Essex Vacations

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    Save up to AEDĀ 5,000 when you book a flight and hotel together*

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    Plan, book, and manage your trip all in one place

Find the Best Essex Vacation Packages

Essex Hotel Deals

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
The price is AEDĀ 364 per night from Nov 30 to Dec 1
AEDĀ 364
AEDĀ 418 total
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (2,817 reviews)
"Overall excellent"

Reviewed on 12 November 2026

Hyatt Place Uncasville - Casino Area
Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard Montville CT
9.2/10 Wonderful! (1,838 reviews)
"Clean, comfortable bed and accommodations! Sizable bathroom."

Reviewed on 11 November 2026

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Mohegan Sun
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
The price is AEDĀ 300 per night from Nov 17 to Nov 18
AEDĀ 300
AEDĀ 345 total
17 Nov - 18 Nov
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
See all 1,441 properties in Essex
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.
Photo by Bill Dillard
Open Photo by Bill Dillard

Essex Steam Train

8.4/10 (165 reviews)
Travel back in time aboard the Essex Steam Train's 1920s Pullman coaches through the Connecticut River Valley. This journey combines vintage rail travel with a scenic riverboat cruise.
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Frequently asked questions

How much does an Essex vacation package cost?
You'll find cheap prices on Expedia for your Essex escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Essex costs.
What are the cheapest months to go to Essex?
Plan your trip for the low or shoulder season and you're likely to score cheap Essex vacation packages. Bear in mind that school vacation periods and major local events can have an impact on prices, so do some research before you go.
How to find the best Essex package deals?
Begin your search for an Essex package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Essex package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Essex adventure underway.
Is it cheaper to book an Essex vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights separately. Better still, you can tailor your Essex trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Essex?
If you have your Essex travel dates locked in, book as early as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Essex?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Essex.
  2. Set your budget: Consider costs such as flights, meals and transportation when calculating how much to put aside for your trip to Essex. Then, select a hotel that suits your budget, whether that's an affordable stay or a high-end getaway.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to get to in Essex. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Essex vacation package.