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Harwinton Vacation Packages

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Harwinton Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield

2 out of 5
Price was $563, price is now $480 per person
$480
per person
Sep 22 - Sep 26
found 15 hours ago
Roundtrip flight included
Fort Myers (RSW) to New Haven (HVN)
Book a stay at this business-friendly hotel in Ridgefield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Weir Farm National Historic Site and Ridgefield Playhouse are located nearby.

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Price was $686, price is now $527 per person
$527
per person
Sep 24 - Sep 28
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Price was $1,155, price is now $1,002 per person
$1,002
per person
Sep 11 - Sep 13
found 9 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
Book a stay at this luxury vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartford HealthCare Amphitheater and Svihra Park are located nearby.

Head of Pond House

Head of Pond House

3 out of 5
Price was $1,623, price is now $1,420 per person
$1,420
per person
Sep 24 - Sep 28
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this business-friendly B&B in Water Mill. Enjoy free breakfast, free WiFi, and free parking. Popular attractions The Hamptons Beaches and Shinnecock Hills Golf Course 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 $573, price is now $504 per person
$504
per person
Sep 22 - Sep 26
found 15 hours ago
Roundtrip flight included
Fort Myers (RSW) 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.
Room is old and plumbing doesnt work properly. Breakfast is decent and they have nondairy options. Blinds dont cover morning light

Reviewed on Jul 17, 2026

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was $796, price is now $723 per person
$723
per person
Sep 22 - Sep 26
found 15 hours ago
Roundtrip flight included
Fort Myers (RSW) to New Haven (HVN)
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seabluff Beach and Bradley Point Beach are located nearby.
Great location, clean room, friendly staff. Breakfast was tasty and convenient.

Reviewed on Jul 17, 2026

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Price was $1,414, price is now $1,349 per person
$1,349
per person
Sep 24 - Sep 28
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fort Saybrook Monument Park and General William Hart House are located nearby.
We had an outstanding stay at Saybrook Point Resort & Marina. The property is beautiful, impeccably maintained, and perfectly located with stunning views of the marina and Long Island Sound. The rooms were spacious, comfortable, and made for a relaxing getaway. What truly made our visit exceptional was the service. A special thank you to Scott at the front desk, who went above and beyond to make us feel welcome. Scott was professional, friendly, knowledgeable, and genuinely cared about ensuring we had a great experience. His outstanding customer service set the tone for our entire stay. If you’re looking for a relaxing coastal escape with first-class hospitality, I highly recommend Saybrook Point Resort & Marina. We’ll definitely be back!

Reviewed on Jul 14, 2026

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Price was $1,055, price is now $1,017 per person
$1,017
per person
Aug 18 - Aug 20
found 15 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Book a stay at this beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Hammonasset Beach State Park and Madison Green Historic District are located nearby.
Loves having waiter service directly on the beach

Reviewed on Jul 2, 2026

Harwinton Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Ridgefield

Days Inn by Wyndham Ridgefield

2 out of 5
Price was $563, price is now $480 per person
$480
per person
Sep 22 - Sep 26
found 15 hours ago
Roundtrip flight included
Fort Myers (RSW) to New Haven (HVN)
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $686, price is now $527 per person
$527
per person
Sep 24 - Sep 28
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
Head of Pond House

Head of Pond House

3 out of 5
Price was $1,623, price is now $1,420 per person
$1,420
per person
Sep 24 - Sep 28
found 3 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
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 $573, price is now $504 per person
$504
per person
Sep 22 - Sep 26
found 15 hours ago
Roundtrip flight included
Fort Myers (RSW) 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, Aug 12 - Mon, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Mon, Aug 31, priced at $148 found 1 day ago
JetBlue Airways
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Sep 2 from Tampa Intl. to Bradley Intl., returning Wed, Sep 9, priced at $171 found 3 days ago
American Airlines
Wed, Aug 12 - Wed, Aug 19
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 12 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Aug 19, priced at $181 found 1 day ago
Breeze Airways
Tue, Oct 27 - Tue, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Nov 10, priced at $215 found 3 days ago