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Middletown Vacation Packages

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Middletown Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
Price was $543, price is now $433 per person
$433
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,524, price is now $1,080 per person
$1,080
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this spa hotel in West Hartford. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.

Inn at Middletown

Inn at Middletown

3.5 out of 5
Price was $1,058, price is now $818 per person
$818
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions General Mansfield House and Harbor Park are located nearby.

The Cromwell Inn

The Cromwell Inn

2.5 out of 5
Price was $704, price is now $552 per person
$552
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Cromwell. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Cromwell Commons Shopping Center and Checkered Flag Raceway are located nearby.
This is not an hotel it’s a homeless shelter. When I get there the lobby was full of homeless hanging out. The place smells like ratting eggs. Since I got there very late I decided to check in anyway thinking the room can be cleaned I was absolutely wrong. The room was full of flies and dust everywhere. I had no choice except leave right away I couldn’t stay for an extra minute in this place.

Reviewed on Aug 31, 2026

Solano Inn

Solano Inn

2.5 out of 5
Price was $878, price is now $715 per person
$715
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Arrigoni Winery and Chris Cote's Toptracer Golf Range and Performance Center are located nearby.

Belden House & Mews

Belden House & Mews

5 out of 5
Save 100% on your flight
Price was $1,892, price is now $1,542 per person
$1,542
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this luxury hotel in Litchfield. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Litchfield Town Green and Big Cathedral Trail are located nearby.

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
Price was $910, price is now $755 per person
$755
per person
Nov 4 - Nov 11
found 17 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
Book a stay at this business-friendly hotel in Montville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mohegan Sun Casino and Mohegan Sun Arena are located nearby.
Casino was great plenty food options.

Reviewed on Aug 30, 2026

Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Price was $969, price is now $811 per person
$811
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Hartford (BDL)
Stay at this hotel in Storrs. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harry A. Gampel Pavilion and Ballard Institute and Museum of Puppetry are located nearby.
Clean rooms and friendly staff

Reviewed on Aug 31, 2026

Middletown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sheraton Hartford South Hotel

Sheraton Hartford South Hotel

3.5 out of 5
Price was $762, price is now $634 per person
$634
per person
Oct 8 - Oct 12
found 1 hour ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,524, price is now $1,080 per person
$1,080
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Belden House & Mews

Belden House & Mews

5 out of 5
Litchfield Historic District
Save 100% on your flight
Price was $1,892, price is now $1,542 per person
$1,542
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

3.5 out of 5
Downtown Hartford
Price was $745, price is now $637 per person
$637
per person
Oct 15 - Oct 18
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)

Middletown Vacation Packages 5-7 Night Stays

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

The Cromwell Inn

2.5 out of 5
Price was $704, price is now $552 per person
$552
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,907, price is now $1,423 per person
$1,423
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was $1,058, price is now $818 per person
$818
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,115, price is now $866 per person
$866
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)

Top Flight Deals

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

Avelo Airlines
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$146 Roundtrip, just found
$146
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $146 just found
Frontier Airlines
Sat, Sep 12 - Sat, Sep 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$155 Roundtrip, found 3 hours ago
$155
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Bradley Intl., returning Sat, Sep 26, priced at $155 found 3 hours ago
Frontier Airlines
Wed, Oct 14 - Fri, Oct 23
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$186 Roundtrip, just found
$186
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Oct 14 from Luis Munoz Marin Intl. to Bradley Intl., returning Fri, Oct 23, priced at $186 just found
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$188 Roundtrip, found 2 hours ago
$188
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $188 found 2 hours ago