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.
The Boxer

The Boxer

4 out of 5
West End
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,236 reviews)
great location close to td garden but showed up and hour and a half past check in and my room wasnt ready also had a staff member up front who was really rude. the actual room was nice once we got in.

Reviewed on Jul. 15, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

Omni Parker House

Omni Parker House

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (2,836 reviews)
Beautiful historic property well located. The room with two queen (?) beds, was small and cramped for three adults. No room to sit and relax, and therefore overpriced!

Reviewed on Jul. 15, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (413 reviews)
The room was large, clean and quiet. There are plenty of restaurants within walking distance. The bed was comfortable. Overall, a great place to stay and close to MGH which is a key reason for booking.

Reviewed on Jul. 12, 2025

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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 $175 per night from Jul 27 to Jul 28
CA $175
CA $195 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (1,001 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! (938 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 $164 per night from Aug 3 to Aug 4
CA $164
CA $183 total
Aug 3 - Aug 4
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 $830 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.