Middlesex County Holidays

Photo by Dawn Johnson

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Top destinations in Middlesex County

Beautiful sunrise at the mouth of the Connecticut River, Old Saybrook, Connecticut.
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Old Saybrook

Old Saybrook
Arrigoni Bridge
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Cromwell

Cromwell

Top Flight + Hotel Deals in Middlesex County

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
Price was €1,580, price is now €1,100 per person
€1,100
per person
16 May - 24 May
found 4 hours ago
Return direct flight included
Luxembourg (LUX) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (3,805 reviews)
All was smoot as expected.

Reviewed on 27 Mar 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €3,557, price is now €2,051 per person
€2,051
per person
16 May - 24 May
found 4 hours ago
Return direct flight included
Luxembourg (LUX) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
Room was nice. Breakfast was great! Great location

Reviewed on 27 Mar 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was €2,683, price is now €1,828 per person
€1,828
per person
16 May - 24 May
found 4 hours ago
Return direct flight included
Luxembourg (LUX) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (4,149 reviews)
The room was clean, the staff was amazing!

Reviewed on 27 Mar 2026

The Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Price was €2,542, price is now €1,807 per person
€1,807
per person
16 May - 24 May
found 4 hours ago
Return direct flight included
Luxembourg (LUX) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,038 reviews)
Super friendly staff, walkable and great food on site

Reviewed on 27 Mar 2026

Hard Rock Hotel New York

Hard Rock Hotel New York

4.5 out of 5
Manhattan
Price was €2,704, price is now €1,935 per person
€1,935
per person
16 May - 24 May
found 4 hours ago
Return direct flight included
Luxembourg (LUX) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (5,426 reviews)
The bartenders were friendly. Waitstaff could have been more attentive. Check-in was smooth and staff very friendly.

Reviewed on 27 Mar 2026

Top hotels in Middlesex County

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is €247 per night from 31 Mar to 1 Apr
€247
31 Mar - 1 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever.

Reviewed on 24 Mar 2026

Water's Edge Resort & Spa
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2 out of 5
298 E Haddam Moodus Rd East Haddam CT
The price is €139 per night from 31 Mar to 1 Apr
€139
31 Mar - 1 Apr
includes taxes & fees
9.6/10 Exceptional! (130 reviews)
Our favorite place to visit ♥️

Reviewed on 25 Mar 2026

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
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 €114 per night from 12 Apr to 13 Apr
€114
12 Apr - 13 Apr
includes taxes & fees
9/10 Wonderful! (2,049 reviews)
There was no breakfast at all. There was no microwave in the room. I would stay again because the location is good and the hotel was clean. Had to pay $25/day for parking but I guess in the city is necessary.

Reviewed on 27 Mar 2026

New Haven Hotel
See all 3,481 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 €1,100. 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.