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Winsted Vacation Packages

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Winsted Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $270, price is now $230 per person
$230
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 in our reviews. Popular attractions Westfield Connecticut Post Mall and Milford Plaza Shopping Center are located nearby.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $1,232, price is now $710 per person
$710
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Glenwood Park and Beardsley Zoo are located nearby.

Landing Modern 2bd, Gym

3 out of 5
Price was $562, price is now $432 per person
$432
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this apartment in New Haven. Enjoy air conditioning. Popular attractions Judges Cave and Yale Bowl are located nearby.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Price was $458, price is now $360 per person
$360
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
The Surfside Hotel

The Surfside Hotel

2 out of 5
Save 100% on your flight
Price was $689, price is now $574 per person
$574
per person
Mar 26 - Apr 1
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this beach hotel in Stratford. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Long Beach and Lordship Beach are located nearby.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
Price was $368, price is now $308 per person
$308
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
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 clean rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
Woodland Zen by Avantstay Modern Design + Patio

Woodland Zen by Avantstay Modern Design + Patio

3 out of 5
Price was $1,404, price is now $1,178 per person
$1,178
per person
Apr 10 - Apr 13
found 3 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Pittsfield (PSF)
Stay at this cottage in Housatonic. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Art et Industrie and Chesterwood are located nearby.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was $277, price is now $233 per person
$233
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.

Winsted Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $368, price is now $308 per person
$308
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $562, price is now $432 per person
$432
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $458, price is now $360 per person
$360
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Woodland Zen by Avantstay Modern Design + Patio

Woodland Zen by Avantstay Modern Design + Patio

3 out of 5
Price was $1,404, price is now $1,178 per person
$1,178
per person
Apr 10 - Apr 13
found 3 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Pittsfield (PSF)

Winsted Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
Save 100% on your flight
Price was $689, price is now $574 per person
$574
per person
Mar 26 - Apr 1
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Mar 4 - Mon, Mar 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 7 hours ago
$68
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Mar 4 from Orlando Intl. to Bradley Intl., returning Mon, Mar 9, priced at $68 found 7 hours ago
JetBlue Airways
Thu, Mar 5 - Mon, Mar 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$139 Roundtrip, found 16 hours ago
$139
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Thu, Mar 5 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Mar 9, priced at $139 found 16 hours ago
Frontier Airlines
Sat, Feb 28 - Tue, Mar 3
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Feb 28 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Tue, Mar 3, priced at $141 found 1 day ago
Frontier Airlines
Thu, Feb 12 - Tue, Feb 17
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Luis Munoz Marin Intl. to Bradley Intl., returning Tue, Feb 17, priced at $148 found 1 day ago