Milton Vacations from ￥293,704

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

The Latest Milton Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.6/10 Excellent! (1,588 reviews)
Beautiful view. Good location

Reviewed on Jun 16, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Location for first time Boston visitors was really good as a lot area to explore by foot then you could Uber the rest. The staff and in-room dining was outstanding

Reviewed on Jun 16, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.6/10 Exceptional! (407 reviews)
Lobby smells of food because of the restaurant in the hotel. They need to change the menu or have a stronger exhaust.

Reviewed on Jun 6, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
8.8/10 Excellent! (1,001 reviews)
We loved the bar/restaurant in the lobby. Food and staff were Fantastic

Reviewed on Jun 16, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
9.2/10 Wonderful! (444 reviews)
Great stay here at this Boston property. Staff was on point from bell man / Front Desk / F&B / Room Service.

Reviewed on Jun 11, 2025

Find the Best Milton Vacation Packages

Milton Hotel Deals

Garrison Hotel & Suites Dover-Portsmouth, Ascend Hotel Collection
Garrison Hotel & Suites Dover-Portsmouth, Ascend Hotel Collection
2.5 out of 5
200 Sterling Way, Dover, NH
Fully refundableReserve now, pay when you stay
The price is ￥18,140 per night from Jun 29 to Jun 30
￥18,140
￥19,682 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (949 reviews)
"Lovely"

Reviewed on Jun 16, 2025

Garrison Hotel & Suites Dover-Portsmouth, Ascend Hotel Collection
Microtel Inn & Suites by Wyndham Dover
Microtel Inn & Suites by Wyndham Dover
2 out of 5
31 Webb Pl, Dover, NH
Fully refundableReserve now, pay when you stay
The price is ￥14,355 per night from Jun 29 to Jun 30
￥14,355
￥15,576 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (998 reviews)
"Staff is extremely personable and willing and able to help. Very down to earth and pleasant."

Reviewed on Jun 18, 2025

Microtel Inn & Suites by Wyndham Dover
Downtown Dover Inn
Downtown Dover Inn
2 out of 5
481 Central Ave, Dover, NH
Fully refundableReserve now, pay when you stay
The price is ￥17,255 per night from Jun 22 to Jun 23
￥17,255
￥18,721 total
Jun 22 - Jun 23
includes taxes & fees
6/10 (227 reviews)
"The hotel staff was accommodating when I arrived a few minutes early. The room could have been cleaner, but I also didn’t ask them to fix it as I did arrive a little early so they were rushed. I"

Reviewed on Jun 13, 2025

Downtown Dover Inn
See all 933 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.

Frequently asked questions

How much does a Milton vacation package cost?
Offering great value package deals from ￥293,704 on Expedia, you'll be thrilled with how little a vacation to Milton costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Milton?
To pick up cheap Milton vacation packages, plan your trip outside of busy periods like public holidays and major festivals. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Milton?
The ideal duration for your Milton vacation depends on what you'd like to see. Typically, a few days to a week will give you time to visit all the leading attractions and explore some hidden gems along the way.
How to find the best Milton package deals?
Use Expedia's filter tool to find some of the best Milton package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break 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 lock in your vacation package as early as possible.
Is it cheaper to book a Milton vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still have the freedom to create a tailored Milton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Milton?
If you're planning a spontaneous Milton vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Milton?

  1. Choose your travel dates: The things you'd like to do in Milton and your preferred season can help you decide when to get away.
  2. Set a budget: Factor in costs like transportation, flights and meals when working out how much to save for your trip to Milton. Then, select a property that fits your budget, whether that's a wallet-friendly stay or a high-end getaway.
  3. Decide how long to go away for: Now that you're more familiar with Milton, you can figure out the perfect length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Milton vacation package that brings all your bookings together.

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