Milford Vacation Packages

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Top Milford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

Dorchester
CA $811
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Iris Hotel Boston

Iris Hotel Boston

Coolidge Corner
CA $1,485
per person
Nov 7 - Nov 14
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (656 reviews)
Chatham Bars Inn

Chatham Bars Inn

CA $4,713
per person
Oct 7 - Oct 12
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (857 reviews)
Nantucket Inn

Nantucket Inn

CA $1,689
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.2/10 Wonderful! (777 reviews)
20 min from Main Street but an hourly shuttle bus to and from main street was helpful. Near the airport but was not noisy. Room was not ready at 4:00PM checkin but staff was helpful in finding an alternate.

Reviewed on Aug 26, 2026

Raffles Boston

Raffles Boston

Back Bay
CA $2,895
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (294 reviews)

Things to do in and around Milford

Milford, Massachusetts offers a variety of activities perfect for sports enthusiasts and families alike. You can enjoy music concerts, explore educational attractions, and indulge in shopping at the local mall. For a memorable weekend getaway, consider planning travel adventures or exploring the best Milford Sound tours to enhance your day itinerary. With a range of entertainment options, Milford is an ideal destination for a fun-filled vacation.

Shopping

For shopping in Milford, visit Flea Market Square, located 16.1km away, for unique finds. If you're up for a drive, head to Solomon Pond Mall, 25.7km away, or Wrentham Village Premium Outlets, 17.7km away, both offering a mix of entertainment and shopping options.

Recreation

Experience the thrill of sports at Gillette Stadium, soak up the adventure vibes at the New England Sports Center's ice skating, or enjoy a relaxing round of golf surrounded by nature at Foxborough Country Club. Each venue offers a unique blend of recreation and wellness just a short drive from Milford.

Adventure

Experience the thrilling Vietnam Mountain Biking Trail in Milford, perfect for outdoor enthusiasts. For family fun, Apex Entertainment Center offers arcade games and adventure activities 22.5km away. Supercharged Entertainment, located 20.9km from Milford, provides an exhilarating karting experience for those seeking excitement.

Nightlife

For a lively nightlife experience in Milford, consider venturing to Cambridge Common, a charming pub located 41.8km away. Enjoy a mix of entertainment and romance vibes, making it a perfect spot for socializing and unwinding after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Milford

Milford, Massachusetts, offers a variety of entertainment, sports, and family-friendly activities, making it an ideal vacation spot. Explore local attractions like national and state parks, as well as historic and modern colleges and universities. Visitors can immerse themselves in culture and outdoor experiences, while optional trips to Milford Sound and nearby attractions provide further excitement. Don't miss out on the unique charm and diverse activities Milford has to offer.

  • Hopkinton State Park: Experience the great outdoors at Hopkinton State Park, just 11.3km from Milford. This beautiful park offers hiking trails, scenic views, and opportunities for swimming and picnicking, making it a perfect spot for adventure and relaxation in nature.
  • