Middlesex County Holidays from AU$3,027

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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.

The Latest Middlesex County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was AU$5,037, price is now AU$3,027 per person
AU$3,027
per person
14 Feb - 23 Feb
found 15 hours ago
Return flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
The hospitality and customer service is top tier. The ambiance is modern, clean, and the city view was incredible of the Empire State Building.Our family loves staying at the various Melia hotels.

Reviewed on 8 Jan 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was AU$7,685, price is now AU$4,415 per person
AU$4,415
per person
17 Mar - 24 Mar
found 9 hours ago
Return flight included
Brisbane (BNE) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
This hotel was FABULOUS! The view you see if the view you get! STUNNING magazine worthy view of the Brooklyn bridge. Almost kid free. The rooftop bar and lounge had stunning views of the Brooklyn bridge and Hudson river. Just minutes away from Manhattan and close enough to walk to the Bridge. Room service was excellent. Very clean room.

Reviewed on 3 Jan 2026

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$5,698, price is now AU$3,399 per person
AU$3,399
per person
26 Mar - 4 Apr
found 14 hours ago
Return flight included
Brisbane (BNE) to New York (JFK)
8.4/10 Very Good! (1,667 reviews)
long check in process after long journey. Wife stays there for business & wasn't happy with room for 10 nights. Hotel didn't know how to manage the" free morning coffee" perk. Destination fee of $52.23 incl tax daily was unexpected as law requires if be shown when offer is presented by expedia

Reviewed on 7 Jan 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was AU$8,274, price is now AU$5,004 per person
AU$5,004
per person
26 Mar - 4 Apr
found 14 hours ago
Return flight included
Brisbane (BNE) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Staff extremely professional and friendly. I felt at home!

Reviewed on 9 Jan 2026

Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was AU$9,953, price is now AU$6,147 per person
AU$6,147
per person
26 Mar - 4 Apr
found 14 hours ago
Return flight included
Brisbane (BNE) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on 13 June 2025

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

Our pick of the best Middlesex County Hotel Deals

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 AU$297 per night from 8 Feb to 9 Feb
AU$297
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (548 reviews)
Staff was wonderful, lovely hotel

Reviewed on 5 Jan 2026

Inn at Middletown
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 AU$417 per night from 9 Feb to 10 Feb
AU$417
9 Feb - 10 Feb
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
Great place!

Reviewed on 31 Dec 2025

Water's Edge Resort & Spa
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! (1,002 reviews)
Parking was very convenient, and the property is pet-friendly with a nice grassy area in the back for pets to relieve themselves. The room was clean and staff were friendly, although queen size bed felt like twin xl but overall, a pleasant and hassle-free stay.

Reviewed on 31 Dec 2025

Get rates
Pier Blue Inn Old Saybrook - Essex
See all 3,414 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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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 AU$3,027. 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.