Milton Vacations from $347

Book a Hotel + Flight or Car together to unlock savings

Your Milton Vacation

Excellent adventures await when you reserve a Milton vacation package. Whether you're a foodie, art buff or just a traveler who appreciates new places, there's something for everyone in this vibrant city. There's lots to see during your trip to Milton, including Sunrise Lake and Marchs Pond. Whoever you're taking time off with and whatever the size of your budget, your dream Milton vacation is just clicks away with Expedia.

The Latest Milton vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was $554, price is now $347 per person
$347
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
17.6/10 Exceptional! (1,000 reviews)
Great shower. Bathroom fan doesn't come on when in shower. Should have free coffee in morning.

Reviewed on Nov 16, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,135, price is now $446 per person
$446
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,212, price is now $682 per person
$682
per person
Jan 21 - Jan 25
found 12 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to Boston (BOS)
9.6/10 Exceptional! (245 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,767, price is now $1,086 per person
$1,086
per person
Dec 27 - Jan 3
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.8/10 Exceptional! (1,003 reviews)
Room was clean and tidy

Reviewed on Nov 10, 2025

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $907, price is now $613 per person
$613
per person
Dec 27 - Jan 3
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (259 reviews)
The kitchen isn't fully equipped for cooking. I found some culinary utensils incl. a pan and a pot. But there wasn't any stove to cook. The shops nearby are great incl. Trader Joe's and Maruichi.

Reviewed on Nov 4, 2025

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Milton Hotel Deals

Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel

Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel

2.5 out of 5
200 Sterling Way Dover NH
Fully refundable
$89 nightly
The price is $97 total per night from Nov 25 to Nov 26
$97 total
Nov 25 - Nov 26
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
staff is super friendly and helpful

Reviewed on Nov 11, 2025

Garrison Hotel & Suites Dover-Portsmouth, an Ascend Collection Hotel
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
$81 nightly
The price is $88 total per night from Dec 17 to Dec 18
$88 total
Dec 17 - Dec 18
Total with taxes and fees
7.8/10 Good! (1,000 reviews)
Clean

Reviewed on Nov 14, 2025

Microtel Inn & Suites by Wyndham Dover
Quality Inn

Quality Inn

2.5 out of 5
1892 Main Street, Sanford, ME
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $109 total per night from Nov 23 to Nov 24
$109 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (652 reviews)
Staff was very respectful. Property was clean.

Reviewed on Oct 19, 2025

Quality Inn
See all 931 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.

Find the Best Milton Vacation Packages

Milton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portsmouth Intl. Airport (PSM)
Population
580
Top Sights
Rochester Opera House, Merrymeeting Lake and Sunrise Lake

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Frequently asked questions

How much does a Milton vacation package cost?
Offering great value package deals from $347 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?
You can typically find lower prices and better availability in January, September and October. Check out our cheap Milton vacation packages and you could land some great off-season discounts.
How many days is enough for Milton?
With a well-organized itinerary, you can easily hit the main Milton sights in a few days. But if you prefer to discover hidden gems or take day trips, think about booking your Milton vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Milton vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Milton vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.