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Haddam Vacation Packages

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Haddam Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
Price was $424, price is now $386 per person
$386
per person
Aug 20 - Aug 22
found 12 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Roaring Brook Park and Maplecroft Plaza Shopping Center are located nearby.
The room was clean. There was ample parking. And most of all, for us the location was convenient. However, this motel is showing its age. The air conditioning in unreliable, and the rooms are small.

Reviewed on Jun 29, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $1,744, price is now $1,390 per person
$1,390
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 Glenwood Park are located nearby.

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Price was $644, price is now $514 per person
$514
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Miami (MIA) 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.
staff and parking

Reviewed on Jun 22, 2026

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was $512, price is now $442 per person
$442
per person
Sep 10 - Sep 14
found 23 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free WiFi, free parking, and room service. Popular attractions Tanger Outlets and Crystal Lake Town Park are located nearby.
The Super 8 in Old Saybrook is located in a very convenient spot. The room in which I stayed was very clean, the bed was comfortable, and the air conditioning worked--so far, so good. The TV was terrible. The horrible reception made it almost unwatchable--there were fuzzy lines going across the screen, and the sound quality was muffled. The room had quite a few lamps, but not all of them worked.

Reviewed on Jun 29, 2026

New Haven Hotel

New Haven Hotel

3.5 out of 5
Price was $517, price is now $476 per person
$476
per person
Aug 20 - Aug 22
found 12 hours ago
Roundtrip flight included
Miami (MIA) 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 convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Excellent hotel in great location

Reviewed on Jul 1, 2026

Head of Pond House

Head of Pond House

3 out of 5
Price was $1,608, price is now $1,504 per person
$1,504
per person
Sep 10 - Sep 14
found 23 hours ago
Roundtrip flight included
Miami (MIA) 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.

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
Price was $910, price is now $859 per person
$859
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ferry Landing State Park and Essex Saybrook Antique Village Shopping Center are located nearby.
Good stay accommodating, Staff

Reviewed on Jun 30, 2026

Liberty Inn

Liberty Inn

2 out of 5
Price was $801, price is now $758 per person
$758
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Essex Saybrook Antique Village Shopping Center and Ferry Landing State Park are located nearby.
Liberty Inn was clean, quiet, comfortable with pleasant staff. We’d stay again - No complaints

Reviewed on Jun 29, 2026

Haddam Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was $512, price is now $442 per person
$442
per person
Sep 10 - Sep 14
found 23 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,744, price is now $1,390 per person
$1,390
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $644, price is now $514 per person
$514
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
Head of Pond House

Head of Pond House

3 out of 5
Price was $1,608, price is now $1,504 per person
$1,504
per person
Sep 10 - Sep 14
found 23 hours ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)

Haddam Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Liberty Inn

Liberty Inn

2 out of 5
Price was $801, price is now $758 per person
$758
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
Price was $910, price is now $859 per person
$859
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Price was $2,067, price is now $2,057 per person
$2,057
per person
Sep 17 - Sep 22
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
$131 Roundtrip, found 1 day ago
$131
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 $131 found 1 day ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $157 found 2 days ago
American Airlines
Wed, Aug 12 - Wed, Aug 19
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Ronald Reagan Washington National to Bradley Intl., returning Wed, Aug 19, priced at $167 found 12 hours ago
JetBlue Airways
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 3 days ago
$167
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 $167 found 3 days ago