Middlesex County Vacations & Trips from ₩742,690

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Middlesex County

School built 1801
FlightsFlightsHotelsHotels

Clinton

Clinton

The Latest Middlesex County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Michelangelo Hotel

The Michelangelo Hotel

4 out of 5
Manhattan
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to New York (JFK)
9.2/10 Wonderful! (1,357 reviews)
Everything was perfect!

Reviewed on Jul 13, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to New York (JFK)
9/10 Wonderful! (2,098 reviews)
We were immediately impressed upon first entering this hotel by the decor, the beautiful fragrance in the air and the very attentive and friendly front desk staff. Our room and balcony were well appointed and comfortable and we thoroughly enjoyed our two night stay here!

Reviewed on Jul 14, 2025

Arlo SoHo

Arlo SoHo

4 out of 5
Manhattan
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to New York (JFK)
8.8/10 Excellent! (1,785 reviews)
I loved the location - walk to Subway and the convenience of restaurant / dining options on site We enjoyed breakfast at restaurant and had drinks at roof top Room was clean Complimentary water cans - perfect on a hot day The staff went beyond - with a basket upon arrival and room decorated - we were celebrating our anniversary - complimentary breakfast We were able to walk to TriBeCa- where we had dinner - really loved the location

Reviewed on Jul 10, 2025

The Gotham Hotel

The Gotham Hotel

4.5 out of 5
Manhattan
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Family-run feel but very polished and professional. Nice sizeled rooms that were well appointed. Excellent location and very very good restaurant on property. Super convenient to everything midtown.

Reviewed on Jul 11, 2025

Little manhattan

Little manhattan

3 out of 5
Manhattan
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Oklahoma City (OKC) to New York (JFK)
10/10 Exceptional! (1 review)
It’s a beautiful place and so comfortable. I would love to stay there everytime I visit NY. Very close by to the city and time square.

Reviewed on Jul 13, 2025

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 ₩487,954 per night from Jul 21 to Jul 22
₩487,954
₩588,908 total
Jul 21 - Jul 22
includes taxes & fees
9.4/10 Exceptional! (1,010 reviews)
"Really special place"

Reviewed on Jul 15, 2025

Saybrook Point Resort & Marina
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 ₩153,380 per night from Aug 3 to Aug 4
₩153,380
₩176,387 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (1,013 reviews)
Swimming pool is the best
"The pool was the best part of the hotel. Warm and deep enough, long enough to actually swim some 1/2 laps"

Reviewed on Jul 14, 2025

Quality Inn Old Saybrook - Westbrook
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 ₩111,182 per night from Jul 20 to Jul 21
₩111,182
₩127,859 total
Jul 20 - Jul 21
includes taxes & fees
7.6/10 Good! (993 reviews)
"The roadside in exceeded my expectations in all areas"

Reviewed on Jul 9, 2025

Pier Blue Inn Old Saybrook - Essex
See all 3,347 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 vacation package cost?
Create unforgettable memories with our Middlesex County vacation packages, which start from a low ₩742,690. 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 vacation package. It's as simple as that! From hotels and flights to rental cars and tours, Expedia makes traveling 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 favorites. 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 vacation?
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 travelers 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 vacation. 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 vacation package lets you organize 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 vacation 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 vacation package?
If your vacation 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.