Essex Vacations from $783

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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!

The Latest Essex vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Vernon - Manchester by IHG

Holiday Inn Express Vernon - Manchester by IHG

$783
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.6/10 Excellent! (1,005 reviews)
The Litchfield Inn

The Litchfield Inn

Save 100% on your flight
$842
per person
Oct 29 - Nov 2
found 18 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
9.2/10 Wonderful! (1,003 reviews)
Charming inn on beautiful property. Showing its age, but clean as a whistle, with delicious breakfast included with room.

Reviewed on Aug 15, 2026

Delamar West Hartford

Delamar West Hartford

Save 100% on your flight
$1,023
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Hartford (BDL)
9.8/10 Exceptional! (1,006 reviews)
Avon Old Farms Hotel

Avon Old Farms Hotel

Save 100% on your flight
$1,218
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.4/10 Very Good! (1,004 reviews)
Landing in Downtown Hartford Near Dunkin' Park

Landing in Downtown Hartford Near Dunkin' Park

Downtown Hartford
$817
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
6/10 (2 reviews)
It says parking is included but I had to pay for parking every day. Front desk couldn’t fix it, the people she called didn’t fix it. Missed a work meeting because of the whole ordeal. Just the night is $24.

Reviewed on May 3, 2026

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Stay near popular Essex attractions

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

Essex Steam Train

8.4/10 (165 reviews)
Travel back in time aboard the Essex Steam Train's 1920s Pullman coaches through the Connecticut River Valley. This journey combines vintage rail travel with a scenic riverboat cruise.
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A historic building with a balcony and a sign reading "Connecticut River Museum".
Photo by Bill Dillard

Connecticut River Museum

10.0/10 (3 reviews)
Explore maritime heritage in this riverside museum in an 1878 Steamboat Dock building. Climb aboard the Turtle submarine replica or take a seasonal river cruise to experience Connecticut's aquatic history firsthand.
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The Beverly Public Library with a grand entrance, steps, and a clear blue sky.

Essex Library

7.6/10 (21 reviews)
The Essex Library serves as a vibrant community hub with diverse collections and educational programs for all ages. Browse the local history section or attend author talks and cultural events.
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Logee’s Greenhouses

Wander through six historic greenhouses housing over 1,000 rare tropical plants, including a 150-year-old Orange Tree. Marvel at the Ponderosa Lemon Tree producing five-pound lemons in this botanical sanctuary from 1892.
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Pratt House

Built in 1803, the Pratt House showcases classic Colonial architecture with its stone foundation and wooden siding. Admire the exterior and gardens before exploring the charming shops and galleries of Essex Village.
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Mashantucket Pequot Museum & Research Center

The world's largest tribally owned museum immerses you in Native American heritage through life-size exhibits and interactive displays. Ascend the observation tower for spectacular views of ancestral Pequot lands.
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Sweet Martha's

Enjoy an outing to Sweet Martha's during your stay in Essex Village. While you're in the area, stroll along the beautiful beaches.
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Hattitudes

Enjoy an outing to Hattitudes during your stay in Essex Village. While you're in the area, stroll along the beautiful beaches.
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Essex Hotel Deals

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
Fully refundable
$72 nightly
$83 total
Sep 3 - Sep 4
Total with taxes and fees
Motel 6 New Haven - Branford, CT
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
$334 nightly
$381 total
Sep 9 - Sep 10
Total with taxes and fees
Sound View Greenport
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundable
$90 nightly
$103 total
Sep 9 - Sep 10
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
"Very nice family-owned inn and the WiFi is getting an uograde. Beautiful view of the water on the backside of the inn. It’s located close to everything. Good cost."

Reviewed on Aug 15, 2026

Pier Blue Inn Old Saybrook - Essex
See all 1,443 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

Things to do near Essex

Essex, Connecticut, offers a charming mix of outdoor and romantic activities perfect for a scenic getaway. Enjoy a round of golf at local courses, explore recreational areas, or relax at nearby resorts. Don't miss the iconic Essex Steam Train and the Essex County Holiday House Tour for a taste of local history. For family fun, head to amusement parks or Adventure Island, and take part in guided house tours to soak in the area's unique charm.

