Cheap Vacations in Thimble Islands

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Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $699, price is now $484 per person
$484
per person
Dec 2 - Dec 6
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Price was $4,624, price is now $2,690 per person
$2,690
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $4,625, price is now $2,718 per person
$2,718
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was $3,013, price is now $1,935 per person
$1,935
per person
Dec 9 - Dec 16
found 1 day 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
Manhattan
Price was $2,712, price is now $1,751 per person
$1,751
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $2,521, price is now $1,675 per person
$1,675
per person
Nov 25 - Nov 28
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was $3,324, price is now $2,247 per person
$2,247
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
Manhattan
Price was $2,558, price is now $1,730 per person
$1,730
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,878, price is now $1,953 per person
$1,953
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Chelsea Inn

Chelsea Inn

3 out of 5
Manhattan
Price was $2,231, price is now $1,555 per person
$1,555
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

3-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Dolce by Wyndham Parsippany

Dolce by Wyndham Parsippany

4 out of 5
Price was $665, price is now $490 per person
$490
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $3,100, price is now $1,781 per person
$1,781
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was $2,521, price is now $1,675 per person
$1,675
per person
Nov 25 - Nov 28
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $2,357, price is now $1,595 per person
$1,595
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Las Flores Villa

Las Flores Villa

5 out of 5
Save 100% on your flight
Price was $5,578, price is now $3,999 per person
$3,999
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,153, price is now $830 per person
$830
per person
Nov 23 - Nov 26
just found
Roundtrip flight included
Orlando (MCO) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $1,912, price is now $1,380 per person
$1,380
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,329, price is now $962 per person
$962
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Save 100% on your flight
Price was $3,107, price is now $2,277 per person
$2,277
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Gotham Hotel

The Gotham Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,933, price is now $1,418 per person
$1,418
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,201, price is now $886 per person
$886
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $3,286, price is now $2,437 per person
$2,437
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)

4-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $699, price is now $484 per person
$484
per person
Dec 2 - Dec 6
found 19 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $4,625, price is now $2,718 per person
$2,718
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,711, price is now $2,350 per person
$2,350
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $2,761, price is now $1,779 per person
$1,779
per person
Dec 6 - Dec 10
found 1 day 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
Price was $2,712, price is now $1,751 per person
$1,751
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $3,278, price is now $2,165 per person
$2,165
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was $1,538, price is now $1,078 per person
$1,078
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Ned NoMad

The Ned NoMad

5 out of 5
Save 100% on your flight
Price was $3,406, price is now $2,400 per person
$2,400
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Holiday Inn New York City - Wall Street by IHG

Holiday Inn New York City - Wall Street by IHG

3 out of 5
Save 100% on your flight
Price was $1,612, price is now $1,165 per person
$1,165
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Evelyn Hotel

The Evelyn Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,858, price is now $2,088 per person
$2,088
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
5th & 55th Residence Club

5th & 55th Residence Club

5 out of 5
Save 100% on your flight
Price was $4,775, price is now $3,519 per person
$3,519
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
LGA AIRPORT

LGA AIRPORT

2 out of 5
Save 100% on your flight
Price was $3,748, price is now $2,782 per person
$2,782
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

5-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
East Norwich Inn

East Norwich Inn

2.5 out of 5
Price was $930, price is now $660 per person
$660
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $5,211, price is now $3,262 per person
$3,262
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $2,730, price is now $1,746 per person
$1,746
per person
Nov 26 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Radio Hotel

Radio Hotel

4 out of 5
Save 100% on your flight
Price was $1,515, price is now $1,025 per person
$1,025
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Price was $2,723, price is now $1,844 per person
$1,844
per person
Nov 24 - Nov 29
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $2,878, price is now $1,953 per person
$1,953
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $1,196, price is now $818 per person
$818
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,491, price is now $1,020 per person
$1,020
per person
Nov 27 - Dec 2
found 1 day 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 $4,203, price is now $2,903 per person
$2,903
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,540, price is now $1,067 per person
$1,067
per person
Dec 10 - Dec 15
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Aura Hotel Brooklyn

Aura Hotel Brooklyn

4 out of 5
Save 100% on your flight
Price was $1,327, price is now $920 per person
$920
per person
Nov 27 - Dec 2
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) 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
Save 100% on your flight
Price was $1,689, price is now $1,186 per person
$1,186
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

6-7 night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
East Norwich Inn

East Norwich Inn

2.5 out of 5
Price was $981, price is now $650 per person
$650
per person
Nov 26 - Dec 2
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Holiday Inn New York City - Wall Street by IHG

Holiday Inn New York City - Wall Street by IHG

3 out of 5
Save 100% on your flight
Price was $1,699, price is now $986 per person
$986
per person
Nov 26 - Dec 2
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Price was $4,624, price is now $2,690 per person
$2,690
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Kitano Hotel New York

The Kitano Hotel New York

4.5 out of 5
Save 100% on your flight
Price was $2,817, price is now $1,735 per person
$1,735
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop 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 $3,910, price is now $2,495 per person
$2,495
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New York (JFK)
OYO Times Square

OYO Times Square

4 out of 5
Save 100% on your flight
Price was $2,301, price is now $1,473 per person
$1,473
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Royalton New York

Royalton New York

4 out of 5
Save 100% on your flight
Price was $2,473, price is now $1,584 per person
$1,584
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Price was $3,013, price is now $1,935 per person
$1,935
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $4,396, price is now $2,875 per person
$2,875
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
YOTEL New York Times Square, Select by Hilton

YOTEL New York Times Square, Select by Hilton

4 out of 5
Save 100% on your flight
Price was $2,145, price is now $1,446 per person
$1,446
per person
Dec 10 - Dec 16
found 10 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Price was $3,324, price is now $2,247 per person
$2,247
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Price was $3,483, price is now $2,356 per person
$2,356
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

Flight deals to Thimble Islands

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

Wed, Dec 23 - Mon, Dec 28
ATL
Atlanta
HVN
New Haven
$266 Roundtrip, found 12 hours ago
$266
Roundtrip
found 12 hours ago
Select Avelo Airlines flight, departing Wed, Dec 23 from Atlanta to New Haven, returning Mon, Dec 28, priced at $266 found 12 hours ago
Thu, Nov 19 - Wed, Nov 25
ATL
Atlanta
HVN
New Haven
$299 Roundtrip, found 5 days ago
$299
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Nov 19 from Atlanta to New Haven, returning Wed, Nov 25, priced at $299 found 5 days ago
Fri, Jan 15 - Mon, Jan 18
ATL
Atlanta
HVN
New Haven
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Jan 15 from Atlanta to New Haven, returning Mon, Jan 18, priced at $299 found 2 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
$135 nightly
The price is $155 total per night
$155 total
Oct 28 - Oct 29
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
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Free Cancellation
Reserve now, pay when you stay
17.42 mi from city center
$70 nightly
The price is $80 total per night
$80 total
Nov 2 - Nov 3
Total with taxes and fees
When you stay at Motel 6 Milford, CT in Milford, you'll be in the business district, within a 15-minute drive of Yale University and Fairfield University.
Pet friendly
Parking included
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Free Cancellation
3.5 mi from city center
$72 nightly
The price is $83 total per night
$83 total
Nov 12 - Nov 13
Total with taxes and fees
With a stay at Motel 6 New Haven - Branford, CT in Branford, you'll be within a 15-minute drive of Yale University and Branford Supply Pond.
Pet friendly
Parking included
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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.

Top Picks

^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.