Middlesex County Holidays from AU$3,553

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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.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
7 Oct - 17 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
7.6/10 Good! (843 reviews)
Good location in the middle of Manhattan. Room was small than expected for 2 people but it was fine. Easy to walk to & from.

Reviewed on 6 Aug. 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
19 Sept - 25 Sept
found 9 hours ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
This place was amazing, from the bartender Josh to Seiki and Selina, and also JD the concierge, I know I’m leaving people out but the entire staff made our stay perfection, it was first class all the way and I would never stay anywhere else when we go back, just truly a first rate experience

Reviewed on 3 Aug. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
7 Oct - 17 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9.8/10 Exceptional! (1,259 reviews)
Amazing stay! Room was spotless and had everything I needed. I even forgot my phone adapter and reception was kind enough to lend me one. I would definitely recommend NobleDEN

Reviewed on 5 Aug. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
7 Oct - 17 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
9/10 Wonderful! (1,576 reviews)
Staff friendly and helpful. Especially Paola and Marcelo. Hotel is in nice location, clean and rooms are big.

Reviewed on 22 Jul. 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
Save 100% on your flight
per person
7 Oct - 17 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to New York (JFK)
7.8/10 Good! (2,138 reviews)
La calidez de Alvaro el clerk sum'o un monton. La cama queen , no era queen , era mucho mas pequeña

Reviewed on 5 Aug. 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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is AU$669 per night from 26 Aug to 27 Aug
AU$669
26 Aug - 27 Aug
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"The room was beautiful-clean, spacious and a great view!! I would say that the prices for in-room amenities were a bit steep however."

Reviewed on 3 Aug. 2025

Saybrook Point Resort & Marina
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is AU$142 per night from 25 Aug to 26 Aug
AU$142
25 Aug - 26 Aug
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"We arrived late at night and the staff were so very friendly and accommodating. We had a small issue in our room and the staff responded immediately and so graciously to resolve it. We have stayed here before and have always enjoyed our stay."

Reviewed on 2 Aug. 2025

Pier Blue Inn Old Saybrook - Essex
Best Western Mystic Hotel

Best Western Mystic Hotel

2.5 out of 5
48 Whitehall Ave, Mystic, CT
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 17 Aug to 18 Aug
AU$227
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (308 reviews)
"Clean & comfortable beds"

Reviewed on 6 Aug. 2025

Best Western Mystic Hotel
See all 3,309 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.
All Inclusive Holidays
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Cheap Holidays
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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$3,553. 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.