Essex Vacation Packages 2026 from $401

Essex flight + hotel vacation packages

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

Candlewood Suites Windsor Locks Bradley Arpt by IHG

$401

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Hartford (BDL)

This hotel doesn't skimp on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Families will appreciate the bowling alley and barbecue grills. Business travelers can take advantage of the 24-hour business center.

Delamar West Hartford

Save 100% on your flight

$1,031

per person

Oct 9 - Oct 12

found 1 day 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.

Solano Inn

$440

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Fort Myers (RSW) 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.

Avon Old Farms Hotel

$684

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Fort Myers (RSW) 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.

Inn on Storrs

$479

per person

Oct 29 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Fort Myers (RSW) to Hartford (BDL)

This motel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

Top Essex hotels deals

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Free Cancellation

$72 nightly

$83 total

Sep 3 - Sep 4

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

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$117 total

Aug 23 - Aug 24

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

Sound View Greenport

58775 County Rd 48 Greenport NY

$350 nightly

$400 total

Sep 9 - Sep 10

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.

On private beach

Pool

Hyatt Place Uncasville - Casino Area

2049 Norwich Montville CT

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

Sep 2 - Sep 3

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

Microtel Inn & Suites by Wyndham Uncasville Casino Area

1954 Norwich New London Tpke Montville CT

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$94 total

Aug 24 - Aug 25

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

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

$266 nightly

$306 total

Aug 31 - Sep 1

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

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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.

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 $401. 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.