Thimble Islands Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

Top Flight + Hotel Deals in Thimble Islands

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites New York City-Times Square by IHG
Hotel Riu Plaza Manhattan Times Square
Hotel Riu Plaza New York Times Square
LENNOX HILL NYC
Ace Hotel New York

Top hotels in Thimble Islands

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 €125 per night from 7 Jun to 8 Jun
€125
7 Jun - 8 Jun
includes taxes & fees
9.2/10 Wonderful! (2,131 reviews)
The staff at the front desk were extremely helpful and friendly. We only stayed one night as we were there for a graduation and it was conveniently located to where we had to go. However, if I ever find myself in the area again, I would definitely stay there.

Reviewed on 16 May 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
The price is €140 per night from 7 Jun to 8 Jun
€140
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
Our room was noisy, police sirens every 5 minutes through the night combined with a broken air vent, the motor was making very loud screeching noises. We requested service and nothing was done about it. The area (Yale) is a true eye opening experience that was unexpected. We were approached by beggars ...

Reviewed on 17 May 2026

Omni New Haven Hotel at Yale
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
Fully refundableReserve now, pay when you stay
The price is €108 per night from 24 May to 25 May
€108
24 May - 25 May
includes taxes & fees
6/10 (1,257 reviews)
Room was filthy, sink had coffee stains in it the walls had stains on them. The windows couldn’t see out of them. Hallway smells like butt and cigarettes Def won’t be coming back wish I never spent the night, such a waste of money

Reviewed on 16 May 2026

La Quinta Inn & Suites by Wyndham New Haven
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.

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.