Essex Vacations from ￥547,627

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The Latest Essex Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Price was ￥781,640, price is now ￥547,627 per person
￥547,627
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (605 reviews)
Probably the most comfortable hotel bed I’ve slept on in recent memory.

Reviewed on Jul 29, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was ￥933,350, price is now ￥667,927 per person
￥667,927
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (5,138 reviews)
The concierges were wonderful and helpful, but many times the doormen were on their phones while we were coming in and out holding bags etc and not really paying attention to the guests as much as they should have. Rooms were clean but on the smaller side, but very skimpy on the body wash. We got a tiny little bottle each day for two of us. I know we could have asked for more but was a bit strange. Location was really fantastic and close to everything. And again, the front desk people were really amazing. Would maybe stay again but will check out other places as well. Nothing bad. But not fantastic.

Reviewed on Jul 30, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was ￥794,405, price is now ￥572,569 per person
￥572,569
per person
Oct 9 - Oct 15
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (217 reviews)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥853,516, price is now ￥618,019 per person
￥618,019
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,534 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥1,211,126, price is now ￥891,799 per person
￥891,799
per person
Oct 8 - Oct 15
found 22 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Neat, clean, and friendly staffing.

Reviewed on Jul 28, 2026

Find the Best Essex Vacation Packages

Essex Hotel Deals

Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
201 Everett Ave Chelsea MA
Fully refundableReserve now, pay when you stay
The price is ￥24,316 per night from Aug 13 to Aug 14
￥24,316
￥27,160 total
Aug 13 - Aug 14
includes taxes & fees
8.6/10 Excellent! (1,907 reviews)
"Beautiful place to stay…right across the road from the train into downtown Boston."

Reviewed on Jul 30, 2026

Doubletree By Hilton Boston Logan Airport Chelsea
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Fully refundableReserve now, pay when you stay
The price is ￥29,994 per night from Aug 30 to Aug 31
￥29,994
￥36,975 total
Aug 30 - Aug 31
includes taxes & fees
Ashworth by the Sea
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

3 out of 5
1 Newbury St Peabody MA
Fully refundable
The price is ￥18,601 per night from Aug 16 to Aug 17
￥18,601
￥20,777 total
Aug 16 - Aug 17
includes taxes & fees
Holiday Inn Hotel & Suites Boston - Peabody by IHG
See all 2,162 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

Essex River

9.6/10 (35 reviews)
Wind through Essex's pristine salt marshes on this scenic river known for its rich maritime heritage. Narrated cruises offer insights into local ecology while kayakers enjoy peaceful exploration of this coastal gem.
See properties

Frequently asked questions

How much does an Essex vacation package cost?
You'll find cheap prices from ￥547,627 on Expedia for your Essex escape. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Essex costs.
What are the cheapest months to go to Essex?
Travel in the low season and you're likely to score cheap Essex vacation packages. Keep in mind that public holidays and major festivals and events can impact prices, so do some research before booking.
How many days is enough for Essex?
Dedicate around 2 days for your Essex vacation to really take in everything that makes this destination special. Stroll around popular areas, including Great Neck and Annisquam. Then tick off major sights like Essex Shipbuilding Museum and Stavros Reservation. With a clever itinerary, you can keep busy with room for some relaxation too. Want to venture beyond Essex? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to Essex?
Essex has everything you need for an unforgettable escape. Get your Essex vacation off to a flying start by exploring popular attractions like Essex River.
How to find the best Essex package deals?
Begin your search for an Essex package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Essex package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Essex escape underway.
Is it cheaper to book an Essex vacation as a package?
You can enjoy significant savings on your Essex getaway by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Essex?
If you have your Essex travel dates locked in, book early to score some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Essex?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit Essex.
  2. Budget wisely: Besides the price of your stay, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Essex.
  3. Decide how long to go away for: Now that you know more about Essex, you can figure out the perfect length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the ideal Essex vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.