Thimble Islands Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top Flight + Hotel Deals in Thimble Islands

Price found within the past 48 hours. Click for updated prices.
Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Price was €1,508, price is now €999 per person
€999
per person
24 Nov - 1 Dec
just found
Return direct flight included
Dublin (DUB) to New York (JFK)
8/10 Very Good! (2,177 reviews)
Waiting for my 175 security deposit

Reviewed on 30 Sept 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,802, price is now €1,532 per person
€1,532
per person
3 Dec - 7 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (2,730 reviews)
Great location. Modern hotel. Very clean.

Reviewed on 1 Oct 2025

The Gallivant Times Square

The Gallivant Times Square

3.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,728, price is now €1,109 per person
€1,109
per person
3 Dec - 7 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
6.4/10 (918 reviews)
Nice of the lady at the front desk (Susie?) to upgrade us to a suite. Convenient to theatres. Comfortable beds. A little rundown though

Reviewed on 1 Oct 2025

Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Manhattan
Save 100% on your flight
Price was €2,646, price is now €1,739 per person
€1,739
per person
20 Nov - 24 Nov
found 13 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (447 reviews)
Beautiful hotel with great views of the city. Wonderful staff. Zou Zous restaurant in the hotel is really good. We stayed in the deluxe king and there was ample drawer space to unpack. There are 2 Starbucks steps from the hotel and many outdoor seating areas around the hotel. The 7 train is 1 short block away, and Hudson Yards is across the street. We loved it!

Reviewed on 1 Sept 2025

Candlewood Suites New York City-Times Square by IHG

Candlewood Suites New York City-Times Square by IHG

2.5 out of 5
Manhattan
Save 100% on your flight
Price was €1,533, price is now €1,033 per person
€1,033
per person
24 Nov - 1 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
8.4/10 Very Good! (1,496 reviews)
Great hotel close to everything

Reviewed on 1 Oct 2025

Top hotels in Thimble Islands

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is €164 per night from 19 Oct to 20 Oct
€164
19 Oct - 20 Oct
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"yes"

Reviewed on 28 Sept 2025

Omni New Haven Hotel at Yale
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 €136 per night from 5 Oct to 6 Oct
€136
5 Oct - 6 Oct
includes taxes & fees
9/10 Wonderful! (1,800 reviews)
"Clean room, very nice staff, good and quiet area... close to the center... there is a convenient parking arrangement for the car"

Reviewed on 27 Sept 2025

New Haven Hotel
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is €103 per night from 2 Nov to 3 Nov
€103
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (1,387 reviews)
"This is a wonderful property. Location was great. We took advantage of the huge pool , the free breakfast and the easy access to the surrounding area. The room was large, clean, filled with everything you need to make a comfortable stay. I would go back to this property."

Reviewed on 28 Sept 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 996 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.