Middlesex County Vacations & Trips from $354
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Your Middlesex County Vacation
Leave all the planning to us with a Middlesex County vacation package. With everything organized 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 vacation. From accommodations and flights, to car rentals and activities, we're here to help you curate a travel experience like no other.
Top destinations in Middlesex County
Old Saybrook
The Latest Middlesex County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Newark Airport
Save 100% on your flight
Price was $581, price is now $354 per person
$354
per person
May 9 - May 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (3,805 reviews)
All was smoot as expected.
Reviewed on Mar 27, 2026
Hotel St. James
Manhattan
Save 100% on your flight
Price was $824, price is now $444 per person
$444
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (7,026 reviews)
Water was warm but not hot. Can't control the room temperature. Good location and friendly staff.
Reviewed on Mar 27, 2026
Nova Hotel Brooklyn
Save 100% on your flight
Price was $2,259, price is now $1,408 per person
$1,408
per person
Jun 3 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,117 reviews)
Clean room, good checking in process, bathroom is nice, and the balcony room was a great choice enjoyed it very much
Reviewed on Mar 28, 2026
1 Hotel Brooklyn Bridge
Price was $3,303, price is now $2,073 per person
$2,073
per person
May 28 - Jun 1
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.
Reviewed on Mar 10, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was $1,321, price is now $841 per person
$841
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,931 reviews)
Room was nice. Breakfast was great! Great location
Reviewed on Mar 27, 2026
Find the Best Middlesex County Vacation Packages
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 |
Middlesex County Hotel Deals
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $300 total per night from Apr 6 to Apr 7
$300 total
Apr 6 - Apr 7
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever.
Reviewed on Mar 24, 2026
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
298 E Haddam Moodus Rd East Haddam CT
$139 nightly
The price is $160 total per night from Mar 30 to Mar 31
$160 total
Mar 30 - Mar 31
Total with taxes and fees
9.6/10 Exceptional! (130 reviews)
Our favorite place to visit ♥️
Reviewed on Mar 25, 2026
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Apr 5 to Apr 6
$122 total
Apr 5 - Apr 6
Total with taxes and fees
9/10 Wonderful! (2,050 reviews)
There was no breakfast at all. There was no microwave in the room. I would stay again because the location is good and the hotel was clean. Had to pay $25/day for parking but I guess in the city is necessary.
Reviewed on Mar 27, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
