Essex Vacations from $583

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Your Essex Vacation

The lively city of Essex is calling your name. Delve into everything from its highlights to its hidden gems with a Essex vacation package that's customized to you. If sightseeing is on the cards during your trip to Essex, stop by well-known attractions like Thompsons Point, Kingsland Bay State Park and Charlotte Village Winery. Whoever you're escaping with and whatever your budget, your dream Essex vacation is just clicks away with Expedia.

The Latest Essex vacation packages

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

Anchorage Inn

3 out of 5
Price was $737, price is now $583 per person
$583
per person
Jun 13 - Jun 20
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
6.6/10 (1,440 reviews)
Parking simple, location very convenient, AC worked, coffee good quality in the morning.

Reviewed on Apr 11, 2026

DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

4 out of 5
Save 100% on your flight
Price was $1,592, price is now $1,221 per person
$1,221
per person
Jun 13 - Jun 20
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
9/10 Wonderful! (2,006 reviews)
Good location, staff friendly, great room

Reviewed on Apr 12, 2026

Basin Harbor

Basin Harbor

3.5 out of 5
Save 100% on your flight
Price was $2,348, price is now $1,855 per person
$1,855
per person
Jun 13 - Jun 20
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
8.4/10 Very Good! (197 reviews)
Historical location. Plenty of things to do at location. Enjoyed our stay.

Reviewed on Oct 22, 2025

Holiday Inn Express South Burlington Downtown by IHG

Holiday Inn Express South Burlington Downtown by IHG

3.5 out of 5
Price was $1,086, price is now $866 per person
$866
per person
Jun 13 - Jun 20
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
8.8/10 Excellent! (1,058 reviews)
Housekeeping never occurred. Our sheets were never changed, towels were the same, and trash was never taken. I don’t think housekeeping ever stepped foot in the room.

Reviewed on Apr 11, 2026

Blind Tiger Burlington

Blind Tiger Burlington

3.5 out of 5
South End
Save 100% on your flight
Price was $1,826, price is now $1,461 per person
$1,461
per person
Jun 13 - Jun 20
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Burlington (BTV)
9.6/10 Exceptional! (236 reviews)
The inn provides an unparalleled experience. It's gorgeous, the staff are lovely, the food is exceptional, and it's shockingly well priced. Will absolutely stay here if we return to Burlington. I might even go to Burlington so I can stay at the Blind Tiger.

Reviewed on Apr 7, 2026

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Discover the most popular places to visit in Essex

Greystone

You can learn about the history of Essex when you stop by Greystone. Stroll along the area's lakeside or simply enjoy its breweries.

Greystone

Essex Hotel Deals

Green Mountain Suites Hotel

Green Mountain Suites Hotel

3 out of 5
401 Dorset St South Burlington VT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $149 total per night from Apr 26 to Apr 27
$149 total
Apr 26 - Apr 27
Total with taxes and fees
9.4/10 Exceptional! (1,861 reviews)
We stayed at Green Mountain Suites in Burlington last night, and it was truly a wonderful experience. From the moment we arrived, the atmosphere felt warm, peaceful, and welcoming. The suites are spacious, clean, and very comfortable—perfect for resting after an emotional and meaningful trip. The ...

Reviewed on Apr 11, 2026

Green Mountain Suites Hotel
DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

4 out of 5
870 Williston Rd South Burlington VT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $144 total per night from Apr 27 to Apr 28
$144 total
Apr 27 - Apr 28
Total with taxes and fees
9/10 Wonderful! (2,000 reviews)
Good location, staff friendly, great room

Reviewed on Apr 12, 2026

DoubleTree by Hilton Burlington Vermont
Hampton Inn Colchester

Hampton Inn Colchester

3 out of 5
42 Lower Mountain View Dr Colchester VT
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $114 total per night from Apr 19 to Apr 20
$114 total
Apr 19 - Apr 20
Total with taxes and fees
8.8/10 Excellent! (1,356 reviews)
Clean room. Everything was nice. I am disappointed we had to leave early due to a medical emergency and I left my smart watch on the nightstand. However when I called housekeeping they were unable to locate it. I used location tracking to know it was at the hotel

Reviewed on Apr 11, 2026

Hampton Inn Colchester
See all 1,000 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.

Find the Best Essex Vacation Packages

Essex Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Burlington Intl. Airport (BTV)
Population
9,300
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Depot Theatre, 1812 Homestead Museum and Oldham Theater

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Frequently asked questions

How much does an Essex vacation package cost?
You'll find cheap prices from $583 on Expedia for your Essex break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Essex costs.
What are the cheapest months to go to Essex?
March, October and December are great times to look for cheap Essex vacation packages. Choosing to travel in quieter months means you can usually find better prices on accommodations and flights.
How many days is enough for Essex?
With a well-organized travel plan, you can easily tick off the most popular Essex sights in a handful of days. But if you want to discover hidden spots or go on day tours, consider booking your Essex vacation for longer.
How to find the best Essex package deals?
Start your search for an Essex package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Essex package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Essex escape underway.
Is it cheaper to book an Essex vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your Essex trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Essex?
If you have your Essex travel dates confirmed, book as early as you can to grab some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Essex vacation packages?
Set off on your perfect trip to Essex with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up bargains while they last.

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.