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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 $770, price is now $606 per person
$606
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.
Second time staying at the Delmar and it was fantastic.

Reviewed on Aug 26, 2026

Graduate by Hilton Storrs

Graduate by Hilton Storrs

4 out of 5
Save 100% on your flight
Price was $1,629, price is now $1,295 per person
$1,295
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.
Great experience. Only one night stay for fam of 4. Super clean room and polite staff.

Reviewed on Aug 27, 2026

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $908, price is now $745 per person
$745
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.
Surprisingly clean and comfortable with ample parking. We happened to be there during a blistering heat wave and appreciated that the A/C worked well. Conveniently located off the interstate. Would stay there again.

Reviewed on Aug 26, 2026

Belden House & Mews

Belden House & Mews

5 out of 5
Price was $1,814, price is now $1,502 per person
$1,502
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.

Landing Apartments West Windsor

Landing Apartments West Windsor

4 out of 5
Price was $732, price is now $610 per person
$610
per person
Oct 1 - Oct 4
found 9 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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.

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $739, price is now $623 per person
$623
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

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $761, price is now $646 per person
$646
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.

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 $841, price is now $659 per person
$659
per person
Oct 9 - Oct 13
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 $1,016, price is now $760 per person
$760
per person
Oct 30 - Nov 2
found 17 hours 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 $1,629, price is now $1,295 per person
$1,295
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 $1,814, price is now $1,502 per person
$1,502
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)
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $908, price is now $745 per person
$745
per person
Oct 6 - Oct 12
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 $1,542, price is now $1,268 per person
$1,268
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT

3 out of 5
Price was $1,158, 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)

Top Flight Deals

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

Frontier Airlines
Mon, Nov 2 - Mon, Nov 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$178 Roundtrip, found 15 hours ago
$178
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Mon, Nov 2 from Orlando Intl. to Bradley Intl., returning Mon, Nov 9, priced at $178 found 15 hours ago
American Airlines
Wed, Sep 30 - Wed, Oct 7
TPA
Tampa Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 20 hours ago
$179
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Sep 30 from Tampa Intl. to Bradley Intl., returning Wed, Oct 7, priced at $179 found 20 hours ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 15 hours ago
$184
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 16, priced at $184 found 15 hours ago
Avelo Airlines
Fri, Oct 9 - Mon, Oct 12
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$192 Roundtrip, found 6 days ago
$192
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Oct 9 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Oct 12, priced at $192 found 6 days ago