Cheap Vacations in Connecticut

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Connecticut vacations

Price found within the past 48 hours. Click for updated prices.
Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

2.5 out of 5
Save 100% on your flight
Price was $345, price is now $224 per person
$224
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $611, price is now $325 per person
$325
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,845, price is now $1,131 per person
$1,131
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $882, price is now $541 per person
$541
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $739, price is now $462 per person
$462
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,902, price is now $1,216 per person
$1,216
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $1,220, price is now $785 per person
$785
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

3.5 out of 5
Save 100% on your flight
Price was $1,010, price is now $652 per person
$652
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,624, price is now $1,061 per person
$1,061
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Queens
Save 100% on your flight
Price was $342, price is now $224 per person
$224
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

3-night Connecticut vacations

Price found within the past 48 hours. Click for updated prices.
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
Price was $282, price is now $187 per person
$187
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $611, price is now $325 per person
$325
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $1,495, price is now $863 per person
$863
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
Price was $1,022, price is now $656 per person
$656
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

3.5 out of 5
Save 100% on your flight
Price was $1,010, price is now $652 per person
$652
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Save 100% on your flight
Price was $342, price is now $224 per person
$224
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

3.5 out of 5
Save 100% on your flight
Price was $311, price is now $208 per person
$208
per person
Jan 27 - Jan 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
voco Fiorello - LaGuardia Airport by IHG

voco Fiorello - LaGuardia Airport by IHG

4 out of 5
Save 100% on your flight
Price was $335, price is now $224 per person
$224
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $584, price is now $394 per person
$394
per person
Jan 12 - Jan 15
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Price was $646, price is now $441 per person
$441
per person
Jan 22 - Jan 25
found 22 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Save 100% on your flight
Price was $722, price is now $495 per person
$495
per person
Jan 22 - Jan 25
found 22 hours ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Price was $1,162, price is now $797 per person
$797
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)

4-night Connecticut vacations

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah

4 out of 5
Save 100% on your flight
Price was $344, price is now $236 per person
$236
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $882, price is now $541 per person
$541
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
Price was $1,288, price is now $794 per person
$794
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
Price was $739, price is now $462 per person
$462
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Save 100% on your flight
Price was $424, price is now $272 per person
$272
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $803, price is now $515 per person
$515
per person
Jan 13 - Jan 17
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,376, price is now $904 per person
$904
per person
Feb 4 - Feb 8
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
voco Fiorello - LaGuardia Airport by IHG

voco Fiorello - LaGuardia Airport by IHG

4 out of 5
Save 100% on your flight
Price was $410, price is now $270 per person
$270
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $723, price is now $494 per person
$494
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $906, price is now $621 per person
$621
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
Radio Hotel

Radio Hotel

4 out of 5
Save 100% on your flight
Price was $460, price is now $316 per person
$316
per person
Jan 23 - Jan 27
found 22 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New York (JFK)

5-night Connecticut vacations

Price found within the past 48 hours. Click for updated prices.
Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

Werry'S Cottages Motel & Pub By OYO East Stroudsburg Poconos

2.5 out of 5
Save 100% on your flight
Price was $345, price is now $224 per person
$224
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Price was $769, price is now $346 per person
$346
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $704, price is now $407 per person
$407
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
Price was $1,582, price is now $916 per person
$916
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $669, price is now $390 per person
$390
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Empire Hotel

Empire Hotel

4 out of 5
Save 100% on your flight
Price was $854, price is now $517 per person
$517
per person
Jan 16 - Jan 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $768, price is now $484 per person
$484
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $1,033, price is now $661 per person
$661
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $940, price is now $604 per person
$604
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Save 100% on your flight
Price was $533, price is now $343 per person
$343
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New York (JFK)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $1,220, price is now $785 per person
$785
per person
Jan 14 - Jan 19
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newark Liberty Intl. Airport (EWR)
Windrose On Hudson

Windrose On Hudson

3 out of 5
Save 100% on your flight
Price was $760, price is now $495 per person
$495
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)

6-7 night Connecticut vacations

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
Save 100% on your flight
Price was $442, price is now $287 per person
$287
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Save 100% on your flight
Price was $1,047, price is now $562 per person
$562
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $2,932, price is now $1,730 per person
$1,730
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Save 100% on your flight
Price was $1,133, price is now $682 per person
$682
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Save 100% on your flight
Price was $526, price is now $319 per person
$319
per person
Jan 15 - Jan 21
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Save 100% on your flight
Price was $1,074, price is now $654 per person
$654
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Save 100% on your flight
Price was $1,845, price is now $1,131 per person
$1,131
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,902, price is now $1,216 per person
$1,216
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Save 100% on your flight
Price was $2,296, price is now $1,474 per person
$1,474
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Save 100% on your flight
Price was $775, price is now $499 per person
$499
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Save 100% on your flight
Price was $1,414, price is now $917 per person
$917
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
Fairfield Inn & Suites New York Queens/Fresh Meadows

Fairfield Inn & Suites New York Queens/Fresh Meadows

2.5 out of 5
Save 100% on your flight
Price was $763, price is now $496 per person
$496
per person
Jan 30 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)

Top places to visit in Connecticut

Hartford featuring heritage architecture, a city and an administrative buidling
FlightsFlightsHotelsHotels

Hartford

Hartford

Flight deals to Connecticut

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

Wed, Jan 14 - Wed, Jan 14
ORD
Chicago
JFK
New York
$64 Roundtrip, found 2 days ago
$64
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jan 14 from Chicago to New York, returning Wed, Jan 14, priced at $64 found 2 days ago
Fri, Jan 9 - Sun, Jan 11
MCO
Orlando
JFK
New York
$64 Roundtrip, found 6 days ago
$64
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Jan 9 from Orlando to New York, returning Sun, Jan 11, priced at $64 found 6 days ago
Tue, Jan 6 - Sat, Jan 10
CLT
Charlotte
LGA
New York
$67 Roundtrip, found 4 days ago
$67
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jan 6 from Charlotte to New York, returning Sat, Jan 10, priced at $67 found 4 days ago

Top rated hotels for your Connecticut vacation

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
23.86 mi from city center
$89 nightly
The price is $102 total per night
$102 total
Dec 14 - Dec 15
Total with taxes and fees
A stay at The Capitol Hotel places you in the heart of Hartford, steps from Bushnell Park and 4 minutes by foot from PeoplesBank Arena.
Breakfast included
Pet friendly
Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard Montville CT
Free Cancellation
Reserve now, pay when you stay
51.81 mi from city center
$185 nightly
The price is $209 total per night
$209 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Located in Montville, Mohegan Sun is connected to the convention center, within a 15-minute walk of Mohegan Sun Arena and Mohegan Sun Casino.
Pool
Hot Tub
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
22.19 mi from city center
$114 nightly
The price is $131 total per night
$131 total
Dec 25 - Dec 26
Total with taxes and fees
New Haven Hotel is centrally located in New Haven, a 4-minute walk from Shubert Theater and 5 minutes by foot from New Haven Green.
Pet friendly
Free WiFi
Don't see what you're looking for?
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.