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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.
The Cromwell Inn

The Cromwell Inn

2.5 out of 5
Price was $685, price is now $574 per person
$574
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Putter's Paradise Mini Golf are located nearby.
I stayed at this property a few times staff very helpful and polite good thing they have breakfast again its a decent place to stay at

Reviewed on Aug 7, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $764, price is now $586 per person
$586
per person
Nov 13 - Nov 15
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.

Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Save 100% on your flight
Price was $1,634, price is now $1,299 per person
$1,299
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip 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.
Fun decorations and a great location for our visit.

Reviewed on Aug 23, 2026

Belden House & Mews

Belden House & Mews

5 out of 5
Price was $1,526, price is now $1,238 per person
$1,238
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.

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $886, price is now $729 per person
$729
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Vernon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Cinemark Buckland Hills 18 are located nearby.

Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT

3 out of 5
Price was $1,157, price is now $955 per person
$955
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Stay at this hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Crystal Bees and Barnes Museum are located nearby.
👍

Reviewed on Aug 24, 2026

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
Price was $920, price is now $762 per person
$762
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $739, price is now $625 per person
$625
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this family-friendly hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Farmington River and Sperry Park are located nearby.
Good

Reviewed on Aug 24, 2026

Middletown Vacation Packages 3-4 Night Stays

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

Two Trees Inn

2.5 out of 5
Price was $794, price is now $665 per person
$665
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,022, price is now $744 per person
$744
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Save 100% on your flight
Price was $1,634, price is now $1,299 per person
$1,299
per person
Sep 26 - Sep 29
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
Price was $1,526, price is now $1,238 per person
$1,238
per person
Oct 1 - Oct 4
found 1 day 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.
Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
Price was $717, price is now $569 per person
$569
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $2,013, price is now $1,458 per person
$1,458
per person
Oct 8 - Oct 13
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Two Trees Inn

Two Trees Inn

2.5 out of 5
Price was $822, price is now $657 per person
$657
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Hartford (BDL)
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $886, price is now $729 per person
$729
per person
Oct 6 - Oct 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.

Breeze Airways
Fri, Oct 9 - Mon, Oct 12
MCO
Orlando Intl.
BDL
Bradley Intl.
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Oct 9 from Orlando Intl. to Bradley Intl., returning Mon, Oct 12, priced at $153 found 1 day ago
Frontier Airlines
Fri, Sep 11 - Wed, Sep 16
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$168 Roundtrip, found 4 hours ago
$168
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Sep 11 from Luis Munoz Marin Intl. to Bradley Intl., returning Wed, Sep 16, priced at $168 found 4 hours ago
Avelo Airlines
Fri, Aug 28 - Mon, Aug 31
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$174 Roundtrip, found 6 days ago
$174
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $174 found 6 days ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$176 Roundtrip, found 4 hours ago
$176
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $176 found 4 hours ago