Milford Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Milford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
Excellent hotel with friendly staff, clean and comfortable rooms with a Starbucks! We love the cookies at check in. always a winner. It is in a weird location but for our one night it was great.

Reviewed on Jul. 14, 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
per person
Sep 1 - Sep 4
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!

Reviewed on Jul. 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (2,001 reviews)
Not bad at all, but nothing special

Reviewed on Jul. 13, 2025

Ready to book your vacation to Milford?

 

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Milford Hotel Deals

Sonesta Select Boston Milford
Sonesta Select Boston Milford
3 out of 5
10 Fortune Blvd, Milford, MA
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Jul 20 to Jul 21
CA $196
CA $219 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Safe, clean and comfortable"

Reviewed on Jul. 11, 2025

Sonesta Select Boston Milford
DoubleTree by Hilton Boston - Milford
DoubleTree by Hilton Boston - Milford
4 out of 5
11 Beaver Street, Milford, MA
The price is CA $162 per night from Aug 3 to Aug 4
CA $162
CA $181 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (937 reviews)
"Excellent checkin and coomies were warm and yummy. Room was clean. Best part was the Oasis Bar. Rose took great care ofus even though not alot of people there.Band was great. Topped of night at legends which had no on there on a Saturday night. Would co.e here again."

Reviewed on Jul. 10, 2025

DoubleTree by Hilton Boston - Milford
Holiday Inn Express Boston - Milford by IHG
Holiday Inn Express Boston - Milford by IHG
2.5 out of 5
50 Fortune Blvd, Milford, MA
The price is CA $174 per night from Jul 27 to Jul 28
CA $174
CA $195 total
Jul 27 - Jul 28
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Good place to stay if you’re going to Foxborough"

Reviewed on Jul. 3, 2025

Holiday Inn Express Boston - Milford by IHG
See all 611 properties in Milford
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 Milford vacation package cost?
You can grab a vacation package to this top destination from CA $631 on Expedia. However, how much your vacation to Milford costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Milford?
If you're looking to book a cheap Milford vacation package, consider travelling in January, February and March. You're likely to find lower rates on airfares and hotels during these quieter months --- perfect for travellers wishing to save money.
How many days is enough for Milford?
The ideal length for your Milford vacation depends on what you'd like to do and see. Generally, a few days to a week will give you plenty of time to check out all the leading sights and discover some hidden gems along the way.
How to find the best Milford package deals?
Landing a cheap Milford package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Milford package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Milford vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Milford vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Milford?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Milford trip.
How to plan a trip to Milford?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Milford.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will probably be the largest expense during your trip to Milford.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Milford. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: After you've settled on your travel dates and duration, lock in the right Milford vacation package for you.

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