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.
Hyatt Place Milford / New Haven
Price was $509, price is now $404 per person
$404
per person
Aug 23 - Aug 26
found 20 hours ago
Roundtrip flight included
Tampa (TPA) 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 and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
New Haven Hotel
Downtown New Haven
Price was $552, price is now $427 per person
$427
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
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.
Landing Apartments New Haven Near Dixwell
Newhallville
Save 100% on your flight
Price was $911, price is now $710 per person
$710
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
This apartment includes free WiFi in public areas and a virtual front desk.
Beechmont - Perfect for Family Retreat!
North End
Save 100% on your flight
Price was $1,349, price is now $1,062 per person
$1,062
per person
Aug 23 - Aug 26
found 20 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Landing Furnished Apartments near YSM
Downtown New Haven
Price was $713, price is now $579 per person
$579
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip flight included
Jacksonville (JAX) to New Haven (HVN)
A gym is featured at this apartment, along with free WiFi in public areas and a virtual front desk.
Top Winsted hotels deals
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $146 total per night
$146 total
Jul 2 - Jul 3
Total with 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
Avon Old Farms Hotel
279 Avon Mountain Rd Avon CT
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $171 total per night
$171 total
Jun 29 - Jun 30
Total with 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
Quality Inn Great Barrington
372 Main Street Great Barrington MA
Free Cancellation
$118 nightly
The price is $132 total per night
$132 total
Jul 16 - Jul 17
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.
Breakfast included
Parking included
Holiday Inn Express & Suites Bradley Airport by IHG
600 Spring St Windsor Locks CT
Free Cancellation
$105 nightly
The price is $121 total per night
$121 total
Jul 5 - Jul 6
Total with 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
Delamar West Hartford
1 Memorial Road West Hartford CT
Free Cancellation
Reserve now, pay when you stay
$363 nightly
The price is $415 total per night
$415 total
Jul 12 - Jul 13
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free valet parking and free WiFi. Free self parking, a 24-hour business center, and a terrace are also offered.
Spa
Pet friendly
DoubleTree by Hilton Hotel Bristol, Connecticut
42 Century Dr Bristol CT
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $188 total per night
$188 total
Jul 2 - Jul 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free valet parking and free WiFi. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
Pool
Hot Tub
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.
Laurel Lanes
You can enjoy the entertainment at Laurel Lanes during your trip to Winchester. Take in the live music in this relaxing area.
Platt Hill State Park
You can take time to visit Platt Hill State Park during your travels to Winchester.
Frequently asked questions
Photos of local treasures
Browse Winsted vacation photos for more inspiration
