Title: Essex Vacation Packages & Trips 2025/2026 from CA $1,039 | Expedia.ca [Hotels in Essex](https://expedia.ca/Essex-Hotels.d183061.Travel-Guide-Hotels)[Vacation Rentals in Essex](https://expedia.ca/Essex-Vacation-Rentals.d183061.Travel-Guide-VacationRentals)[Flights to Essex](https://expedia.ca/Cheap-Flights-To-Essex.d183061.Travel-Guide-Flights)[Essex Car Rentals](https://expedia.ca/Car-Rentals-In-Essex.d183061.Car-Rental-Guide) ![](https://images.trvl-media.com/place/183061/42e6a0ac-d74d-47cc-b4a3-21ee36ae6e15.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Essex Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction), [Gillette Castle State Park](https://www.expedia.ca/Gillette-Castle-State-Park-Connecticut.d502002.Vacation-Attraction) and [Goose Island](https://www.expedia.ca/Goose-Island-Old-Lyme.d553248621532665792.Vacation-Attraction) 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. ![Simsbury 1820 House](https://images.trvl-media.com/lodging/1000000/50000/42300/42279/6326a611_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simsbury 1820 House Simsbury Center CA $1,039 per person Nov 14 - Nov 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Hartford (BDL) 9.2/10 Wonderful! (988 reviews) Staff are super friendly and kind, the room is clean Reviewed on Oct 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-16/?FromAirport=YYZ&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=42279&paandie=true&dealMarker=ergcRkbvQ132oav0knEnnBhIZkReezTWdtCEjdsFsZzPcQEL_3Mj1Wcds39n3zYn) ![9 Academy ](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b4671c20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 9 Academy CA $1,685 per person Nov 14 - Nov 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Hartford (BDL) 8.6/10 Excellent! (7 reviews) The Loft was so beautifully decorated and every detail was perfect. Reviewed on Oct 8, 2024 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-16/?FromAirport=YYZ&Destination=BDL&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102680999&paandie=true&dealMarker=ergcRkbvQ132oav0knEnnBhIZkReezTWdtCEjdsFsZy2950W6rpmJGd0mANeaPCt) ## Ready to book your vacation to Essex? Choose your dates ## Essex Hotel Deals ![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Mohegan Sun 1 Mohegan Sun Boulevard, Montville, CT Fully refundableReserve now, pay when you stay CA $263 CA $338 total Oct 6 - Oct 7 includes taxes & fees 9/10 Wonderful! (2,027 reviews) "Very clean. Check in check out was super easy." Reviewed on Sep 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=06%2F10%2F2025&endDate=07%2F10%2F2025&selected=894248&PinnedHotelID=894248&HadPinnedHotel=true®ionId=183061) ![Holiday Inn Norwich by IHG](https://images.trvl-media.com/lodging/1000000/10000/1500/1450/d9b5e4b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Norwich by IHG 10 Laura Blvd, Norwich, CT Fully refundable CA $130 CA $149 total Oct 5 - Oct 6 includes taxes & fees 7.4/10 Good! (1,001 reviews) "The room is a little dated but suitable" Reviewed on Oct 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=05%2F10%2F2025&endDate=06%2F10%2F2025&selected=1450&PinnedHotelID=1450&HadPinnedHotel=true®ionId=183061) ![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Uncasville - Casino Area 2049 Norwich, New London Turnpike, Montville, CT Fully refundableReserve now, pay when you stay CA $143 CA $164 total Oct 27 - Oct 28 includes taxes & fees 9/10 Wonderful! (2,566 reviews) "The spacious room was perfect for our needs." Reviewed on Sep 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=2593874&PinnedHotelID=2593874&HadPinnedHotel=true®ionId=183061) [See all 1,411 properties in Essex](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025®ionId=183061) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Essex ![Essex Steam Train](https://mediaim.expedia.com/destination/2/8eef2c8ad67c91f8b3aed358efe8404e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Essex Steam Train 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. [](https://expedia.ca/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental ### Lodging - [4 Star Hotels in Chester Center](https://www.expedia.ca/4Star-Chester-Center-Chester-Hotels.s40-n553248635976479536-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Chester Center](https://www.expedia.ca/Chester-Center-Chester-Hotels-Historic-Hotel.0-n553248635976479536-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Chester Center](https://www.expedia.ca/Chester-Center-Chester-Hotels-Hotels-With-Indoor-Pool.0-n553248635976479536-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chester Center](https://www.expedia.ca/Chester-Center-Chester-Hotels-Luxury-Hotel.0-n553248635976479536-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Chester Center](https://www.expedia.ca/Chester-Center-Chester-Hotels-Romantic-Hotel.0-n553248635976479536-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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[Deep River Vacations](https://www.expedia.ca/Deep-River.d6004513.Destination-Travel-Guides) - [Essex Steam Train](https://www.expedia.ca/Essex-Steam-Train-Essex.d6171206.Vacation-Attraction) - [Five Mile Point Lighthouse](https://www.expedia.ca/Five-Mile-Point-Lighthouse-East-Shore.d6071467.Vacation-Attraction) - [Foxwoods Resort Casino](https://www.expedia.ca/Foxwoods-Resort-Casino-Mashantucket.d6170926.Vacation-Attraction) - [Glastonbury Vacations](https://www.expedia.ca/Glastonbury.d180157.Destination-Travel-Guides) - [Grand Theater at Foxwoods Resort Casino](https://www.expedia.ca/Grand-Theater-At-Foxwoods-Resort-Casino-Mashantucket.d6326760.Vacation-Attraction) - [High Rollers Luxury Lanes and Lounge](https://www.expedia.ca/High-Rollers-Luxury-Lanes-And-Lounge-Mashantucket.d553248621532665835.Vacation-Attraction) - [Hopeville Pond State Park](https://www.expedia.ca/Hopeville-Pond-State-Park-Jewett-City.d6341095.Vacation-Attraction) - [J. M. 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Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)