Middlesex County Vacations & Trips from ￥331,032

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The Latest Middlesex County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥486,622, price is now ￥331,032 per person
￥331,032
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Staff extremely professional and friendly. I felt at home!

Reviewed on Jan 9, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was ￥638,895, price is now ￥393,107 per person
￥393,107
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 Jan 3, 2026

The Mark

The Mark

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥727,096, price is now ￥475,871 per person
￥475,871
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.6/10 Exceptional! (691 reviews)
Great service and hotel

Reviewed on Dec 29, 2025

Pendry Natirar

Pendry Natirar

5 out of 5
Save 100% on your flight
Price was ￥922,072, price is now ￥615,617 per person
￥615,617
per person
Mar 5 - Mar 12
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 Jun 13, 2025

The Surrey A Corinthia Hotel

The Surrey A Corinthia Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was ￥699,714, price is now ￥469,807 per person
￥469,807
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.6/10 Exceptional! (32 reviews)
Beautiful rooms. Great service.

Reviewed on Dec 26, 2025

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 ￥24,429 per night from Feb 8 to Feb 9
￥24,429
￥31,232 total
Feb 8 - Feb 9
includes taxes & fees
8.8/10 Excellent! (548 reviews)
Staff was wonderful, lovely hotel

Reviewed on Jan 5, 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 ￥35,930 per night from Jan 12 to Jan 13
￥35,930
￥44,027 total
Jan 12 - Jan 13
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
Great place!

Reviewed on Dec 31, 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 Dec 31, 2025

Get rates
Pier Blue Inn Old Saybrook - Essex
See all 3,408 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 ￥331,032. 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.