Essex Vacation Packages 2026 from $589

Essex flight + hotel vacation packages

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

Solano Inn

$589

per person

Dec 22 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Hartford (BDL)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and laundry facilities are also on offer.

Delamar West Hartford

$1,034

per person

Dec 22 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Hartford (BDL)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free valet parking and free WiFi. Free self parking, a 24-hour business center, and a terrace are also offered.

Landing Apartments Vernon

$778

per person

Dec 22 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Hartford (BDL)

This apartment features an outdoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. Guests will appreciate free perks like free self parking and WiFi in public areas.

Inn at Middletown

Washington Street Historic District

$707

per person

Dec 22 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Hartford (BDL)

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the gym and perks like free self parking.

Avon Old Farms Hotel

$788

per person

Dec 22 - Dec 26

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Hartford (BDL)

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.

Top Essex hotels deals

Regency Inn & Suites New London, Mystic

269 North Frontage Road New London CT

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$115 total

Sep 30 - Oct 1

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Free Cancellation

Reserve now, pay when you stay

$78 nightly

$90 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.

Pet friendly

Parking included

Mystic Marriott Hotel and Spa

625 North Rd Groton CT

$204 nightly

$235 total

Oct 4 - Oct 5

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Free Cancellation

$65 nightly

$75 total

Oct 12 - Oct 13

Total with taxes and fees

A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.

Pet friendly

Parking included

Microtel Inn & Suites by Wyndham Uncasville Casino Area

1954 Norwich New London Tpke Montville CT

Free Cancellation

Reserve now, pay when you stay

$81 nightly

$93 total

Oct 28 - Oct 29

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. The front desk is staffed around-the-clock and laundry facilities are on offer.

Breakfast included

Parking included

Comfort Suites Near Casinos Norwich-Uncasville CT

275 Otrobando Ave. Norwich CT

Free Cancellation

$83 nightly

$96 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Guests will appreciate freebies like full breakfast and free self parking.

Don't see what you're looking for?

See all available properties in Essex

View all properties

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.

Stay near popular Essex attractions

A steam locomotive with the number 40 on its front, traveling on a railway track.

Essex Steam Train

8.4/10 (165 reviews)

You can spend time browsing the exhibits at Essex Steam Train during your travels in Essex Village. While you're in the area, stroll along the beautiful beaches.

See properties

Frequently asked questions

How much are vacation packages to Essex?

You might be pleasantly surprised — you could find yourself in Essex for a paltry $589. At Travelocity, we save you money and hassle with our excellent vacation packages. With experiences, hotels and flights all in one place, what's stopping you?

How long should my Essex vacation be?

Generally, people stay 2 nights in Essex. But that mightn't be sufficient time for you. If your aim is to see some of the area's off-the-beaten-path gems, why not add a few more nights to your travel schedule?

Where can I get the best vacation package deals for Essex?

Grabbing a great package deal to Essex is a breeze with Travelocity. With 400 partner airlines and 1,000,000 worldwide properties, you're flush with choice when it comes to selecting your flights and hotels.

Why should I book my Essex vacation bundle with Travelocity?

Nothing tops the feeling of knowing you've just scored the best deal available — that's our Price Match Guarantee. Add to that our enormous range of magical destinations and 24/7 team of customer service professionals and you've got the formula for an unforgettable vacation.

Can I save money on my Essex car rental if I book it with a hotel or flight?

With an Essex vacation package, you can combine your hotel, flight and car bookings and save a tidy sum. If you'd love to explore the best of this awesome destination, why not start with Times Square? This top attraction is 95 mi from Essex. With your own wheels, you'll be there in the blink of an eye.

Which airport is best for Essex?

Bradley Intl. Airport (BDL) (40 mi away from downtown), T.F. Green Airport (PVD) (55 mi away from central Essex) and MacArthur Airport (ISP) (55 mi away from central Essex) are the main options in Essex.

What is there to do in Essex?

There's a certain kind of magic as you stroll the streets of Essex. Essex Library and Mashantucket Pequot Museum & Research Center are just a couple of renowned sights that make this city so special, so put them on your to-do list.

Where should I stay when visiting Essex?

Many travelers opt to stay at the Ideal Historic Home in Essex Village. It's a terrific base for your Essex vacation.