Thimble Islands Holidays from NZ$2,254

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The Latest Thimble Islands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was NZ$2,769, price is now NZ$2,254 per person
NZ$2,254
per person
22 Aug - 26 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,981 reviews)
Great location! Friendly staff.

Reviewed on 21 June 2026

Hilton Garden Inn New York/Manhattan-Midtown East

Hilton Garden Inn New York/Manhattan-Midtown East

3.5 out of 5
Manhattan
Price was NZ$3,024, price is now NZ$2,340 per person
NZ$2,340
per person
22 Aug - 26 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,761 reviews)
It was a very pleasant stay

Reviewed on 17 June 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was NZ$2,996, price is now NZ$2,329 per person
NZ$2,329
per person
22 Aug - 26 Aug
found 1 day ago
Return flight included
Auckland (AKL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,144 reviews)
The location is amazing. Near to the subway for a quick ride to Times Square. But everything you need in walking distance. Near to la guardia airport. Rooms are small but comfortable and have everything you need. I would stay here again.

Reviewed on 20 June 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was NZ$3,176, price is now NZ$2,491 per person
NZ$2,491
per person
22 Aug - 26 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (7,435 reviews)
Location of hotel was great. Just 2 minutes from Times Square. Everyone at the hotel were very helpful & very friendly 👍

Reviewed on 21 June 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was NZ$2,980, price is now NZ$2,438 per person
NZ$2,438
per person
22 Aug - 26 Aug
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (2,505 reviews)
Very clean, beautiful place to stay

Reviewed on 20 June 2026

Thimble Islands Holiday

Our pick of the best Thimble Islands Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 7 July to 8 July
NZ$237
7 July - 8 July
includes taxes & fees
9.2/10 Wonderful! (2,187 reviews)
"Nothing we didn't like."

Reviewed on 20 June 2026

New Haven Hotel
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Fully refundable
The price is NZ$144 per night from 28 June to 29 June
NZ$144
28 June - 29 June
includes taxes & fees
7.2/10 Good! (1,004 reviews)
"I was made to feel like a prisoner I this motel. In the middle of the night, not mentioned in check IN, I was made to feel like a prisoner once scolded to “enter from the back” after discovering the lobby door was locked. The front desk agent pointed towards the back of complex and screamed at me ..."

Reviewed on 19 June 2026

Motel 6 New Haven - Branford, CT
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
291 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is NZ$218 per night from 5 July to 6 July
NZ$218
5 July - 6 July
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Very friendly staff, clean hotel."

Reviewed on 19 June 2026

Hilton Garden Inn Milford
See all 1,093 properties in Thimble Islands
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.

Frequently asked questions

Can I cancel my flight booking to Thimble Islands due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our Customer Service Portal will help you answer most questions about flight changes or cancellations. It's also good to check the terms and conditions of your fare — preferably before booking!
What's the best way to find cheap flights to Thimble Islands that have flexible change policies?
At Expedia, we've been channeling our inner yogi to bring you the most flexible airfares in town. Simply tick the "No change fee" box under the filter subheading "Flexible change policies" to find the best flights to Thimble Islands.
What are some of the general tips for travellers to Thimble Islands during the COVID-19 outbreak?
In the face of the COVID-19 outbreak, travelling today comes with more challenges than in the past. Take note of these valuable tips before jumping on your flight to Thimble Islands:
  • Before you book a flight, check if any travel bans or restrictions apply — in both your origin and destination. Stay informed with the latest updates by reviewing government and airport websites.
  • Wear a face mask during airport screening. A TSA officer will ask you to adjust your mask to verify your identity.
  • To reduce the likelihood of cross-contamination, place your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA officer.
  • One container of liquid hand sanitizer is now permitted in your carry-on luggage. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag for X-ray scanning.
  • Empty everything from your pockets, like your keys, phone and wallet, and place them in your carry-on instead of into bins. This will minimize handling during screening.
  • If you're bringing food on the plane with you, place it in a clear plastic bag and then into a scanning bin. This reduces the likelihood that a TSA agent will need to touch your carry-on bag or food container for inspection.

How can I find cheap tickets to Thimble Islands?
One of the best ways to get a hold of cheap tickets to Thimble Islands is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The best price for a flight to Thimble Islands in the last seven days was . Booking in advance will usually help you walk away with an even better deal.
When is the cheapest time to fly to Thimble Islands?
If you can be flexible with what date you travel to Thimble Islands, leave early in the week. The most economical day to take off is generally Tuesday, followed closely by Monday. Saturday is typically the priciest day, with many people preferring to fly on weekends.
How much is a plane ticket to Thimble Islands?
In the last seven days, plane tickets to Thimble Islands varied from to .
Which airlines with flights to Thimble Islands employ COVID-19 cleanliness policies?
From the moment you check in until you leave your arrivals gate, American Airlines has implemented a raft of enhanced measures to help prevent the spread of COVID-19. This carrier operates flights in and out of Thimble Islands and is now providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.