Essex Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Christa Harlin
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Essex Vacation

The coastal scenery and spectacular views are just the beginning of the things Essex has to offer. Experience the sights and sounds of this interesting city your way with a personalized Essex vacation package. Eager to get out and explore? Wingaersheek Beach, Castle Hill on the Crane Estate and Hammond Castle are a few of the most popular places to visit during your trip to Essex. Don't delay exploring this destination any longer. Your perfect Essex vacation is only a few clicks away with Expedia.

Top Essex Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
per person
Aug. 16 - Aug. 19
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
7/10 Good! (85 reviews)
Buy the parking in advance if you need it. They offer earlier check-in for a price too. Extremely beautiful area. Lost my key, luckily someone works there until 12am and Avis from customer service and Brandon at the front were amazing and helped us get back in our room after a concert. Worth the stay, just follow-up with what you need.

Reviewed on May 18, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 16 - Aug. 19
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (270 reviews)
Awesome, awesome, awesome. I could not find another word to describe my stay! Awesome.

Reviewed on May 22, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 16 - Aug. 19
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (31 reviews)
My stay was lovely. In ordering a cheese plate to await my arrival, a friend alerted the staff that it was my birthday. When I entered my very handsome room, a gorgeous little chocolate bday cake, under domed glass, sat waiting for me. Otherwise, the staff was incredibly attentive, the speakeasy was fun for a delicious cocktail, and the overall atmosphere was one of restrained indulgence. The place doesn’t feel ostentatious. Its elegance was much more understated. I loved it

Reviewed on Apr. 28, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 16 - Aug. 19
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Jose, the doorman, was great and made you feel very welcome. He greeted us by name every time he saw us.

Reviewed on May 20, 2024

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jul. 24 - Jul. 28
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (2,219 reviews)
The room clean staff is amazing.

Reviewed on May 21, 2024

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 CA $264 per night from May 27 to May 28
CA $264
CA $295 total
includes taxes & fees
May 27 - May 28
8/10 Very Good! (4,592 reviews)
"The shuttle to Logan Airport was extremely beneficial."

Reviewed on May 22, 2024

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 CA $233 per night from Jun. 3 to Jun. 4
CA $233
CA $280 total
includes taxes & fees
Jun 3 - Jun 4
7.2/10 Good! (1,079 reviews)
Fun by the beach.
"Visited Hampton Beach while traveling to Maine. We found this to be an adorable hotel right by the beach. We had some issues late at night, but the night desk clerk was able to assist us right away with a new room right next door. The parking situation with pre registration was confusing but the ..."

Reviewed on May 20, 2024

Ashworth by the Sea
Lakeside Inn
Lakeside Inn
2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from May 26 to May 27
CA $122
CA $136 total
includes taxes & fees
May 26 - May 27
7/10 Good! (1,596 reviews)
Better than expected
"Clean, new mattress, quiet room. Great location for family visit."

Reviewed on May 20, 2024

Lakeside Inn
See all 1,770 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Essex vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Essex from just CA $977. And the more you bundle, the more you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Essex?
Secure flights that fit in with your schedule, add a hotel to your booking and watch the savings pile up with an Essex vacation package. It’s as easy as that! From hotels and flights to rental cars and activities, Expedia is where your cheap getaway begins. And with over 550 airlines and 1,000,000 hotel options around the globe to select from, you won’t be short of choice.
Where should I stay in Essex?
With fascinating attractions such as Essex River and Wolf Hollow in this area, try to find a hotel situated near either one. Essex Shipbuilding Museum is another Essex sight that lures the crowds.
What are the top hotels in Essex?
Cedar Hill Farm Bed And Breakfast and Shea’s Riverside Inn & Motel are two of the most well-known properties in Essex. Why not have a look at the facilities and amenities at each and then decide?
How far in advance should I book my Essex vacation?
While not all airlines release tickets early, you can usually look up international fares on Expedia up to a year in advance. This is the time you can nab some fantastic deals. If you’re booking at the last minute, you might get lucky. Sometimes the lowest prices appear a few weeks before departure.
What does an Expedia Essex travel package include?
Flights, hotels and rental cars, or any combination of the three — it’s totally up to you. Whether you’re visiting Essex on a family road trip or traveling with your friends, there’s a package to match every budget and style. Once you’ve made your booking, why not add on a few tours or activities?
What should I know before booking an Essex travel package?
A travel package can be cheaper than separately booking all you need for your getaway. For example, combine your flights, hotels and rental cars and save a packet. No matter your vacation goals, there’s sure to be a package within your budget.
Can I choose my airline with an Essex Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You’re the boss! We have more than 550 airline partners all over the world, so you have loads of choice when planning your Essex adventure.
If I'm not able to travel, can I cancel my Essex vacation package?
Your situation can change in the blink of an eye, so yes. You may be able to cancel and rebook your Essex vacation package for free if you’ve booked in the last 24 hours. For older bookings, you can still cancel or make changes, but your airline, hotel or car rental company may charge additional fees. Want more information? Check out our Customer Service Portal. We’ll help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Essex

Image for Essex River

Essex River

Commune with nature and explore the great outdoors at Essex River during your travels in Essex. Wander the beautiful beaches and seaside in the area.

Essex River
Image for Cogswell's Grant

Cogswell's Grant

You can study the exhibits at Cogswell's Grant, a museum with a storied past, during your trip to Essex. Wander the beautiful beaches and seaside in this family-friendly area.

Cogswell's Grant
Image for Essex Shipbuilding Museum

Essex Shipbuilding Museum

5/5(1 review)

You can study the exhibits at Essex Shipbuilding Museum, a museum with a storied past, during your trip to Essex. Wander the beautiful beaches and seaside in this family-friendly area.

Essex Shipbuilding Museum

Other vacations you might like

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