Essex Vacation Packages

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Your Essex Vacation

From its highlights to its hidden gems, this city is best explored with a Essex vacation package. Book a hotel in Essex Village, which is good for walking, hiking and views. Like to venture out and explore? Essex Steam Train, Gillette Castle State Park and Goose Island are just a few of the top places to visit during your trip to Essex. Expedia will help you escape the everyday. Tailor your vacation to Essex to suit your travel style, whatever that may be!

Top Essex Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
Price was CA $703, price is now CA $654 per person
CA $654
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8.4/10 Very good! (1,202 reviews)

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was CA $724, price is now CA $671 per person
CA $671
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8.2/10 Very good! (1,002 reviews)

Motel 6 Putnam, CT

Motel 6 Putnam, CT

2 out of 5
Price was CA $737, price is now CA $687 per person
CA $687
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
6.2/10 (569 reviews)

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was CA $736, price is now CA $689 per person
CA $689
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8.6/10 Excellent! (1,459 reviews)
Overall the stay was ok. What bothered us was there were people chatting loud either outside in the parking lot or a floor below us until 11:20PM, that made my son not sleeping well for his early morning game.

Reviewed on Oct 31, 2026

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury

3 out of 5
Price was CA $977, price is now CA $923 per person
CA $923
per person
Nov 30 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Hartford (BDL)
8.6/10 Excellent! (1,002 reviews)

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Essex Hotel Deals

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Nov 9 to Nov 10
CA $138
CA $159 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (2,817 reviews)
"Loved the hotel especially the turning tv. Breakfast was very good. Would stay there again"

Reviewed on Oct 31, 2026

Hyatt Place Uncasville - Casino Area
Mohegan Sun

Mohegan Sun

4.5 out of 5
1 Mohegan Sun Boulevard Montville CT
9.2/10 Wonderful! (1,830 reviews)
"Keep up the great work with every thing"

Reviewed on Oct 31, 2026

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Mohegan Sun
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Dec 1 to Dec 2
CA $247
CA $308 total
Dec 1 - Dec 2
includes taxes & fees
Water's Edge Resort & Spa
See all 1,457 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Essex attractions

A steam locomotive with the number 40 on its front, traveling on a railway track.
Photo by Bill Dillard
Open Photo by Bill Dillard

Essex Steam Train

8.4/10 (165 reviews)
You can spend time browsing the exhibits at Essex Steam Train during your travels in Essex Village. While you're in the area, stroll along the beautiful beaches.
See properties

Frequently asked questions

How much does an Essex vacation package cost?
You'll find cheap prices from CA $654 on Expedia for your Essex escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Essex costs.
What are the cheapest months to go to Essex?
Plan your trip for the low or shoulder season and you're likely to score cheap Essex vacation packages. Bear in mind that school vacation periods and major local events can have an impact on prices, so do some research before you go.
How many days is enough for Essex?
With around 2 days, you'll have plenty of time to enjoy popular neighbourhoods such as Saybrook Manor and Old Saybrook Centre during your Essex vacation. Be sure to also add Katharine Hepburn Cultural Arts Centre and Chalker Beach to your must-do list. In the mood for more adventures? Consider venturing outside of Essex on tours and day trips.
Is it worth booking a vacation package to Essex?
Essex has everything you need for an amazing trip. Begin your Essex vacation on a high note by exploring major attractions like Essex Library.
How to find the best Essex package deals?
Begin your search for an Essex package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Essex package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Essex adventure underway.
Is it cheaper to book an Essex vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging stays and flights separately. Better still, you can tailor your Essex trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Essex?
If you have your Essex travel dates locked in, book as early as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Essex?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Essex.
  2. Set your budget: Consider costs such as flights, meals and transportation when calculating how much to put aside for your trip to Essex. Then, select a hotel that suits your budget, whether that's an affordable stay or a high-end getaway.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to get to in Essex. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Essex vacation package.

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