Title: Essex Vacation Packages & Trips 2026 from CA $637 | Expedia.ca [Hotels in Essex](https://expedia.ca/Essex-Hotels.d102296.Travel-Guide-Hotels)[Vacation Rentals in Essex](https://expedia.ca/Essex-Vacation-Rentals.d102296.Travel-Guide-VacationRentals)[Essex Car Rentals](https://expedia.ca/Car-Rentals-In-Essex.d102296.Car-Rental-Guide) ![](https://images.trvl-media.com/place/102296/e155deb7-7d5f-4838-a530-269107a2798a.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 The coastal scenery and spectacular views are just the beginning of the things Essex has to offer. Experience the sights and sounds of this interesting city your way with a personalized Essex vacation package. Eager to get out and explore? [Wingaersheek Beach](https://www.expedia.ca/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction), [Castle Hill on the Crane Estate](https://www.expedia.ca/Castle-Hill-On-The-Crane-Estate-Ipswich.d553248621532667331.Vacation-Attraction) and [Hammond Castle](https://www.expedia.ca/Hammond-Castle-Gloucester.d6092287.Vacation-Attraction) are a few of the most popular places to visit during your trip to Essex. Don't delay exploring this destination any longer. Your perfect Essex vacation is only a few clicks away with Expedia. ## Top Essex Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Colonnade Hotel Back Bay](https://images.trvl-media.com/lodging/1000000/20000/12700/12660/54848539_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Colonnade Hotel Back Bay Back Bay CA $637 per person Apr 10 - Apr 12 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.2/10 Wonderful! (2,287 reviews) Bar restaurant staff courteous Reviewed on Mar 5, 2026 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End CA $1,947 per person May 7 - May 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem. Reviewed on Jan 25, 2026 ![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/f081d391_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raffles Boston Back Bay CA $2,360 per person May 31 - Jun 3 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Boston (BOS) 9.6/10 Exceptional! (236 reviews) The most perfect hotel and service I’ve ever experienced in my lifetime! Reviewed on Feb 24, 2026 ![Luxury Apartments by Hyatus Downtown Boston](https://images.trvl-media.com/lodging/117000000/116510000/116501100/116501062/49ef30db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Luxury Apartments by Hyatus Downtown Boston East Boston CA $3,039 per person May 25 - May 30 found 8 hours ago Roundtrip non-stop flight included Calgary (YYC) to Boston (BOS) No reviews ![enVision Hotel Boston Everett](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/db40fbb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### enVision Hotel Boston Everett CA $855 per person May 16 - May 19 found 18 hours ago Roundtrip flight included Toronto (YTO) to Boston (BOS) 8.6/10 Excellent! (1,003 reviews) Nice service. I like it... 👍 nice room. Reviewed on Feb 27, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_102296) ## Ready to book your vacation to Essex? Choose your dates ## Essex Hotel Deals ![Hampton Inn Boston - Logan Airport](https://images.trvl-media.com/lodging/1000000/580000/578500/578419/fa1c0549_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Boston - Logan Airport 230 Lee Burbank Hwy Revere MA Fully refundableReserve now, pay when you stay CA $155 CA $173 total Mar 11 - Mar 12 includes taxes & fees 8.2/10 Very Good! (5,539 reviews) Very good place to stay for early morning flight out. Reviewed on Mar 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F03%2F2026&endDate=12%2F03%2F2026&selected=578419&PinnedHotelID=578419&HadPinnedHotel=true®ionId=102296) ![Hawthorne Hotel](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/6e52ffa3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hawthorne Hotel 18 Washington Square W Salem MA Fully refundableReserve now, pay when you stay CA $206 CA $231 total Mar 8 - Mar 9 includes taxes & fees 9.4/10 Exceptional! (1,553 reviews) Great hotel. No complaints! Reviewed on Mar 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=28281&PinnedHotelID=28281&HadPinnedHotel=true®ionId=102296) ![Doubletree By Hilton Boston Logan Airport Chelsea](https://images.trvl-media.com/lodging/1000000/570000/561000/560932/ea8cbe16_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Doubletree By Hilton Boston Logan Airport Chelsea 201 Everett Ave Chelsea MA Fully refundableReserve now, pay when you stay CA $166 CA $185 total Mar 18 - Mar 19 includes taxes & fees 8.6/10 Excellent! (1,696 reviews) Short stay, but staff was great and room was nice Reviewed on Mar 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=560932&PinnedHotelID=560932&HadPinnedHotel=true®ionId=102296) [See all 2,038 properties in Essex](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F03%2F2026&endDate=09%2F03%2F2026®ionId=102296) 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) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. 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