Essex County Vacations & Trips from $418

Book a Hotel + Flight or Car together to unlock savings

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 destinations in Essex County

Good Harbor Beach featuring a sunset, a sandy beach and general coastal views
FlightsFlightsHotelsHotels

Gloucester

Gloucester

The Latest Essex County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $911, price is now $418 per person
$418
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,240, price is now $738 per person
$738
per person
Nov 14 - Nov 16
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,028 reviews)
Great location. Reliable accommodation.

Reviewed on Sep 4, 2025

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Save 100% on your flight
Price was $688, price is now $462 per person
$462
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,153 reviews)
David at the front desk was superb! We had a lovely one night stay

Reviewed on Sep 6, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,870, price is now $1,954 per person
$1,954
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on Sep 2, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,122, price is now $773 per person
$773
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,011 reviews)
First rate hotel. Definitely a Luxury hotel stay!

Reviewed on Sep 1, 2025

Essex County Hotel Deals

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
275 Independence Way, Danvers, MA
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $181 total per night from Sep 15 to Sep 16
$181 total
Sep 15 - Sep 16
Total with taxes and fees
Sonesta Select Boston Danvers
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd, Danvers, MA
$144 nightly
The price is $160 total per night from Sep 14 to Sep 15
$160 total
Sep 14 - Sep 15
Total with taxes and fees
DoubleTree by Hilton Boston North Shore
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
999 Broadway, Saugus, MA
Fully refundable
$139 nightly
The price is $155 total per night from Sep 11 to Sep 12
$155 total
Sep 11 - Sep 12
Total with taxes and fees
Holiday Inn Express Boston - Saugus by IHG
See all 1,232 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Essex County vacation package cost?
Our Essex County packages, which begin from just $418, are an ideal way to save big bucks. All you have to do is choose your favorite flights, hotels and rental cars to create your perfect itinerary.
How do I get a cheap travel package to Essex County?
Bundle your hotels and flights with Expedia to save on your next trip. With over 550 airlines and 1,000,000 hotels globally, your Essex County vacation package can be customized exactly to suit your travel style. With all that extra cash, why not include some awesome activities and tours? It's an easy way to unlock even more bargains. Your dream getaway to Essex County is much closer than you thought!
How far in advance should I book my Essex County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. Many air carriers display prices up to 12 months in advance. This is often the cheapest time to book. If circumstances have left you booking late, discount flights to Essex County will sometimes occur just a few weeks before departure.
What does an Expedia Essex County travel package include?
Expedia has everything you need to arrange your Essex County getaway, but how your package is structured is up to you. Select from any combination of rental cars, hotels and flights. Chasing some activities to keep you on the move? Once you've made your booking, you can add them on too. Whatever your style, there's a deal to meet your needs.
What should I know before booking an Essex County travel package?
When you book your hotels, flights and car rentals together, you'll enjoy incredible discounts. Whether you're organizing an outdoor getaway in a chalet or prefer to stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with an Essex County Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to decide. We have access to more than 550 airline partners all over the world, so you have options galore when arranging your Essex County trip.
Does Expedia offer Book Now, Pay Later Essex County vacation packages?
With a vacation package, you can customize both your trip and a payment plan. Expedia can help reduce financial strain relating to your travel with a Book Now, Pay Later booking, thanks to our partnership with online lender Affirm. That way, all you have to worry about is getting ready to take to the skies.
If I'm not able to travel, can I cancel my Essex County vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your Essex County vacation package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.
Explore a world of travel with Expedia

Explore a world of travel with Expedia

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