
Essex Vacation Packages
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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, Castle Hill on the Crane Estate and Hammond Castle 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 Atlas Hotel
Allston
Price was CA $1,156, price is now CA $812 per person
CA $812
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (139 reviews)
very clean very helpful staff. Ace was very kind and greeted us so pleasantly numerous times. He even gave me an umbrella when it was pouring and he was very sweet. I just wish there were more food options in the hotel restaurant.
Reviewed on Jun 20, 2026

Good Hotels Boston
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026

Boston Harbor Hotel
North End
Price was CA $2,230, price is now CA $1,368 per person
CA $1,368
per person
Jul 31 - Aug 3
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026

Raffles Boston
Back Bay
Price was CA $3,602, price is now CA $2,377 per person
CA $2,377
per person
Aug 24 - Aug 28
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (274 reviews)
This was an interesting hotel and if you have any experience of the raffles brand elsewhere then I would recommend be prepared. The venue is central but overlooking an 8storey multi story car park and rather cramp rooms was not really value add. The suite on the other hand in higher floors were. A butler system which I must say working off some mediocre phone prompts just doesn’t cut it . One looses the will to live when saying I need a shaving kit and al you get back is “is there something else I can help you would”- yes you can some recognition of using ChatGPT or Claude prompts would have been better! For the higher end of hotels in boston the food in the long room was also disappointing. If you are meet and meat you’re not able to be accommodated with much inspiration. Vegetables ala zucchini is about it and although the boston favourites of clam chowder and boston cream pie remain I am not sure how well thought out the menu has been, even the word tofu should appear in this day and age! The pool was good and very much accessible and they had a number of hoists next to the pool to allow people with access issues a dip. The jacuzzi was hotter than a flombe but good for your joints I am told as your joints may melt if you are there long enough. I think my main issue is the staff still need to have a bit more understanding and training on what the raffles hospitality and service constitutes. Great place for influencers but lacks the
Mature understanding of what it is.
Reviewed on May 28, 2026

The Westin Boston Seaport District
Seaport District
Price was CA $1,329, price is now CA $954 per person
CA $954
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,363 reviews)
Nice location, walking distance to downtown and South Station. Friendly and helpful staff.
Reviewed on Jun 21, 2026
Essex Hotel Deals

Hampton Inn Boston - Logan Airport
230 Lee Burbank Hwy Revere MA
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Jul 5 to Jul 6
CA $191
CA $214 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very good! (5,596 reviews)
"Nice hotel, convenient, friendly, and helpful staff. Safe and convenient parking for travel or spending time in the city. The hotel has a free shuttle to the airport. I wish they had a free shuttle into the city, too."
Reviewed on Jun 23, 2026

Holiday Inn Hotel & Suites Boston - Peabody by IHG
1 Newbury St Peabody MA
Fully refundable
The price is CA $177 per night from Jul 19 to Jul 20
CA $177
CA $198 total
Jul 19 - Jul 20
includes taxes & fees
7.2/10 Good! (1,009 reviews)
"It was clean"
Reviewed on Jun 21, 2026

DoubleTree by Hilton Boston North Shore
50 Ferncroft Rd Danvers MA
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Jul 19 to Jul 20
CA $207
CA $231 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very good! (2,440 reviews)
"Loved the gym. The bed was comfy. Breakfast was expensive so we went to Starbucks downstairs instead. Would stay here again"
Reviewed on Jun 22, 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.
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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.







