Milton Vacations from $887

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Your Milton Vacation

Book a Milton vacation package and get set to experience all this lively city has to offer. Consider staying in the neighborhood of Downtown Boston, which is good for nightlife, shopping and bars and pubs. South Shore Plaza, Blue Hills Ski Area and F1 Boston are just a few of the sights worth visiting during your trip to Milton. No matter your travel plans or the size of your budget, organizing a tailored Milton vacation is a breeze with Expedia.

The Latest Milton vacation packages

Price found within the past 48 hours. Click for updated prices.
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
Coolidge Corner
Save 100% on your flight
Price was $1,419, price is now $887 per person
$887
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8/10 Very Good! (4,228 reviews)
convenient spot - right by the C tram & few min walk from cleveland circle & like 20ish from fenway

Reviewed on Jun 28, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was $1,964, price is now $1,176 per person
$1,176
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (150 reviews)
The most impactful asset of this hotel is the staff. They were extremely accommodating and helpful, and made us feel very welcome. As a new hotel, they have a few tweaks to make: for example, it would be helpful to have a copy of the room service menu in each room. Based on the excellence of the staff, though, I am confident they will work out these minor issues.

Reviewed on Jun 28, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,727, price is now $1,036 per person
$1,036
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,642, price is now $1,022 per person
$1,022
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Perfection every way

Reviewed on Jun 29, 2026

The Coach House

The Coach House

3 out of 5
Save 100% on your flight
Price was $1,754, price is now $1,122 per person
$1,122
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (182 reviews)
Everything was perfect

Reviewed on Jun 12, 2026

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Stay near popular Milton attractions

Eustis Estate Museum and Study Center

You can spend an afternoon studying 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 CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

$45
per adult
98% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
Harvard Guide leading a tour

Harvard University Campus Guided Walking Tour

$23
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
See all activities in Milton

Milton Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
$177 nightly
The price is $205 total per night from Jul 1 to Jul 2
$205 total
Jul 1 - Jul 2
Total with taxes and fees
9/10 Wonderful! (2,401 reviews)
"Good access and comfortable interior, including the nice coffee bar"

Reviewed on Jun 28, 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 5 to Jul 6
$254 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (4,488 reviews)
"Nice hotel, would stay again"

Reviewed on Jun 29, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $167 total per night from Jun 30 to Jul 1
$167 total
Jun 30 - Jul 1
Total with taxes and fees
9/10 Wonderful! (2,706 reviews)
"Clean and very trendy. Well situated to all attractions!"

Reviewed on Jun 28, 2026

The Revolution Hotel
See all 4,198 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
Logan Intl. Airport (BOS)
Population
27,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
New England Aquarium, Boston Museum of Fine Arts and Revere Beach

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Frequently asked questions

How much does a Milton vacation package cost?
You can snap up a vacation package to this destination from $887 on Expedia. However, how much your vacation 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?
You're likely to find lower rates and better availability in November, December and January. Browse our cheap Milton vacation packages and you could get some great off-season deals.
How many days is enough for Milton?
With a well-organized itinerary, you can easily visit the top Milton sights in a few days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Milton vacation for longer.
Is it worth booking a vacation package to Milton?
It's no wonder a Milton vacation is on the to-do list of many travelers. 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 vacation package well in advance.
Is it cheaper to book a Milton vacation as a package?
You can enjoy significant savings on your Milton retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation 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. Choose your dates: The things you plan to do in Milton and your favorite season will help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Milton.
  3. Use Expedia's trip planning tool to explore Milton: Research every part of your trip to Milton with this handy planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Set the duration of your trip: Start by listing all the sights and activities you want to get to in Milton. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Milton vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some incredible things to do in Milton. Book tickets or make reservations in advance to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Milton vacation packages?
Your Milton trip should be an escape from your busy life, not a reason for money worries. So to give you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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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.