Middlesex County Vacation Packages 2026 from $371

Search vacation packages deals in Middlesex County's top destinations

Middletown

Vacations

Middlesex County flight + hotel vacation packages

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

Delta Hotels by Marriott Woodbridge

$371

per person

Jun 5 - Jun 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.

Seven Beach Lane

$1,194

per person

Jun 7 - Jun 12

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

This hotel features a restaurant and 2 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

The High Line Hotel

Manhattan

Save 100% on your flight

$1,258

per person

Jun 6 - Jun 11

found 1 hour ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

This hotel features a bar/lounge, a coffee shop, and free WiFi in public areas. A terrace, a garden, and dry cleaning are also on offer.

Beechmont - Perfect for Family Retreat!

North End

$1,456

per person

Jun 4 - Jun 8

found 9 hours ago

Roundtrip flight included

Dallas (DFW) to New Haven (HVN)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.

Omni Berkshire Place

Manhattan

Save 100% on your flight

$1,058

per person

Jul 9 - Jul 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

This smoke-free hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and limo/town car service are also on offer.

Top Middlesex County hotels deals

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Free Cancellation

Reserve now, pay when you stay

$293 nightly

$337 total

Apr 24 - Apr 25

Total with taxes and fees

This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.

On private beach

Pool

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

298 E Haddam Moodus Rd East Haddam CT

$158 nightly

$182 total

May 18 - May 19

Total with taxes and fees

Stay at this cabin in East Haddam. Enjoy free parking, patios, and climate control. Popular attractions Machimoodus State Park and Amasa Day House are located nearby.

Kitchen

Pet friendly

The Capitol Hotel

440 Asylum St Hartford CT

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$97 total

Apr 29 - Apr 30

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Pet friendly

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$123 nightly

$141 total

May 3 - May 4

Total with taxes and fees

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Pet friendly

Free WiFi

Hyatt Place Uncasville - Casino Area

2049 Norwich Montville CT

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$113 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Great Wolf Lodge Mashantucket

201 Rainmaker Dr Mashantucket CT

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$259 total

Apr 26 - Apr 27

Total with taxes and fees

A water park, 3 restaurants, and 4 indoor pools are all featured at this hotel. Bring the family and enjoy the lazy river, bowling alley, and children's pool. Enjoy the seasonal outdoor pool and perks like free WiFi.

Pool

Hot Tub

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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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Frequently asked questions

How much are vacation packages to Middlesex County?

$371 is all you'll need for a memorable vacation in Middlesex County. Bundle your hotel and flights into a vacation package with Travelocity and watch the savings start to grow. With prices as good as these, there's never been a better time to travel.

Where can I get the best vacation package deals for Middlesex County?

There are fantastic Middlesex County package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Remember this the next time you're ready to tick another place off your must-visit list.

Why should I purchase my Middlesex County vacation bundle with Travelocity?

Because we believe in crafting one-of-a-kind vacation experiences. From hotels and flights to car rentals and activities, we put everything at your fingertips. Our support team is on hand 24/7 to make sure you're never alone. We also offer a Price Match Guarantee, so you can lock in your vacation knowing you've landed the best deal around. How? If you find a lower price, we'll match it!

Will I save money on my Middlesex County car rental if I combine it with hotels and flights?

You sure can with our Middlesex County vacation packages. With one of these, there are loads of ways to make your vacation budget go further. Combine any two or more car, flight, hotel and tour bookings and see the savings start to pile up. With your own ride, all the main sights around Middlesex County are just a road trip away.

Which airport is best for Middlesex County?

Bradley Intl. Airport (BDL) is where many visitors choose to touch down. Depending on your Middlesex County itinerary, T.F. Green Airport (PVD) and MacArthur Airport (ISP) are other choices for you to consider.

What is there to do in Middlesex County?

Middlesex County has hidden surprises at every corner, however make sure you visit TPC River Highlands and Clinton Crossing Premium Outlets during your stay. These attractions shouldn't be missed.