Essex Holidays

Photo by Jason Karas

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    Save up to €185 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Essex

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

Lakeside Inn

2 out of 5
per person
25 Oct - 1 Nov
found 23 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
7.4/10 Good! (2,171 reviews)
The grounds and the pool are amazing. The hotel and rooms are old and dated. Not bad for the price point if you just need a place to land at the end of the day.

Reviewed on 11 Aug 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
25 Oct - 1 Nov
found 23 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
25 Oct - 1 Nov
found 23 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,679 reviews)
Urban hotel with a European vibe. Rom was clean but bathroom had hair in the shower and stuck to the walls. Stayed in a room with a King bed which took up most of the room. No dresser to put clothes in. Bathroom was small and doors for bathroom and closet are so close you can’t open one without closing the other. Common room TV did not work but coffee machine was great! Staff was helpful and nice.

Reviewed on 12 Aug 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
per person
25 Oct - 1 Nov
found 23 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on 31 Jul 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
25 Oct - 1 Nov
found 23 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Great small boutique hotel. European feel and service. Lovely small garden in back. Good food.

Reviewed on 11 Aug 2025

Top hotels in Essex

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 refundable
The price is €200 per night from 24 Aug to 25 Aug
€200
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"Limited restaurant choices within walking distance. Kinda run-down area."

Reviewed on 11 Aug 2025

Holiday Inn Boston Logan Airport - Chelsea by IHG
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 €149 per night from 18 Aug to 19 Aug
€149
18 Aug - 19 Aug
includes taxes & fees
8/10 Very Good! (5,206 reviews)
"It was a nice and easy stay before going to the airport. The shuttle was quick and easy and the room was very nice."

Reviewed on 11 Aug 2025

Hampton Inn Boston - Logan Airport
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd, Hampton, NH
The price is €185 per night from 1 Sept to 2 Sept
€185
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (1,231 reviews)
"I think the property was overpriced for the room. Floors aren’t level, hallways are narrow. You are going to be charged a room fee and a parking fee per night on top of room charges. Staff at front desk are very nice. They do have soda and frozen food at the front which is nice. Rooftop bar was nice ..."

Reviewed on 9 Aug 2025

Ashworth by the Sea
See all 2,035 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 holiday package cost?
You'll find cheap prices from €724 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.