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.
The Mansion at Ocean Edge
CA $2,261
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,000 reviews)
We had a really nice time. We are a family of 5 with tweens. We stayed at the mansion.
Pros:
- the beach and the beach staff were lovely. the beach is just so cool. very clean. kids had fun with other kids, going out on the flats, playing with the hermit crabs, and wading in the water. as a parent i appreciated not fearing they were going to drown or get pulled by the waves (it was very calm).
- the front lawn. kids enjoyed this during the evenings. it was a nice wat to unwind and let the kids run and play games.
- the golf. my kids and husband enjoyed playing 18 and 9 holes. We also went over one evening and just used the range for an hour or so. very friendly staff and a very nice course.
The cons
- It did not have a high end feel to it. we were checked in and that was it. not a big deal, but it was touted as high end. I wouldn't have had that expectation otherwise.
- the room air conditioning - the room itself was spacious and felt clean. the air conditioning was like a monster. it was one that came on and then turned off until the room got hot and then kicked back on. it literally woke us up every night multiple times because it was so loud - like an autobody shop or monster screeching.
- inflated prices. I expect this because we're at a nice resort and a lot goes into that. but the prices were very elevated. $26 pizza on the lawn and a glass of wine and water was $30. if you're used to city/resort pricing this won't surprise you.
Overall - It was a solid 'B' stay
Reviewed on Aug 11, 2026
Ready to book your vacation to Essex?
Essex Hotel Deals
Doubletree By Hilton Boston Logan Airport Chelsea
201 Everett Ave Chelsea MA
Fully refundableReserve now, pay when you stay
CA $210
CA $234 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,951 reviews)
"Budget friendly and convenient."
Reviewed on Aug 11, 2026
Holiday Inn Hotel & Suites Boston - Peabody by IHG
1 Newbury St Peabody MA
Fully refundable
CA $176
CA $196 total
Sep 9 - Sep 10
includes taxes & fees
7.2/10 Good! (1,021 reviews)
"The location was great for our itinerary... between Boston and Salem. However, the room key didn't work. Got it replaced, but one stopped working on the final day. The TV stopped working on the final day. The toilet didn't flush correctly unless you moved the tank lid to let the damper drop. The ..."
Reviewed on Aug 11, 2026
DoubleTree by Hilton Boston North Shore
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
CA $144
CA $161 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very good! (2,511 reviews)
"My boyfriend and I had a one night stay here that we overall enjoyed very much. The pool and hot tub are great. The sauna was out of order. The waterpark is also really nice, we did not use it, but we did walk in and check it out and it looked like it would be a really good time! The room was very ..."
Reviewed on Aug 11, 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.
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.
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.
Frequently asked questions
How much does an Essex vacation package cost?
You can grab a vacation package to this top destination from CA $946 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.
