Essex Holidays from £776

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Your Essex Holiday

From its highlights to its hidden gems, this city is best explored with a Essex holiday 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 holiday to Essex to suit your travel style, whatever that may be!

Top Essex Flight + Hotel Deals

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

Two Trees Inn

£776
per person
24 Oct - 30 Oct
found 5 hours ago
Return direct flight included
London (LGW) to Hartford (BDL)
8.4/10 Very good! (126 reviews)
Clean friendly and close to casinos! Great price too!

Reviewed on 7 Aug 2026

Inn at Middletown

Inn at Middletown

Washington Street Historic District
£985
per person
24 Oct - 30 Oct
found 5 hours ago
Return direct flight included
London (LGW) to Hartford (BDL)
9/10 Wonderful! (631 reviews)
Two thumbs up

Reviewed on 7 Aug 2026

Avon Old Farms Hotel

Avon Old Farms Hotel

£958
per person
24 Oct - 30 Oct
found 5 hours ago
Return direct flight included
London (LGW) to Hartford (BDL)
8.4/10 Very good! (1,003 reviews)
This is our fourth time staying there. The rooms are clean and quiet. The bed is comfortable. The free breakfast is the selling point. Best free breakfast I have ever had. I will be back

Reviewed on 6 Aug 2026

Things to do in and around Essex

Essex, Connecticut, is perfect for a delightful outdoor getaway, offering picturesque scenery for a romantic escape. Enjoy activities such as golfing at local courses, unwinding at holiday parks, and indulging in seaside fun. For a more tranquil experience, consider a relaxing picnic or camping at designated sites, and take the opportunity to explore the charming surroundings through scenic tours.

Shopping

For a delightful shopping experience in Essex, visit the Essex Saybrook Antique Village Shopping Center, just 4.8km away. Logee’s Greenhouses offers unique finds locally. If you're up for a drive, the Clinton Crossing Premium Outlets, 14.5km away, features a variety of shops for every taste.

Recreation

Relax at Ocean Beach Park's inviting pool, just 25.7km from Essex, perfect for family fun and outdoor sports. Enjoy a cultural evening at Ivoryton Playhouse, 4.8km away, offering romance and entertainment. For a sporty outing, visit Norwich Golf Course, located 29.0km away, amidst scenic outdoor vibes.

Adventure

At Stay and Play LLC, located 8.0km from Essex, experience thrilling arcade games in a vibrant family-friendly atmosphere. For motorsport enthusiasts, Waterford Speedbowl, 19.3km away, offers adrenaline-pumping racing events. Lastly, enjoy a whimsical ride on the Greenport Carousel, 29.0km from Essex, perfect for outdoor family fun.

Nightlife

Essex boasts a charming nightlife with cosy pubs and vibrant venues. Visit the Essex Steam Train for unique events or enjoy a cocktail at The Griswold Inn. For live music, head to The Black Seal, where you can unwind with friends and savour local craft brews.

*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 perfect for outdoor and romantic getaways, offering stunning scenery and various attractions. Explore the beautiful national and state parks, relax on the beaches, and visit historic houses. For a delightful experience, take in the charming Essex countryside, which complements the area's adventure and scenic opportunities. Plan your visit to enjoy all that this picturesque destination has to offer.

  • Essex Steam Train: Experience the charm of yesteryear aboard the Essex Steam Train, where you can enjoy scenic rides through picturesque landscapes. This railway museum offers a glimpse into the rich history of steam locomotion, making it a delightful experience for culture enthusiasts and families alike.
  • Gillette Castle State Park: Nestled 8.0km away, this unique park features a stunning castle built by actor William Gillette. Explore the adventurous hiking trails and take in the breathtaking scenery, all while enjoying the great outdoors in a tranquil setting.
  • Goose Island: Located 4.8km from Essex, Goose Island is a serene escape with picturesque beaches. Ideal for outdoor activities, you can relax on the sandy shores or partake in water sports, all while soaking up the natural beauty of the area.

Best time to go to Essex

The best time to visit Essex can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Essex falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Essex falls in January, 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

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Essex.
  • 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
2ºC
Max Temp Summer
27ºC
Top Sights
Harveys Beach, Rocky Neck State Park and Gillette Castle State Park

Top hotels in Essex

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
Fully refundable
£55
3 Sept - 4 Sept
includes taxes & fees
7.2/10 Good! (1,015 reviews)
"I need my money"

Reviewed on 7 Aug 2026

Motel 6 New Haven - Branford, CT
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundable
£93
9 Aug - 10 Aug
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
£291
7 Sept - 8 Sept
includes taxes & fees
Sound View Greenport
See all 1,444 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.

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 first-hand.
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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 programmes 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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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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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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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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Frequently asked questions

Why should I book my Essex holiday with Expedia?
Expedia has your back for every aspect of your next Essex getaway. You'll always land the best deals around, but when you bundle your accommodation, flights and/or hire car into a holiday package, you'll score even more savings. Want to really make the most of your break? Add some activities and tours to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to worry if your travel plans change. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Essex?
Essex is a popular place in March, May and July. If you don't like crowds and prefer a calmer pace, book your escape for December, January and February. To get an idea of what type of weather you can experience, the average temperature during the day in January, the coolest month in Essex, is 0ºC. The warmest month here is July, when temperatures average 23ºC.
What are the top hotels for my holiday in Essex?
Downtown Essex Apartment - Steps to River! will be an ideal base for your Essex getaway. Located in Essex Village, it's one of the area's top hotels.
How do I get a cheap holiday to Essex?
Secure flights that suit your busy schedule, add a hotel room to your booking and watch the savings pile up with an Essex holiday. It's as easy as that! From flights and hotels to activities and hire cars, Expedia is where your cheap getaway begins. And with over 400 air carriers and 321,000 hotels throughout the world to choose from, you won't be short of choice. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Essex holiday?
There are lots of things to do and see while on your holiday in Essex. Essex Steam Train, Gillette Castle State Park, Rocky Neck State Park and Goose Island are among this destination's leading attractions.
What is the best area to stay in when on holiday in Essex?
Essex has lots of wonderful places to see, such as Essex Steam Train. Stay someplace nearby and make sightseeing easier.
Do I need a visa for my Essex holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for visiting, whether it be for holidays or business, will determine if you need a visa for Essex. Also make sure your passport is up to date and has at least six months validity remaining beyond your planned date of return. Do all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Essex holiday?
Do a little research into the types of things people in Essex wear, and maybe even browse style blogs for some fashion inspiration. Try to create a versatile wardrobe full of pieces that suit your destination and show off your personal style. Daytime temperatures during January, Essex's coolest month, average 0ºC. July marks this destination's warmest month when the average daily temperature reaches 23ºC. Our suggestion? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Essex holiday include?
Flights, car hires and hotels, or any combination of them — it's up to you! Whether you're visiting Essex on a family road trip or travelling by yourself, there's a package to fit your budget and style. Once you've made your booking, why not add on some tours as well? Expedia features many properties, with the most popular in Essex including private holiday homes and apartments. With Expedia, you can expect the freedom and flexibility to customise your holiday your way.
Does Expedia offer Book Now, Pay Later Essex holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book your dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying across multiple transactions is what works best for you, Klarna can help. Paying in multiple instalments will make your holiday dreams possible.
  • No-deposit holidays: Pressing the "book now" button is much easier with this payment plan. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your bags.
Can I choose my airline with an Essex Expedia holiday?
You can. We offer more than 400 airline partners worldwide, so pick the carrier that matches your budget and travel needs.

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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. Flight-inclusive packages are ATOL protected.