Essex Holidays
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Top hotels in Essex
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
Rp1.126.845
Rp1.313.672 total
1 Sept - 2 Sept
includes taxes & fees
Sound View Greenport
58775 County Rd 48 Greenport NY
Rp5.010.278
Rp7.251.840 total
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very good! (690 reviews)
"The hotel itself and experience was very lovely. There were a few little noticeable things along the way for instance, the bed, pillow, and towels all had small stains. The mirrors in the bathroom were dirty and smudges. The water pressure in the shower was really, really strong where it hurt your ..."
Reviewed on 16 Aug 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
Rp1.704.618
Rp1.960.257 total
10 Sept - 11 Sept
includes taxes & fees
8/10 Very good! (1,007 reviews)
"The vibe of PBG didn’t quite match up with my original expectations for a coastal beachside inn, but we had a great time. This was largely due to a room upgrade upon arrival and the kindness of the inn keeper. I’d request a room at the back of the property, which has a gorgeous view out onto the ..."
Reviewed on 16 Aug 2026
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.
Stay near popular Essex attractions
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.
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 first-hand.
Essex Library
7.6/10 (21 reviews)
The Essex Library serves as a vibrant community hub with diverse collections and educational programmes for all ages. Browse the local history section or attend author talks and cultural events.
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.
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.
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.
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.
Hattitudes
Enjoy an outing to Hattitudes during your stay in Essex Village. While you're in the area, stroll along the beautiful beaches.
Frequently asked questions
How much does an Essex holiday package cost?
You'll find cheap prices on Expedia for your Essex getaway. However, factors like the hotel choice, length of stay and season will influence how much your holiday to Essex costs.
What are the cheapest months to go to Essex?
The off-season is the best time to travel to Essex if you're on a budget. Another tip for getting cheap Essex holiday packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Essex?
We'd recommend booking an Essex holiday for around 2 days. This will allow you time to visit top sights such as Essex Island Marina and Essex Steam Train, as well as explore neighbourhoods like Saybrook Manor and Old Saybrook Centre. You might even be able to make time for one or two day trips beyond Essex.
Is it worth booking a holiday package to Essex?
Essex has everything you need for an unforgettable getaway. Begin your Essex holiday on a high note by exploring top attractions like Essex Library.
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 holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging accommodation and flights separately. Better still, you can personalise 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 holiday package to Essex?
If you have your Essex holiday 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.
How to plan a trip to Essex?
- Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the type of activities on offer will also help you decide when to escape to Essex.
- Set your budget: Factor in expenses such as flights, meals and transportation when working out how much to save for your trip to Essex. Then, select a hotel that matches your budget, whether that's a wallet-friendly stay or a swankier getaway.
- Decide how long to go for: Now that you know more about Essex, you can work out the ideal length of your holiday. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customised Essex holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
