Milton Holidays
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Top Flight + Hotel Deals in Milton
Price found within the past 48 hours. Click for updated prices.
The Newbury Boston
Back Bay
€2,603
per person
8 Oct - 15 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (709 reviews)
Great hotel in a fantastic location. This is in the previous Ritz Carlton location. Room was well appointed and clean. Dinner at Contessa on 17th floor, great food, view and vibe. Also had breakfast at the lobby bar. This was another winner on service and food. Would highly recommend.
Reviewed on 25 Aug 2026
Raffles Boston
Back Bay
€3,633
per person
8 Oct - 15 Oct
found 10 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (294 reviews)
Boutique hotel feel . It was an excellent stay, staff is awesome, location is great. Those sheets are heavenly, I have been told they are French.
Reviewed on 24 Aug 2026
Top hotels in Milton
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
€218
6 Sept - 7 Sept
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
€129
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (2,878 reviews)
"I chose this hotel in part because of the non cookie cutter design aesthetics. Our room was in the lofts across the street so iwe didnt feel the vibe as one would in the main part of the hotel."
Reviewed on 25 Aug 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
€238
27 Aug - 28 Aug
includes taxes & fees
9.2/10 Wonderful! (4,895 reviews)
"Great location. Excellent amenities. Loved the coffee shop."
Reviewed on 25 Aug 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.
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.
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.
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.
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.
What to do in Milton
Boston Old Town Trolley Hop-on Hop-Off City Tour
€40
per adult
90% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
€61
per adult
80% of travellers recommend
Boston Summer Nights Tour and River Cruise
€44
per adult
90% of travellers recommend
Frequently asked questions
How much does a Milton holiday package cost?
You can snap up a holiday package to this destination from €1,202 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?
- 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.
- 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.
- 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.
- 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
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- Boston Harbor
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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.
