Thimble Islands Holidays from AU$1,903

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Thimble Islands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was AU$2,548, price is now AU$1,903 per person
AU$1,903
per person
1 Feb - 6 Feb
found 1 day ago
Return flight included
Brisbane (BNE) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
The beds were comfy, staff was outstanding, and it was far enough away from the busy parts of the city and yet comfortably close enough to everything!

Reviewed on 2 Jan 2026

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was AU$3,601, price is now AU$2,638 per person
AU$2,638
per person
4 Mar - 11 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,825 reviews)
Had a nice time during the Christmas season at this hotel. The staff was extremely pleasant and helped with any minor issues we ran into. They were very accommodating.

Reviewed on 30 Dec 2025

The Lexington Hotel, Autograph Collection

The Lexington Hotel, Autograph Collection

4 out of 5
Manhattan
Price was AU$3,686, price is now AU$2,741 per person
AU$2,741
per person
4 Mar - 11 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.2/10 Very Good! (1,603 reviews)
Clean. Easy access to public transportation facilities. Friendly staff. Starbucks connected to the hotel.

Reviewed on 31 Dec 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Price was AU$3,653, price is now AU$2,750 per person
AU$2,750
per person
4 Mar - 11 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (1,184 reviews)
Clean room. A little small, but typical for NYC. I stayed with my 10 year old daughter and the cleaning service did a great job of vacuuming our crumbs from late night in room snacking. Some minor inconveniences with the lighting. Track lighting behind the bed would flash ever few minutes when the lights were off. We used towels to block the lighting so it wasn’t a big deal, but the room was a little dark as a result. Very close to the 28th st subway station made it very easy to get to broadway shows, which we did several times.

Reviewed on 1 Jan 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was AU$3,053, price is now AU$2,347 per person
AU$2,347
per person
4 Mar - 11 Mar
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
7.2/10 Good! (2,562 reviews)
The staff was great , but it lacked microwave. They also did tell us about the parking. Could have told us a lot of things ahead of time , which was not explained to us.

Reviewed on 2 Jan 2026

Thimble Islands Holiday

Thimble Islands Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)

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 AU$218 per night from 12 Jan to 13 Jan
AU$218
12 Jan - 13 Jan
includes taxes & fees
9/10 Wonderful! (1,967 reviews)
The staff at this hotel, including Stephanie at the front desk, could not have been nicer and more competent. They were incredibly helpful to my family. The hotel is also well situated to downtown and Yale university. We would stay here again.

Reviewed on 30 Dec 2025

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
The price is AU$178 per night from 25 Jan to 26 Jan
AU$178
25 Jan - 26 Jan
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Clean room and front desk staff were very responsive to every need!

Reviewed on 2 Jan 2026

Cambria Hotel New Haven University Area
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave Shelton CT
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 8 Jan to 9 Jan
AU$182
8 Jan - 9 Jan
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Staff was very nice. Made the check in/out process smooth and easy

Reviewed on 28 Dec 2025

Hampton Inn by Hilton Shelton
See all 1,029 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.

Explore a world of travel with Expedia

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