Middlesex County Holidays

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Middlesex County Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Save 100% on your flight
Price was S$4,511, price is now S$2,617 per person
S$2,617
per person
5 Dec - 15 Dec
found 6 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,557 reviews)
Excellent hotel. Great location in UWS. Walkability to restaurants, bars, subway outstanding. Staff took care of all requests (such as fresh bed sheets, holding luggage on getaway day). Rooms are tad small. Heard some neighbors late night once). Otherwise, great stay and I’ll be back.

Reviewed on 4 Oct, 2025

The Dominick

The Dominick

5 out of 5
Manhattan
Price was S$8,491, price is now S$4,437 per person
S$4,437
per person
5 Dec - 15 Dec
found 6 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,012 reviews)
The hotel staff was INCREDIBLE. They helped us out a bunch of times with food delivery, after hours turn down service and directions. 10/10 would recommend and I will be going back for sure.

Reviewed on 4 Oct, 2025

Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Manhattan
Price was S$12,136, price is now S$6,436 per person
S$6,436
per person
6 Dec - 15 Dec
found 6 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (447 reviews)
Beautiful hotel with great views of the city. Wonderful staff. Zou Zous restaurant in the hotel is really good. We stayed in the deluxe king and there was ample drawer space to unpack. There are 2 Starbucks steps from the hotel and many outdoor seating areas around the hotel. The 7 train is 1 short block away, and Hudson Yards is across the street. We loved it!

Reviewed on 1 Sept, 2025

ModernHaus SoHo

ModernHaus SoHo

4.5 out of 5
Manhattan
Save 100% on your flight
Price was S$5,054, price is now S$2,805 per person
S$2,805
per person
5 Dec - 15 Dec
found 6 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,004 reviews)
Spacious rooms, friendly staff, clean, lots of shopping and dinning options.

Reviewed on 15 Sept, 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
Price was S$5,461, price is now S$3,060 per person
S$3,060
per person
5 Dec - 15 Dec
found 6 hours ago
Return flight included
Toronto (YTO) to New York (JFK)
7.8/10 Good! (1,576 reviews)
Really fun, and communicative staff!

Reviewed on 29 Sept, 2025

Top hotels in Middlesex County

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 2 Nov to 3 Nov
S$139
2 Nov - 3 Nov
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"We were there 1 night, so i didnt notice shops. But there was a good restaurant across the road."

Reviewed on 3 Oct, 2025

Quality Inn Old Saybrook - Westbrook
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 S$418 per night from 5 Nov to 6 Nov
S$418
5 Nov - 6 Nov
includes taxes & fees
9.4/10 Exceptional! (1,014 reviews)
"My husband used the spa and said it was excellent. The housekeeping staff was generally good - -forgot some tasks a couple of times. Front of the house staff excellent. Special shoutout to Jack!! Very surprised that there was no inroom safe. Bathroom needs a remodel -needs taller counters…as well ..."

Reviewed on 26 Sept, 2025

Saybrook Point Resort & Marina
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
The price is S$137 per night from 6 Oct to 7 Oct
S$137
6 Oct - 7 Oct
includes taxes & fees
7.4/10 Good! (1,092 reviews)
"Great"

Reviewed on 29 Sept, 2025

The Capitol Hotel
See all 3,317 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 S$2,617. 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.