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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.
Solano Inn

Solano Inn

2.5 out of 5
Price was $576, price is now $440 per person
$440
per person
Sep 25 - Sep 28
found 5 hours ago
Roundtrip flight included
San Juan (SJU) 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.

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,019, price is now $798 per person
$798
per person
Sep 21 - Sep 26
found 22 hours 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 Farmington Valley Arts Center are located nearby.

Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $1,131, price is now $887 per person
$887
per person
Sep 14 - Sep 21
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this family-friendly apartment in Vernon. Enjoy free parking, a fitness center, and a fireplace in the lobby. Popular attractions Shoppes at Buckland Hills and Promenade Shops at Evergreen Walk are located nearby.

Inn at Middletown

Inn at Middletown

3.5 out of 5
Save 100% on your flight
Price was $805, price is now $632 per person
$632
per person
Sep 25 - Sep 28
found 5 hours ago
Roundtrip flight included
San Juan (SJU) 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.
Convenient, comfortable and clean. Used but well cared for. Will go back again. Bar and restaurant were good and convenient.

Reviewed on Jul 20, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,199, price is now $953 per person
$953
per person
Sep 11 - Sep 14
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 Xfinity Theatre are located nearby.
breakfast could ınclude more variety maybe some more cheese?

Reviewed on Jul 21, 2026

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
Price was $565, price is now $464 per person
$464
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Stay at this motel in Enfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags New England and Enfield Square are located nearby.

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was $996, price is now $841 per person
$841
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Glastonbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Xfinity Theatre are located nearby.

Landing Apartments West Windsor

Landing Apartments West Windsor

4 out of 5
Price was $733, price is now $621 per person
$621
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this golf apartment in Windsor. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Northwest Park and Wintonbury Hills Golf Course are located nearby.

Middletown Vacation Packages 3-4 Night Stays

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

Solano Inn

2.5 out of 5
Price was $576, price is now $440 per person
$440
per person
Sep 25 - Sep 28
found 5 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Save 100% on your flight
Price was $805, price is now $632 per person
$632
per person
Sep 25 - Sep 28
found 5 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Price was $1,199, price is now $953 per person
$953
per person
Sep 11 - Sep 14
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 $800, price is now $675 per person
$675
per person
Sep 11 - Sep 14
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.
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

3 out of 5
Price was $668, price is now $526 per person
$526
per person
Sep 25 - Sep 30
found 17 hours ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,019, price is now $798 per person
$798
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Landing Apartments West Windsor

Landing Apartments West Windsor

4 out of 5
Price was $997, price is now $780 per person
$780
per person
Sep 21 - Sep 26
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $1,131, price is now $887 per person
$887
per person
Sep 14 - Sep 21
found 24 hours 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
Wed, Sep 2 - Wed, Sep 9
TPA
Tampa Intl.
BDL
Bradley Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Sep 2 from Tampa Intl. to Bradley Intl., returning Wed, Sep 9, priced at $166 found 1 day ago
Frontier Airlines
Wed, Sep 2 - Mon, Sep 14
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Luis Munoz Marin Intl. to Bradley Intl., returning Mon, Sep 14, priced at $166 found 2 days ago
Frontier Airlines
Wed, Aug 12 - Mon, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 1 day ago
$167
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 $167 found 1 day ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 3 days ago
$168
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $168 found 3 days ago