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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 $676, price is now $543 per person
$543
per person
Nov 6 - Nov 12
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.

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,932, price is now $1,370 per person
$1,370
per person
Nov 6 - Nov 12
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.

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Price was $810, price is now $635 per person
$635
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Performing Arts Center at Simsbury Meadows and Rosedale Farms & Vineyards are located nearby.
Quaint Inn in a scienic location.

Reviewed on Aug 31, 2026

Inn at Middletown

Inn at Middletown

3.5 out of 5
Price was $1,066, price is now $852 per person
$852
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.

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
Price was $1,139, price is now $915 per person
$915
per person
Nov 6 - Nov 12
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.
Clean, quiet, great restaurant and pub. Food was over the top delicious!

Reviewed on Sep 3, 2026

Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $818, price is now $660 per person
$660
per person
Nov 6 - Nov 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.
Very clean and quiet. Convenient and delicious breakfast in the AM.

Reviewed on Sep 4, 2026

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $756, price is now $613 per person
$613
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hawks Landing Country Club and Barnes Museum are located nearby.
One of the best motels we have stayed in & we have stayed in a lot. Immaculate & excellent value 👏

Reviewed on Sep 4, 2026

The Capitol Hotel

The Capitol Hotel

3 out of 5
Price was $755, price is now $622 per person
$622
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PeoplesBank Arena and The Meadows Music Theatre are located nearby.
Moderately priced room in downtown Hartford. The room was clean and comfortable. There was no hotel courtesy parking. Lot in rear was $18.00 per night. The hotel also required a $100.00 deposit upon check in. Hopefully not charged to my cc as the room was left as we found it upon check out.

Reviewed on Sep 4, 2026

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 $684, price is now $584 per person
$584
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop 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 $1,843, price is now $1,431 per person
$1,431
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Simsbury 1820 House

Simsbury 1820 House

4 out of 5
Simsbury Center
Price was $810, price is now $635 per person
$635
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Price was $866, price is now $733 per person
$733
per person
Oct 9 - Oct 12
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.
Landing Apartments Vernon

Landing Apartments Vernon

3.5 out of 5
Save 100% on your flight
Price was $860, price is now $666 per person
$666
per person
Oct 9 - Oct 14
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 $1,932, price is now $1,370 per person
$1,370
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
Two Trees Inn

Two Trees Inn

2.5 out of 5
Price was $984, price is now $783 per person
$783
per person
Oct 17 - Oct 24
found 1 day 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
Price was $1,066, price is now $852 per person
$852
per person
Oct 11 - Oct 16
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
Fri, Oct 2 - Sun, Oct 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 2 from Orlando Intl. to Bradley Intl., returning Sun, Oct 4, priced at $110 just found
Breeze Airways
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $148 found 4 days ago
Frontier Airlines
Fri, Oct 9 - Fri, Oct 16
SJU
Luis Munoz Marin Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 9 hours ago
$161
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Fri, Oct 9 from Luis Munoz Marin Intl. to Bradley Intl., returning Fri, Oct 16, priced at $161 found 9 hours ago
Breeze Airways
Thu, Nov 12 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$176 Roundtrip, found 3 hours ago
$176
Roundtrip
found 3 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 3 hours ago