Essex Holidays

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    Save up to €900 when you book a flight and hotel together*
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    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

Top Flight + Hotel Deals in Essex

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

Iris Hotel Boston

Coolidge Corner
€1,249
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (624 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
€2,370
per person
25 Oct - 1 Nov
found 20 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Arrived late and not many food options. Room service was delayed. But otherwise a beautiful place!

Reviewed on 19 Aug 2026

The Newbury Boston

The Newbury Boston

Back Bay
€2,645
per person
8 Oct - 15 Oct
found 20 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (702 reviews)
Beautiful property, excellent location, unfortunately restaurant/bar too crowded and front desk team unhelpful.

Reviewed on 20 Aug 2026

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

Back Bay
€2,212
per person
25 Oct - 1 Nov
found 22 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.2/10 Wonderful! (2,399 reviews)
YOTEL Boston

YOTEL Boston

Seaport District
€1,904
per person
25 Oct - 1 Nov
found 22 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
8.8/10 Excellent! (2,591 reviews)
The room we were given was too small. The staff came up with a solution for us which was very helpful. We did have to wait but the staff told us how long and they got it ready in that time frame. We were greatful

Reviewed on 20 Aug 2026

Top hotels in Essex

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
€148
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,978 reviews)
"The room was clean and the staff were helpful except for the driver that shows obvious gesture asking for a tip. We did not have cash when we arrive, he waited and look at us like where is my tip, but of course we still gave him tip he dropped us to the airport the next day. Also the room did not ..."

Reviewed on 20 Aug 2026

Doubletree By Hilton Boston Logan Airport Chelsea
Ashworth by the Sea

Ashworth by the Sea

295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
€150
7 Sept - 8 Sept
includes taxes & fees
Ashworth by the Sea
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
€86
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very good! (2,532 reviews)
"Great,friendly, attentive staff."

Reviewed on 20 Aug 2026

DoubleTree by Hilton Boston North Shore
See all 2,192 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.
See properties

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.
See properties

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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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 from €1,249 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.