Middleton Holidays

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Top Flight + Hotel Deals in Middleton

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was €2,271, price is now €1,600 per person
€1,600
per person
14 Sept - 19 Sept
found 17 hours ago
Return direct flight included
Shannon (SNN) 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 23 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €3,779, price is now €2,436 per person
€2,436
per person
14 Sept - 19 Sept
found 17 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on 11 Jul 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €2,357, price is now €1,648 per person
€1,648
per person
14 Sept - 19 Sept
found 17 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
It was a great experience and very friendly staff!

Reviewed on 11 Jul 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was €2,762, price is now €2,092 per person
€2,092
per person
14 Sept - 19 Sept
found 17 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,891 reviews)
Great experience, serene environment.

Reviewed on 8 Jul 2026

The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was €2,421, price is now €1,846 per person
€1,846
per person
14 Sept - 19 Sept
found 17 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.6/10 Exceptional! (1,578 reviews)
Room was incredibly dated, especially the bathroom. Rug was frayed and there was an old school corded phone next to the toilet. Not what I expected from a “luxury” hotel. Soap, shampoo and conditioner were in tacky plastic white containers that had visible residue where they get filled. Bed was really comfy and staff was helpful, but the room needs some refreshing.

Reviewed on 11 Jul 2026

Top hotels in Middleton

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is €233 per night from 26 Jul to 27 Jul
€233
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,567 reviews)
"Tremendous hotel!!! Everything so well pointed, and on point!!! Staff was fantastic. The room was spacious and very comfortable. Their location cannot be beat! Special shout out to the bar and restaurant dinner. The best mussels I’ve had in a long time, and my wife’s steak was delicious!! Only quibble ..."

Reviewed on 12 Jul 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is €180 per night from 9 Aug to 10 Aug
€180
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (2,442 reviews)
"Very clean and the complimentary shuttle was convenient."

Reviewed on 11 Jul 2026

Hyatt Regency Boston/Cambridge
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is €162 per night from 2 Aug to 3 Aug
€162
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,736 reviews)
"Our room had the four bunk beds and it was awesome! Safe, excellent construction with comfortable beds, perfect for our family of four (our teenagers, of course, loved being on the top bunks). I wasn’t sure how the “bathroom/shower down the hall” was going to be, but it turned out to be great! Having ..."

Reviewed on 11 Jul 2026

The Revolution Hotel
See all 4,470 properties in Middleton
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 Middleton attractions

Water Park of New England

8.0/10 (63 reviews)
This 65,000-square-foot indoor tropical oasis offers water slides and lazy rivers year-round in New England. Families can splash through interactive play areas while escaping the region's notorious winter chill.
See properties

What to do in Middleton

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

€45
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

€39
per adult
98% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

€31
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
See all activities in Middleton

Frequently asked questions

How much does a Middleton holiday package cost?
You'll find cheap prices from €1,600 on Expedia for your Middleton escape. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Middleton costs.
What are the cheapest months to go to Middleton?
If you'd like to book a cheap Middleton holiday package, consider travelling in January, February and November. You're likely to find better rates on hotels and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Middleton?
The ideal duration of your Middleton holiday depends on what you'd like to see. Usually, a few days to a week will give you enough time to check out all the leading attractions and discover some hidden gems along the way.
How to find the best Middleton package deals?
Bagging a cheap Middleton package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can customise your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Middleton package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Middleton holiday as a package?
You can enjoy significant savings on your next Middleton escape by booking a customised holiday package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Middleton?
If you have your Middleton travel dates finalized, book as early as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Middleton?

  1. Pick your travel dates: What you want to do in Middleton and your preferred season will help you decide when to go.
  2. Budget wisely: As well as the cost of your accommodation, you'll need to consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Middleton.
  3. Work out your trip length: Consider how much time you want to spend exploring Middleton. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Middleton holiday package that brings all your bookings together.

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.