Milton Vacation Packages

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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.

Top Milton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Mar. 14 - Mar. 17
found 21 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
Beautiful hotel with amazing staff! My family had a wonderful time!

Reviewed on Dec. 16, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Feb. 16 - Feb. 21
found 2 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Terrific staff! Concierge, door men, wait staff, room cleanliness, just excellent. Really can’t wait to come back. RA McCall

Reviewed on Dec. 19, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 16 - Feb. 21
found 2 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (81 reviews)
V nice room deco and designs. Attentive staff who are in close touch via text. Great experience all around.

Reviewed on Nov. 29, 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 14 - Mar. 18
found 22 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.6/10 Excellent! (1,002 reviews)
The Copley is old school Boston. The hotel has lots of character and is located in one of the nicest parts of the city Back Bay.

Reviewed on Dec. 22, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 14 - Mar. 17
found 21 hours ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.4/10 Exceptional! (311 reviews)
It’s definitely a cut above standard hotels.

Reviewed on Dec. 15, 2024

Ready to book your vacation to Milton?

 

Choose your dates

Milton Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jan. 5 to Jan. 6
CA $217
CA $303 total
includes taxes & fees
Jan 5 - Jan 6, 2025
9/10 Wonderful! (3,015 reviews)
"Really cute room"

Reviewed on Dec. 22, 2024

Omni Boston Hotel at the Seaport
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Dec. 24 to Dec. 25
CA $202
CA $277 total
includes taxes & fees
Dec 24 - Dec 25
9.2/10 Wonderful! (5,111 reviews)
"We had a lovely stay. Room was clean, staff was friendly and helpful. Easy to walk anywhere in downtown."

Reviewed on Dec. 22, 2024

The Dagny Boston
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Jan. 3 to Jan. 4
CA $148
CA $231 total
includes taxes & fees
Jan 3 - Jan 4, 2025
8.2/10 Very Good! (3,291 reviews)
"Great location - staff is incredible. Rooms are immaculate and very quiet. Great bedding. No mini bar - small fridge and bathrooms are quite small. Small sacrifice for the overall quality of the hotel. Can't beat the location."

Reviewed on Dec. 22, 2024

Hilton Boston Park Plaza
See all 3,418 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Milton vacation package cost?
You can snap up a vacation package to this destination from CA $1,305 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?
Travel in the off-peak season and you’re likely to get cheap Milton vacation packages. Keep in mind that school vacation 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 vacation 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.
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. Pick the perfect time to travel: Your schedule, favorite 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 vacation package that brings all your bookings together.

Discover the most popular places to visit in Milton

Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

What to do in Milton

View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

CA $36
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $106
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Milton
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.