Essex Vacation Packages
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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.
Boston Lodge and Suites
Dorchester
CA $933
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Bay Village
CA $1,966
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Ready to book your vacation to Essex?
Essex Hotel Deals
Lakeside Inn
595 North Ave Wakefield MA
Fully refundableReserve now, pay when you stay
CA $192
CA $215 total
Oct 25 - Oct 26
includes taxes & fees
8.2/10 Very good! (920 reviews)
"It’s a vintage stay—but clean and a damn comfortable bed. We checked in around 9pm and the live music was banging in the club—sounded really fun—and I know, because our bed was literally above the drumset. 🤓 Desk said the band ended at 11, but 11 came and went as Mony Mony serenaded us to ..."
Reviewed on Sep 28, 2026
Hampton Inn Boston - Logan Airport
230 Lee Burbank Hwy Revere MA
Fully refundableReserve now, pay when you stay
CA $271
CA $302 total
Oct 26 - Oct 27
includes taxes & fees
8.2/10 Very good! (5,572 reviews)
"It was good"
Reviewed on Sep 28, 2026
Motel 6 Danvers, MA - Boston North
65 Newbury Street/US Route 1 North Danvers MA
Fully refundableReserve now, pay when you stay
CA $184
CA $205 total
Sep 29 - Sep 30
includes taxes & fees
5.8/10 (1,009 reviews)
"The room smelled like cleaning products in it once we arrived. It seems like they are slowly renovating possibly. If you have any sort of sensitivity to smell, take allergy medicine with you. The hallways smelled like spray with weed and cigarettes. There was barely any furniture in the room or art ..."
Reviewed on Sep 27, 2026
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)
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.
Cogswell's Grant
7.0/10 (4 reviews)
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.
Stavros Reservation
7.0/10 (2 reviews)
Explore the great outdoors at Stavros Reservation, a lovely green space in Essex. Wander the beautiful beaches and seaside in this family-friendly area.
Essex Shipbuilding Museum
8.4/10 (10 reviews)
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.
Frequently asked questions
How much does an Essex vacation package cost?
You can grab a vacation package to this top destination from CA $777 on Expedia. But how much your vacation to Essex costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Essex?
The off-season is the best time to head to Essex if you're hoping to keep costs down. Another tip for finding cheap Essex vacation packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Essex?
Allow around 2 days for your Essex vacation if you want to immerse yourself in all that makes this place special. Wander around key neighbourhoods, including Great Neck and Annisquam. Then make a beeline for major sights such as Essex River and Graves Beach. With a well-organized itinerary, you'll be kept busy with room for some rest and relaxation too. Want to travel outside of Essex? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Essex?
Essex offers everything you need for an amazing escape. Begin your Essex vacation on a high note by checking out major attractions like Essex River.
How to find the best Essex package deals?
Finding a cheap Essex package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Essex package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Essex vacation as a package?
You can enjoy significant savings on your Essex break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Essex?
Enjoy incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Essex escape.
How to plan a trip to Essex?
- Choose your dates: What you want to do in Essex and your favourite season can help you decide when to travel.
- Set your budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to Essex. Then, choose a hotel that works with your budget, whether that's a wallet-friendly option or a more luxurious getaway.
- Decide how long to go for: Now that you're more familiar with Essex, you can figure out the perfect length of your vacation. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Essex vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
