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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.
Motel 6 Windsor Locks, CT - Hartford

Motel 6 Windsor Locks, CT - Hartford

2 out of 5
Price was $325, price is now $251 per person
$251
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Stay at this motel in Windsor Locks. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Inn at Middletown

Inn at Middletown

3.5 out of 5
Price was $687, price is now $464 per person
$464
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip non-stop 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.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $364, price is now $255 per person
$255
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) 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.
The Goodwin Hotel

The Goodwin Hotel

3.5 out of 5
Save 100% on your flight
Price was $620, price is now $441 per person
$441
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Stay at this hotel in Hartford. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PeoplesBank Arena and Bushnell Park are located nearby.
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $896, price is now $651 per person
$651
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) 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 Blue Back Square and Elizabeth Park are located nearby.
Best Western Manchester

Best Western Manchester

2.5 out of 5
Price was $367, price is now $274 per person
$274
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this family-friendly hotel in Manchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shoppes at Buckland Hills and Cinemark Buckland Hills 18 are located nearby.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $351, price is now $263 per person
$263
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Comfort Inn East Windsor - Springfield

Comfort Inn East Windsor - Springfield

2.5 out of 5
Price was $363, price is now $278 per person
$278
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this business-friendly hotel in East Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Brook Brewing and Connecticut Trolley Museum are located nearby.

Middletown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $364, price is now $255 per person
$255
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Inn at Middletown

Inn at Middletown

3.5 out of 5
Washington Street Historic District
Price was $687, price is now $464 per person
$464
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Hartford (BDL)
The Goodwin Hotel

The Goodwin Hotel

3.5 out of 5
Downtown Hartford
Save 100% on your flight
Price was $620, price is now $441 per person
$441
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $896, price is now $651 per person
$651
per person
Feb 13 - Feb 16
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)

Middletown Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

2.5 out of 5
Price was $653, price is now $491 per person
$491
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
Price was $870, price is now $683 per person
$683
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was $629, price is now $502 per person
$502
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)
Best Western Manchester

Best Western Manchester

2.5 out of 5
Price was $639, price is now $510 per person
$510
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Hartford (BDL)

Top Flight Deals

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

Frontier Airlines
Thu, Dec 25 - Fri, Jan 9
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Dec 25 from Orlando Intl. to Bradley Intl., returning Fri, Jan 9, priced at $68 just found
Breeze Airways
Thu, Dec 11 - Sun, Dec 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$118 Roundtrip, found 4 days ago
$118
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Dec 11 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Dec 14, priced at $118 found 4 days ago
Frontier Airlines
Fri, Dec 12 - Sun, Dec 14
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Dec 12 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sun, Dec 14, priced at $121 found 1 day ago
JetBlue Airways
Wed, Jan 21 - Mon, Jan 26
TPA
Tampa Intl.
BDL
Bradley Intl.
$134 Roundtrip, found 4 hours ago
$134
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Wed, Jan 21 from Tampa Intl. to Bradley Intl., returning Mon, Jan 26, priced at $134 found 4 hours ago