Essex Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Christa Harlin

  • Plan, book, travel with confidence

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Find the Best Essex Vacation Packages

Essex Hotel Deals

Hampton Inn Boston - Logan Airport
Hampton Inn Boston - Logan Airport
3 out of 5
230 Lee Burbank Hwy, Revere, MA
Fully refundableReserve now, pay when you stay
The price is ₩213,432 per night from Jul 20 to Jul 21
₩213,432
₩238,404 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (5,172 reviews)
"Staff was very nice and kind. Airline had lost my suitcase and i had nothing but the clothes on my back and staff got me a ride to get some things at Target and took me back to the airport, so i could file a claim for my bag. Very nice!"

Reviewed on Jul 10, 2025

Hampton Inn Boston - Logan Airport
Holiday Inn Boston Logan Airport - Chelsea by IHG
Holiday Inn Boston Logan Airport - Chelsea by IHG
3 out of 5
1012 BROADWAY STREET, Chelsea, MA
Fully refundableReserve now, pay when you stay
The price is ₩181,675 per night from Jul 27 to Jul 28
₩181,675
₩202,930 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
"Overall it was fine. I did not like paying 30 dollars for parking. It’s like a hidden fee as you have nowhere else to park when staying at the hotel."

Reviewed on Jul 12, 2025

Holiday Inn Boston Logan Airport - Chelsea by IHG
Lakeside Inn
Lakeside Inn
2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
The price is ₩142,784 per night from Jul 20 to Jul 21
₩142,784
₩159,489 total
Jul 20 - Jul 21
includes taxes & fees
7.2/10 Good! (2,177 reviews)
"Updated hotel with a brand new lobby. Room had a horrible smell! Had to change rooms. Second room much better! Room did not get cleaned and we had to ask for it to be serviced multiple times! Extremely small bar of soap. Ok breakfast. Beautiful setting on the lake!"

Reviewed on Jul 7, 2025

Lakeside Inn
See all 2,022 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.

Frequently asked questions

How much does an Essex vacation package cost?
You'll find cheap prices on Expedia for your Essex escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Essex costs.
What are the cheapest months to go to Essex?
Travel in the low season and you're likely to score cheap Essex vacation packages. Keep in mind that public holidays and major festivals and events can impact prices, so do some research before booking.
How many days is enough for Essex?
Dedicate around 2 days for your Essex vacation to really take in everything that makes this destination special. Stroll around popular areas, including Great Neck and Annisquam. Then tick off major sights like Essex Shipbuilding Museum and Stavros Reservation. With a clever itinerary, you can keep busy with room for some relaxation too. Want to venture beyond Essex? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to Essex?
Essex has everything you need for an unforgettable escape. Get your Essex vacation off to a flying start by exploring popular attractions like Essex River.
How to find the best Essex package deals?
Begin your search for an Essex package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. 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 right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Essex escape underway.
Is it cheaper to book an Essex vacation as a package?
You can enjoy significant savings on your Essex getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Essex?
If you have your Essex travel dates locked in, book early to score some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Essex?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit Essex.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Essex.
  3. Decide how long to go away for: Now that you know more about Essex, you can figure out the perfect length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the ideal Essex vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.