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.
Ly New York Hotel

Ly New York Hotel

2.5 out of 5
Price was $380, price is now $264 per person
$264
per person
Apr 18 - Apr 21
found 1 day 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 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 $1,326, price is now $794 per person
$794
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Price was $896, price is now $558 per person
$558
per person
Apr 30 - May 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
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 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Price was $840, price is now $560 per person
$560
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Save 100% on your flight
Price was $752, price is now $503 per person
$503
per person
Apr 9 - Apr 12
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 $1,004, price is now $678 per person
$678
per person
Apr 24 - Apr 27
found 17 hours ago
Roundtrip flight included
Dallas (DAL) 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 $1,165, price is now $792 per person
$792
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Nova Hotel Brooklyn

Nova Hotel Brooklyn

3 out of 5
Price was $490, price is now $336 per person
$336
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
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 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Outsite Chelsea

Outsite Chelsea

2 out of 5
Price was $710, price is now $500 per person
$500
per person
Apr 13 - Apr 16
found 2 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)
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)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Save 100% on your flight
Price was $1,461, price is now $879 per person
$879
per person
Apr 27 - May 1
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Save 100% on your flight
Price was $959, price is now $596 per person
$596
per person
Apr 24 - Apr 28
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Hotel St. James

Hotel St. James

2.5 out of 5
Save 100% on your flight
Price was $1,234, price is now $771 per person
$771
per person
Apr 27 - May 1
found 11 hours ago
Roundtrip flight included
Dallas (DAL) 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 16 hours ago
Roundtrip 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)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Price was $864, price is now $572 per person
$572
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
Interfaith 21

Interfaith 21

2 out of 5
Save 100% on your flight
Price was $838, price is now $574 per person
$574
per person
Apr 17 - Apr 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $2,113, price is now $1,461 per person
$1,461
per person
Apr 23 - Apr 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
Price was $1,960, price is now $1,187 per person
$1,187
per person
Apr 17 - Apr 22
found 4 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to New York (JFK)
Newark Liberty International Airport Marriott

Newark Liberty International Airport Marriott

4 out of 5
Price was $1,202, price is now $758 per person
$758
per person
Apr 23 - Apr 28
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $1,707, price is now $1,081 per person
$1,081
per person
Apr 27 - May 2
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Save 100% on your flight
Price was $2,333, price is now $1,644 per person
$1,644
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Hyatt Union Square New York

Hyatt Union Square New York

4 out of 5
Save 100% on your flight
Price was $1,928, price is now $1,365 per person
$1,365
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
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 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Nine Orchard

Nine Orchard

5 out of 5
Save 100% on your flight
Price was $2,054, price is now $1,502 per person
$1,502
per person
Apr 17 - Apr 22
found 4 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Newark Liberty Intl. Airport (EWR)
The Dutch Hotel Long Island City, Sonder by Marriott Bonvoy

The Dutch Hotel Long Island City, Sonder by Marriott Bonvoy

3.5 out of 5
Save 100% on your flight
Price was $1,072, price is now $785 per person
$785
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Save 100% on your flight
Price was $2,908, price is now $2,142 per person
$2,142
per person
Apr 17 - Apr 22
found 4 hours ago
Roundtrip non-stop flight included
San Francisco (SFO) to Newark Liberty Intl. Airport (EWR)
WestHouse New York

WestHouse New York

5 out of 5
Save 100% on your flight
Price was $1,377, price is now $1,017 per person
$1,017
per person
Apr 27 - May 2
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

4 out of 5
Save 100% on your flight
Price was $1,816, price is now $1,369 per person
$1,369
per person
Apr 20 - Apr 25
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newark Liberty Intl. Airport (EWR)

6-7 night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
The William Hotel Midtown, New York

The William Hotel Midtown, New York

2 out of 5
Save 100% on your flight
Price was $1,017, price is now $622 per person
$622
per person
Apr 15 - Apr 21
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 $1,421, price is now $724 per person
$724
per person
Apr 22 - Apr 28
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
Price was $1,854, price is now $1,049 per person
$1,049
per person
Apr 22 - Apr 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Price was $1,132, price is now $664 per person
$664
per person
Apr 22 - Apr 28
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 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
Price was $1,233, price is now $789 per person
$789
per person
Apr 22 - Apr 28
found 1 day ago
Roundtrip 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 $2,040, price is now $1,312 per person
$1,312
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
Holiday Inn Express New York City Times Square by IHG

Holiday Inn Express New York City Times Square by IHG

3 out of 5
Price was $1,216, price is now $797 per person
$797
per person
Apr 22 - Apr 28
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 $1,140, price is now $755 per person
$755
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Save 100% on your flight
Price was $2,386, price is now $1,588 per person
$1,588
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
The George

The George

4 out of 5
Save 100% on your flight
Price was $1,810, price is now $1,208 per person
$1,208
per person
Apr 24 - Apr 30
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) 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 $4,166, price is now $2,792 per person
$2,792
per person
Apr 28 - May 4
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 6 days ago
$121
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Thu, Apr 2 from Atlanta to New Haven, returning Mon, Apr 6, priced at $121 found 6 days ago
Fri, Apr 10 - Sun, Apr 19
ATL
Atlanta
HVN
New Haven
$131 Roundtrip, found 2 days ago
$131
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Apr 10 from Atlanta to New Haven, returning Sun, Apr 19, priced at $131 found 2 days ago
Sat, Mar 28 - Sun, Mar 29
FLL
Fort Lauderdale
HVN
New Haven
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Sat, Mar 28 from Fort Lauderdale to New Haven, returning Sun, Mar 29, priced at $138 found 5 days ago
Wed, Mar 11 - Fri, Mar 13
FLL
Fort Lauderdale
HVN
New Haven
$283 Roundtrip, found 3 days ago
$283
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Wed, Mar 11 from Fort Lauderdale to New Haven, returning Fri, Mar 13, priced at $283 found 3 days ago
Wed, Mar 11 - Fri, Mar 13
FLL
Fort Lauderdale
HVN
New Haven
$326 Roundtrip, found 3 days ago
$326
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Wed, Mar 11 from Fort Lauderdale to New Haven, returning Fri, Mar 13, priced at $326 found 3 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 30 - Mar 31
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
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Free Cancellation
Reserve now, pay when you stay
14.36 mi from city center
$101 nightly
The price is $116 total per night
$116 total
Apr 5 - Apr 6
Total with taxes and fees
Located in Milford, Hyatt Place Milford / New Haven is in the historical district, a 2-minute drive from Westfield Connecticut Post Mall and 9 minutes from University of New Haven.
Breakfast included
Pet friendly
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
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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.