Essex County Vacations & Trips 2026 from CA $617

Your Essex County Vacation

Answer the call of adventure with a tailor-made vacation package to Essex County. Wherever it is you're going and whatever your plans are, get ready to discover a destination that'll make you feel alive. Kick off your trip to Essex County with a visit to Andover, one of the best cities here. Expedia is your one-stop shop when it comes to planning your Essex County vacation. From hotels and flights, to car rentals and more, we know how to create a travel experience like no other.

Top vacation destinations in Essex County

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.

Top Essex County Vacation Deals

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

The Wylie Inn and Conference Center at Endicott College

CA $617

per person

Aug 25 - Aug 28

found 13 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

9.2/10 Wonderful! (1,170 reviews)

Great place to stay, very clean, and the staff was very friendly.

Reviewed on Jul 13, 2026

Boston Harbor Hotel

North End

CA $1,829

per person

Aug 29 - Sep 2

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Love coming back to a refreshed clean room after a long hot day of sightseeing.

Reviewed on Jul 15, 2026

Boston Lodge and Suites

Dorchester

CA $1,385

per person

Sep 10 - Sep 14

found 21 hours ago

Roundtrip flight included

Toronto (YYZ) 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

By the Sea Guests Bed & Breakfast & Suites

CA $939

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (195 reviews)

The staff here was so kind and thoughtful. The breakfast was amazing all 3 days and the beach was very quiet and great waterfront. The section we stayed has not been updated like some of the other units but was fine and comfortable. The general location was good and easily walkable to food and drink places. Overall, we enjoyed it and would stay here again for sure.

Reviewed on Jul 12, 2026

The Langham, Boston

Downtown Boston

CA $1,671

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.8/10 Exceptional! (1,005 reviews)

Everything was great. Definitely will recommend

Reviewed on Jul 12, 2026

Essex County Hotel Deals

Best Western Plus North Shore Hotel

50 Dayton St Danvers MA

Fully refundableReserve now, pay when you stay

CA $186

CA $207 total

Aug 9 - Aug 10

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

"Nice and clean."

Reviewed on Jul 13, 2026

DoubleTree by Hilton Boston North Shore

50 Ferncroft Rd Danvers MA

Fully refundableReserve now, pay when you stay

CA $154

CA $173 total

Aug 9 - Aug 10

includes taxes & fees

8.2/10 Very good! (2,432 reviews)

"Every cost is separate, parking, breakfast, attached water park, etc"

Reviewed on Jul 14, 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG

1 Newbury St Peabody MA

Fully refundable

CA $160

CA $179 total

Aug 3 - Aug 4

includes taxes & fees

7.2/10 Good! (1,000 reviews)

"The room was clean and there were no signs of obviously needed repairs. The a/c worked well & the bed was comfortable enough. The pool, while indoor, is small. The "fitness center" was laughable for a serious gym rat, but that's par for a chain hotel & neither of those things is a deal breaker. I'd ..."

Reviewed on Jul 14, 2026

See all 1,317 properties in Essex County

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 County vacation package cost?

Starting from only CA $617, a package is your portal to affordable travel. Create your own Essex County escape by selecting from our huge range of flights, hotels and rental cars.

How do I get a cheap travel package to Essex County?

Search for flights that fit your busy schedule, add a hotel to your booking and watch the savings grow with an Essex County vacation package. It's that simple! From flights and hotels to rental cars and activities, Expedia makes traveling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 properties around the globe to select from, you won't be short of choice.

What are the top hotels in Essex County?

Check out DoubleTree by Hilton Boston North Shore and La Quinta Inn & Suites by Wyndham Boston-Andover. They're top picks for lots of travelers to Andover. If Saugus is on your travel itinerary, Comfort Inn & Suites Logan International Airport and La Quinta Inn & Suites by Wyndham Boston-Andover are both popular options.

How far in advance should I book my Essex County vacation?

Reward yourself with the widest variety at the lowest prices by booking your Essex County adventure nice and early. Air carriers tend to advertise tickets anywhere up to a year before departure, so start locking things in as soon as possible. That said, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream vacation!

What does an Expedia Essex County travel package include?

That depends on what sort of trip you want to have. Essex County vacation deals can include flights, hotels and car rentals. You can mix and match to find the travel package that suits your budget and style. You can also add on experiences and activities after you've booked to get even bigger discounts.

What should I know before booking an Essex County travel package?

So many places to travel to, so many things to experience. With a package, you can cross more of them off your list. Combine your hotels, flights and rental cars and get ready to save.

Can I choose my airline with an Essex County Expedia vacation package?

Most definitely. Expedia has more than 550 partner airlines to select from around the globe. With so much choice, finding the ideal carrier to fly you to Essex County won't be hard.

If I'm not able to travel, can I cancel my Essex County vacation package?

Your situation can change suddenly, so yes. You may be able to cancel or alter your Essex County vacation package at no cost within 24 hours of booking. For bookings older than that, you can still cancel or make changes, but your car rental company, hotel or airline may charge additional fees. Looking for more information? Take a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.