Middlesex County Holidays

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Top destinations in Middlesex County

FlightsFlightsHotelsHotels

Old Saybrook

Old Saybrook

Top Flight + Hotel Deals in Middlesex County

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

Hotel 32 32

4 out of 5
Manhattan
per person
25 Sept - 28 Sept
found 12 hours ago
Return direct flight included
Dublin (DUB) to New York (JFK)
7.8/10 Good! (2,087 reviews)
It was a great day very easy check-in process and we really enjoyed the easy parking as well. The room is very spacious and has two bathrooms if you get the room that sleeps for so this is amazing especially for the city. The rate was also really affordable considering we booked the night before and the location was phenomenal. So highly recommend this place staff was amazing as well.

Reviewed on 21 Jul 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
per person
16 Oct - 20 Oct
found 1 day ago
Return flight included
Shannon (SNN) to New York (JFK)
9/10 Wonderful! (2,098 reviews)
Great Property and customer service! Area around could use some TLC.

Reviewed on 23 Jul 2025

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
7.6/10 Good! (5,628 reviews)
The manager saw we were celebrating my friend's 40th birthday and provided us with a complimentary bottle of champagne upon check in. The hotel is nice, especially the rooftop pool and bar. The rooms were okay, however the bathroom could use an update. Overall we had a great experience at the hotel.

Reviewed on 23 Jul 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
per person
30 Sept - 3 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,370 reviews)
Amazing location, wonderful service, inspiring views, cool and relaxing ambience… we will definitely coming back !!

Reviewed on 24 Jul 2025

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (511 reviews)
Lovely place! Highlight of my way stay while here on business! The staff really understand good service and all lovely people! Will be coming back for sure!

Reviewed on 20 Jul 2025

Top hotels in Middlesex County

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is €360 per night from 12 Aug to 13 Aug
€360
12 Aug - 13 Aug
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"The room was very nice and the staff were all very helpful. The only small negatives were the TV was mounted at an angle and the bathroom countertops were very low"

Reviewed on 21 Jul 2025

Saybrook Point Resort & Marina
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is €108 per night from 10 Aug to 11 Aug
€108
10 Aug - 11 Aug
includes taxes & fees
7.6/10 Good! (1,006 reviews)
"Just a little tired looking, but very nice staff. Everything went well. Thank you. Good value for everything."

Reviewed on 21 Jul 2025

Quality Inn Old Saybrook - Westbrook
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is €78 per night from 27 Jul to 28 Jul
€78
27 Jul - 28 Jul
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"Very convenient to the beaches and very clean room. I had some trouble with the door lock but nothing major. I'm a doofus. Will definitely return."

Reviewed on 16 Jul 2025

Pier Blue Inn Old Saybrook - Essex
See all 3,316 properties in Middlesex County
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

How much does a Middlesex County holiday package cost?
Create unforgettable memories with our Middlesex County holiday packages, which start from a low €862. Select the hotels and flights that fit your travel plans. Then, add on one or two tours or activities to cap off your unique escape.
How do I get a cheap travel package to Middlesex County?
Track down flights that suit your busy schedule, add a hotel room to your booking and see how much you save with a Middlesex County holiday package. It's as simple as that! From hotels and flights to rental cars and tours, Expedia makes travelling cheap and easy. And with over 550 partner airlines and 1,000,000 hotel options all over the world to select from, you won't be short of choice.
What are the top hotels in Middlesex County?
When it comes to properties in Old Saybrook, Super 8 by Wyndham Cromwell/Middletown and Pier Blue Inn Old Saybrook - Essex are among the favourites. If you're spending time in Clinton, Quality Inn Cromwell - Middletown and Quality Inn Old Saybrook - Westbrook are waiting to welcome you.
How far in advance should I book my Middlesex County holiday?
It all depends on the air carrier, but you can generally look up international fares on Expedia nearly a year in advance. While it's generally recommended to book ahead of time, lucky travellers occasionally find a cheaper ticket just weeks prior to their intended journey.
What does an Expedia Middlesex County travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Middlesex County holiday. You can also add on fun things like tours and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Middlesex County travel package?
Whether it's adventure or relaxation you're craving, a Middlesex County holiday package lets you organise your escape your way. Plus, you'll score great discounts just for combining your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Middlesex County Expedia holiday package?
Most definitely. Expedia has over 550 airline partners to select from around the globe. With such a big range of choice, finding the right carrier to get you to Middlesex County shouldn't be hard.
If I'm not able to travel, can I cancel my Middlesex County holiday package?
If your holiday plans in Middlesex County have changed, it's a relief to know that it's possible to cancel or amend your booking. If your booking was made in the last 24 hours, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose a fee. For more details, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.