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester.
Platt Hill State Park
You can take time to visit Platt Hill State Park during your travels to Winchester.
Winchester Historical Society
You can spend an afternoon exploring the galleries in Winchester Historical Society during your trip to Winchester. Take in the live music in this relaxing area.
Frequently asked questions
Photos of local treasures
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