Milton Holidays

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Top Flight + Hotel Deals in Milton

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 15 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 16 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 16 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 16 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 16 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 Milton

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! (4,566 reviews)
"We were initially checked into a room in rough shape. Sofa was stained and torn. Throw pillow had a red stain. Blood? Door was severely scratched by a dog. Imitation leather bed frame was scratched and consequently peeling. We moved to a different room and there was much less damage. However the ..."

Reviewed on 11 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 4,202 properties in Milton
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 Milton attractions

Eustis Estate Museum and Study Center

You can spend an afternoon browsing the exhibits at Eustis Estate Museum and Study Center in Milton. While you're in the area, wander around the natural setting.
See properties

What to do in Milton

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 Milton

Frequently asked questions

How much does a Milton holiday package cost?
You can snap up a holiday package to this destination from €1,600 on Expedia. However, how much your holiday to Milton costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Milton?
Travel in the off-peak season and you're likely to get cheap Milton holiday packages. Keep in mind that school holiday periods and major events and festivals can impact prices, so do a little research before you go.
How many days is enough for Milton?
The ideal length of your Milton holiday depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to hit all the main sights and discover some hidden gems along the way.
Is it worth booking a holiday package to Milton?
It's no wonder a Milton holiday is on the must-do list of many travellers. Leading attractions like Blue Hills Reservation are just the start of things to see and do here.
How to find the best Milton package deals?
Use Expedia's filter tool to help you find some tempting Milton package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Milton package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package well in advance.
Is it cheaper to book a Milton holiday as a package?
You can enjoy significant savings on your Milton retreat by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Milton?
If you're considering a spur-of-the-moment Milton trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Milton?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Milton.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to Milton.
  3. Decide how long to go for: Now that you're up to speed on Milton, you can work out the ideal length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Milton 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.