Shopping

In Essex, visit the Essex Plaza Shopping Center, just 1 mile away, for a family-friendly atmosphere. The Essex Saybrook Antique Village Shopping Center, located 3 miles away, offers unique finds. If you're up for a drive, the Clinton Crossing Premium Outlets, 9 miles from Essex, features numerous brand-name stores.

Recreation

Enjoy a refreshing swim at Ocean Beach Park, where family-friendly vibes and outdoor sports await just 16 miles away. Experience culture and romance at the Ivoryton Playhouse, located 3 miles from Essex, or hit the greens at Cedar Ridge Golf Course for a perfect day outdoors, only 9 miles away.

Adventure

At Stay and Play LLC, located 5 miles from Essex, enjoy an exciting arcadeAdventureZone filled with family-friendly games. For thrill-seekers, head to Waterford Speedbowl, 12 miles away, where you can experience exhilarating motorRacing action. Kids Quest, an arcadeAdventureZone 18 miles from Essex, offers fun for the whole family.

Nightlife

In Essex, Connecticut, enjoy a cozy nightlife featuring local bars and restaurants like The Griswold Inn and The Essex Steam Train. Experience live music and vibrant atmospheres along Main Street, where friendly locals create an inviting ambiance perfect for winding down after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Essex

Essex, Connecticut, is a charming destination perfect for outdoor and romantic getaways. Visitors can explore scenic spots like the Essex River, the quaint Essex Village, and the fascinating Essex Shipbuilding Museum. With attractions that include beautiful beaches, historic houses, and nearby state parks, Essex offers a delightful mix of adventure and relaxation, making it an ideal destination for those seeking a picturesque escape.

  • Essex Steam Train: Experience the charm of a bygone era on the Essex Steam Train, where you can ride vintage steam locomotives through beautiful Connecticut scenery. Explore the railway museum and immerse yourself in the rich cultural history of rail travel in America.
  • Essex Island Marina: Dive into outdoor adventures at Essex Island Marina, offering access to picturesque beaches and water activities. Rent a kayak, go fishing, or simply relax by the water while soaking in the vibrant atmosphere of this stunning marina.
  • Gillette Castle State Park: Just a short drive from Essex, Gillette Castle State Park features breathtaking views and hiking trails. Explore the unique castle built by actor William Gillette, surrounded by scenic landscapes perfect for outdoor enthusiasts.

Best time to go to Essex

The best time to visit Essex is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.3°F (-0.4°C)Light RainMostly SunnySlightly LowSlightly Low
February32.4°F (0.2°C)Light RainMostly SunnySlightly LowAverage
March38.5°F (3.6°C)Light RainMostly SunnyAverageSlightly Low
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnyAverageSlightly High
July73.8°F (23.2°C)Light RainMostly SunnySlightly HighSlightly High
August72.7°F (22.6°C)Light RainMostly SunnySlightly HighSlightly High
September66.2°F (19.0°C)Light RainMostly SunnySlightly HighAverage
October56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly SunnyAverageAverage
December37.8°F (3.2°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Essex

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically March and December to January) for more affordable package holidays to Essex.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Essex Essential Information

Language
English
Currency
U.S dollars
Population
2,500
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Harveys Beach, Goodspeed Opera House and Devils Hopyard State Park

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Frequently asked questions

How much does an Essex vacation package cost?
You'll find cheap prices from $783 on Expedia for your Essex getaway. 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?
You're likely to find reduced prices and better availability in December, January and February. Check out our cheap Essex vacation packages and you could land some great off-season discounts.
How many days is enough for Essex?
To fully enjoy your Essex vacation, we recommend staying for 2 days. Divide your time between discovering Essex Island Marina, Pratt House and other leading sights, on top of experiencing neighborhoods like Old Saybrook Center and Lyme. If you've got some spare time, include a day trip in your Essex vacation itinerary.
Is it worth booking a vacation package to Essex?
It's no wonder an Essex vacation is on the must-do list of many travelers. Popular attractions like Essex Steam Train are just the beginning of what you can explore here.
How to find the best Essex package deals?
Finding a cheap Essex package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Essex package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Essex vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights separately. Better still, you can personalize your Essex getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Essex?
If you have your Essex vacation dates confirmed, book as early as you can to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Essex vacation packages?
Your Essex break should be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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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.