Middlesex County Holidays

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Your Middlesex County Holiday

Leave all the planning to us with a Middlesex County holiday package. With everything organised before you leave, the only thing left to do is sit back, relax and experience this destination's countless delights. Begin your trip to Middlesex County with a couple of nights in Old Saybrook visiting popular sights like Westbrook Town Beach and Clinton Crossing Premium Outlets. East Hampton is another city that lures crowds from near and far. TPC River Highlands and Brownstone Exploration & Discovery Park are two of the top places to see here. Expedia is a one-stop shop when it comes to planning your Middlesex County holiday. From accommodation and flights, to car rentals and activities, we're here to help you curate a travel experience like no other.

Top destinations in Middlesex County

Arrigoni Bridge
FlightsFlightsHotelsHotels

Cromwell

Cromwell
Essex featuring a house
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Essex

Essex

Top Middlesex County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Residence Inn By Marriott New York Queens

Residence Inn By Marriott New York Queens

3 out of 5
Queens
Price was £1,719, price is now £676 per person
£676
per person
9 Mar - 12 Mar
just found
Return flight included
London (LHR) to New York (JFK)
8.4/10 Very Good! (499 reviews)
In general was a good stay, however, the heating was not working properly and nobody help us with this issue. They always said that they will go and check but that didn’t happen.

Reviewed on 6 Feb 2026

Residence Inn by Marriott East Rutherford Meadowlands

Residence Inn by Marriott East Rutherford Meadowlands

3 out of 5
Price was £1,669, price is now £696 per person
£696
per person
9 Mar - 12 Mar
just found
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,003 reviews)
Love this place! I always stay here when visiting Jersey! The rooms are spacious and clean always. I would say the only downside is the pull-out sofa is horrible it's like sleeping on springs which is why I gave 4 stars and not 5 but the pool and workout area could be a little bigger.

Reviewed on 16 Jan 2026

Fouquet's New York

Fouquet's New York

5 out of 5
Manhattan
Save 100% on your flight
Price was £2,928, price is now £1,610 per person
£1,610
per person
16 Mar - 20 Mar
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9.6/10 Exceptional! (60 reviews)
Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on 10 Oct 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was £1,949, price is now £1,074 per person
£1,074
per person
16 Mar - 20 Mar
found 1 day ago
Return flight included
Edinburgh (EDI) to New York (JFK)
9/10 Wonderful! (2,790 reviews)
WHILE THE ROOM WAS SMALL, IT HAD EVERYTHING YOU NEEDED

Reviewed on 7 Feb 2026

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was £1,674, price is now £934 per person
£934
per person
16 Mar - 20 Mar
found 1 day ago
Return flight included
Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (5,413 reviews)
Excellent service very friendly staff

Reviewed on 7 Feb 2026

Middlesex County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Top Sights
Harveys Beach, Devils Hopyard State Park and Clinton Town Beach

Top hotels in Middlesex County

Inn at Middletown

Inn at Middletown

3.5 out of 5
70 Main Street Middletown CT
Fully refundableReserve now, pay when you stay
The price is £153 per night from 16 Feb to 17 Feb
£153
16 Feb - 17 Feb
includes taxes & fees
8.8/10 Excellent! (550 reviews)
The hotel staff and accommodations were great. I would highly recommend it.

Reviewed on 17 Jan 2026

Inn at Middletown
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
7.8/10 Good! (1,003 reviews)
Room was clean and warm and the staff was very friendly

Reviewed on 1 Feb 2026

Get rates
Pier Blue Inn Old Saybrook - Essex
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 £178 per night from 17 Feb to 18 Feb
£178
17 Feb - 18 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great room and staff

Reviewed on 14 Jan 2026

Water's Edge Resort & Spa
See all 3,426 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.
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All Inclusive Holidays
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Beach Holidays
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Family Friendly Holidays

Frequently asked questions

How much does a Middlesex County travel package cost?
Our Middlesex County packages, which start at just £676, are the perfect way to save loads of cash. Select your preferred flights, hotels and rental cars to create a personalized escape.
If I'm not able to travel, can I cancel my Middlesex County travel package?
Your situation can change suddenly, so yes, you can. You may be able to change or cancel your Middlesex County travel package at no cost within 24 hours of booking. For bookings older than that, you can still cancel or make changes, but your hotel, car rental company or airline may charge a fee. Want more information? Visit our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Middlesex County?
Combine your flights and hotels, add on extras such as tours, and save with a Middlesex County holiday package. You won't just land wonderful discounts on your escape — you'll have lots of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 air carriers and 1,000,000 properties globally. Your next affordable adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Middlesex County holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you stumble on an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your getaway.

What are the top hotels in Middlesex County?
Look up Saybrook Point Resort & Marina and Pier Blue Inn Old Saybrook - Essex. They're the first choice for many travellers headed to Old Saybrook. If Clinton is next stop on your itinerary, Saybrook Point Resort & Marina and Pier Blue Inn Old Saybrook - Essex are two cosy options.
How far in advance should I book my Middlesex County holiday?
It all depends on the air carrier, but you can normally browse through international flights on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky travellers occasionally score a cheaper ticket only weeks before their intended journey.
What does an Expedia Middlesex County travel package include?
You can select from any combination of hotels, flights and rental cars. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to crafting your perfect Middlesex County trip.
What should I know before booking a Middlesex County travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you've made your booking, you can add on tours and activities. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Middlesex County Expedia travel package?
With a travel package, you're always in charge. Whether you'd like to fly to Middlesex County in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines across the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.