Cheap Vacations in Thimble Islands

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3-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $540, price is now $374 per person
$374
per person
Apr 15 - Apr 18
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $1,280, price is now $744 per person
$744
per person
Apr 15 - Apr 18
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Save 100% on your flight
Price was $1,310, price is now $784 per person
$784
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Newark Liberty Intl. Airport (EWR)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $1,506, price is now $932 per person
$932
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Price was $1,306, price is now $848 per person
$848
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,304, price is now $1,507 per person
$1,507
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Harpoon House

Harpoon House

3 out of 5
Save 100% on your flight
Price was $624, price is now $413 per person
$413
per person
Apr 15 - Apr 18
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Save 100% on your flight
Price was $924, price is now $633 per person
$633
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
The William Vale

The William Vale

5 out of 5
Price was $1,460, price is now $1,012 per person
$1,012
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $1,119, price is now $786 per person
$786
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,398, price is now $988 per person
$988
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Newark Liberty Intl. Airport (EWR)
Hyatt House Jersey City

Hyatt House Jersey City

3.5 out of 5
Save 100% on your flight
Price was $660, price is now $468 per person
$468
per person
Apr 20 - Apr 23
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

4-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $646, price is now $422 per person
$422
per person
Apr 14 - Apr 18
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 $1,007, price is now $547 per person
$547
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,672, price is now $916 per person
$916
per person
Apr 14 - Apr 18
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 $1,426, price is now $906 per person
$906
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
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 $1,335, price is now $851 per person
$851
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Outsite Chelsea

Outsite Chelsea

2 out of 5
Save 100% on your flight
Price was $921, price is now $593 per person
$593
per person
Apr 27 - May 1
found 1 hour ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $1,489, price is now $960 per person
$960
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Hyatt Union Square New York

Hyatt Union Square New York

4 out of 5
Price was $1,119, price is now $726 per person
$726
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
The Maidstone

The Maidstone

4 out of 5
Save 100% on your flight
Price was $1,435, price is now $936 per person
$936
per person
Apr 14 - Apr 18
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 $915, price is now $606 per person
$606
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Hotel Stanford

Hotel Stanford

3 out of 5
Save 100% on your flight
Price was $1,109, price is now $747 per person
$747
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Holiday Inn Express New York - Manhattan West Side by IHG

Holiday Inn Express New York - Manhattan West Side by IHG

2.5 out of 5
Save 100% on your flight
Price was $916, price is now $625 per person
$625
per person
Apr 27 - May 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

5-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Long Island - Garden City

Red Roof Inn PLUS+ Long Island - Garden City

2.5 out of 5
Price was $913, price is now $658 per person
$658
per person
Apr 15 - Apr 20
found 1 hour ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,817, price is now $1,184 per person
$1,184
per person
Apr 22 - Apr 27
found 20 hours ago
Roundtrip flight included
Burbank (BUR) to Newark Liberty Intl. Airport (EWR)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $2,115, price is now $1,382 per person
$1,382
per person
Apr 22 - Apr 27
found 20 hours ago
Roundtrip flight included
Burbank (BUR) to Newark Liberty Intl. Airport (EWR)
The Maidstone

The Maidstone

4 out of 5
Save 100% on your flight
Price was $2,594, price is now $1,734 per person
$1,734
per person
Apr 18 - Apr 23
found 18 hours ago
Roundtrip flight included
Orange County (SNA) to New York (JFK)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Price was $1,704, price is now $1,169 per person
$1,169
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $1,154, price is now $795 per person
$795
per person
Apr 18 - Apr 23
found 18 hours ago
Roundtrip flight included
Orange County (SNA) to New York (JFK)
Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Save 100% on your flight
Price was $1,365, price is now $949 per person
$949
per person
Apr 15 - Apr 20
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Harpoon House

Harpoon House

3 out of 5
Save 100% on your flight
Price was $1,232, price is now $857 per person
$857
per person
Apr 18 - Apr 23
found 18 hours ago
Roundtrip flight included
Orange County (SNA) to New York (JFK)
Topping Rose House

Topping Rose House

4.5 out of 5
Save 100% on your flight
Price was $2,358, price is now $1,705 per person
$1,705
per person
Apr 18 - Apr 23
found 18 hours ago
Roundtrip flight included
Orange County (SNA) to New York (JFK)
Kixby

Kixby

4 out of 5
Save 100% on your flight
Price was $1,257, price is now $914 per person
$914
per person
Apr 14 - Apr 19
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)

6-7 night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Price was $1,174, price is now $585 per person
$585
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

2.5 out of 5
Price was $1,436, price is now $729 per person
$729
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

2 out of 5
Save 100% on your flight
Price was $2,096, price is now $1,218 per person
$1,218
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Save 100% on your flight
Price was $1,462, price is now $871 per person
$871
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was $1,997, price is now $1,217 per person
$1,217
per person
Apr 22 - Apr 28
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Empire Hotel

Empire Hotel

4 out of 5
Save 100% on your flight
Price was $1,202, price is now $745 per person
$745
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Park Central Hotel New York

Park Central Hotel New York

4 out of 5
Save 100% on your flight
Price was $1,195, price is now $747 per person
$747
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Save 100% on your flight
Price was $1,409, price is now $883 per person
$883
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Millennium Hotel Broadway Times Square

Millennium Hotel Broadway Times Square

4 out of 5
Save 100% on your flight
Price was $1,298, price is now $817 per person
$817
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Save 100% on your flight
Price was $1,555, price is now $1,006 per person
$1,006
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Holiday Inn Express New York - Manhattan West Side by IHG

Holiday Inn Express New York - Manhattan West Side by IHG

2.5 out of 5
Save 100% on your flight
Price was $1,594, price is now $1,035 per person
$1,035
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Hotel Stanford

Hotel Stanford

3 out of 5
Save 100% on your flight
Price was $1,453, price is now $944 per person
$944
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

Flight deals to Thimble Islands

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

Thu, Apr 2 - Mon, Apr 6
ATL
Atlanta
HVN
New Haven
$121 Roundtrip, found 5 days ago
$121
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Apr 2 from Atlanta to New Haven, returning Mon, Apr 6, priced at $121 found 5 days ago
Fri, Apr 10 - Sun, Apr 19
ATL
Atlanta
HVN
New Haven
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Apr 10 from Atlanta to New Haven, returning Sun, Apr 19, priced at $131 found 1 day ago
Sat, Mar 28 - Sun, Mar 29
FLL
Fort Lauderdale
HVN
New Haven
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Sat, Mar 28 from Fort Lauderdale to New Haven, returning Sun, Mar 29, priced at $138 found 4 days ago

Top rated hotels for your Thimble Islands vacation

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
9.87 mi from city center
$101 nightly
The price is $116 total per night
$116 total
Mar 22 - Mar 23
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
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Free Cancellation
10.41 mi from city center
$116 nightly
The price is $134 total per night
$134 total
Mar 22 - Mar 23
Total with taxes and fees
Located in New Haven (West River), Cambria Hotel New Haven University Area is within a 15-minute walk of Yale University and Yale-New Haven Hospital.
Pet friendly
Free WiFi
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Free Cancellation
Reserve now, pay when you stay
9.82 mi from city center
$152 nightly
The price is $175 total per night
$175 total
Mar 8 - Mar 9
Total with taxes and fees
With a stay at Omni New Haven Hotel at Yale, you'll be centrally located in New Haven, steps from New Haven Green and within a 10-minute walk of Yale University.
Pet friendly
Free WiFi
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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.