Milton Holidays

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Top Flight + Hotel Deals in Milton

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

West End
Save 100% on your flight
€1,310
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,609 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
€1,862
per person
11 Dec - 18 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
€1,354
per person
11 Dec - 18 Dec
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
Raffles Boston

Raffles Boston

Back Bay
€1,433
per person
22 Nov - 26 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (332 reviews)
Omni Parker House

Omni Parker House

Downtown Boston
Save 100% on your flight
€1,685
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (3,723 reviews)

Top hotels in Milton

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
€310
1 Nov - 2 Nov
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
€134
1 Nov - 2 Nov
includes taxes & fees
9/10 Wonderful! (2,960 reviews)
"Everything"

Reviewed on 10 Oct 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
€227
30 Oct - 31 Oct
includes taxes & fees
Seaport Hotel Boston
See all 4,069 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

Pierce Reservation

Tucked along the Neponset River, this serene four-acre woodland offers a peaceful quarter-mile walk through grassy slopes. Access through Governor Hutchinson's Field for a brief escape into natural tranquility.
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Governor Hutchinson's Field

This historic field offers panoramic views of Boston's skyline and salt marshes from colonial governor Hutchinson's former estate. Wander the grounds to discover the original "ha-ha" wall, an 18th-century landscape feature.
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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.
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Milton Arts Center

Enjoy an outing to Milton Arts Center during your stay in Milton. Make some time to visit the shops while you're in the area.
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What to do in Milton

Boston Hop-On Hop-Off Trolley Tour

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

€42
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck General Admission

View Boston Observation Deck General Admission

€29
per adult
View Boston Observation Deck General Admission
City Views

Boston Harbor Narrated Sunset Cruise

€25
per adult
88% of travellers recommend
Boston Harbor Narrated Sunset Cruise
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 €1,310 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.

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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.