Essex Holidays

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Essex Holiday

Our pick of the best Essex Hotel Deals

Lakeside Inn

Lakeside Inn

595 North Ave Wakefield MA
Fully refundable
NZ$182
27 Sept - 28 Sept
includes taxes & fees
8.2/10 Very good! (869 reviews)
"Nice survey"

Reviewed on 18 Sept 2026

Lakeside Inn
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

230 Lee Burbank Hwy Revere MA
Fully refundableReserve now, pay when you stay
NZ$398
20 Sept - 21 Sept
includes taxes & fees
Hampton Inn Boston - Logan Airport
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

201 Everett Ave Chelsea MA
Fully refundableReserve now, pay when you stay
NZ$427
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (2,078 reviews)
"Our room was very comfortable and the front desk staff was very helpful. The airport shuttle worked very well for our needs. Didn't use it, but the breakfast buffet seemed pretty pricey for what was being offered. Overall, would certainly recommend."

Reviewed on 17 Sept 2026

Doubletree By Hilton Boston Logan Airport Chelsea
See all 2,187 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

Essex River

9.6/10 (35 reviews)
Wind through Essex's pristine salt marshes on this scenic river known for its rich maritime heritage. Narrated cruises offer insights into local ecology while kayakers enjoy peaceful exploration of this coastal gem.
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Cogswell's Grant

7.0/10 (4 reviews)
This 18th-century farmhouse showcases the Littles' remarkable American folk art collection amid a 165-acre coastal setting. Tour the preserved interiors, then wander rolling hayfields with Essex River views.
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Essex Shipbuilding Museum

8.4/10 (10 reviews)
This historic museum celebrates Essex's legacy as America's premier wooden schooner builder. Explore authentic shipbuilding tools and models while knowledgeable former shipwrights share tales of maritime craftsmanship.
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Stavros Reservation

7.0/10 (2 reviews)
Climb the short trail at Stavros Reservation to discover panoramic views of Crane Beach and Essex River estuary. The summit's remnants of an 1880s tower add historical intrigue to this peaceful birdwatching haven.
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Frequently asked questions

How much does an Essex holiday 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 holiday 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 holiday 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 holiday 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 holiday package to Essex?
Essex has everything you need for an unforgettable escape. Get your Essex holiday 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 holiday as a package?
You can enjoy significant savings on your Essex getaway by booking a customised holiday 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 holiday 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, favourite 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 accommodation and airfare: Once you've nailed down your travel dates and duration, lock in the ideal Essex holiday package for you.

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