Middlesex County Holidays from NZ$3,888

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Top destinations in Middlesex County

FlightsFlightsHotelsHotels

Old Saybrook

Old Saybrook
Essex featuring a house
FlightsFlightsHotelsHotels

Essex

Essex

The Latest Middlesex County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Interfaith 21

Interfaith 21

2 out of 5
Manhattan
per person
2 Oct - 9 Oct
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
8.8/10 Excellent! (19 reviews)
During my stay in NYC I couldn’t have stayed at a better place. Even though guests share the bathroom, it was not a big deal and the staff were very nice and helpful. I will definitely stay there again.

Reviewed on 19 Jul. 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
per person
20 Sept - 27 Sept
found 4 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
7.8/10 Good! (1,511 reviews)
Great staff clean rooms soon. Guacamole was one of the best I had in a long time.

Reviewed on 7 Aug. 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
2 Oct - 9 Oct
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Rooftop was especially nice!

Reviewed on 9 Aug. 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
20 Sept - 27 Sept
found 4 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8/10 Very Good! (2,135 reviews)
A good hotel to stay at which was convenient for a holiday in New York. Walkable distance to main attractions.

Reviewed on 7 Aug. 2025

Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
per person
20 Sept - 27 Sept
found 4 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
8.6/10 Excellent! (1,501 reviews)
Nice hotel. No perks for platinum membership with expedia.

Reviewed on 8 Aug. 2025

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
Fully refundableReserve now, pay when you stay
The price is NZ$712 per night from 26 Aug to 27 Aug
NZ$712
26 Aug - 27 Aug
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Beautiful hotel but filled with non hotel guests.
"The hotel was beautiful, on the marina. Our room was nicely decorated and everything was clean - view was amazing. The pool, sauna, etc. was overflowing with people who had "memberships" and not guests of the hotel. I would have appreciated more space for paying guests. Upon checking out, the front ..."

Reviewed on 4 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
Fully refundableReserve now, pay when you stay
The price is NZ$152 per night from 19 Aug to 20 Aug
NZ$152
19 Aug - 20 Aug
includes taxes & fees
7.6/10 Good! (1,004 reviews)
"Very quiet. Cute little courtyard. Friendly staff."

Reviewed on 6 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 NZ$246 per night from 1 Sept to 2 Sept
NZ$246
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (313 reviews)
"Clean, good value. The pool area looked a little rough"

Reviewed on 6 Aug. 2025

Best Western Mystic Hotel
See all 3,301 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 NZ$3,888. 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.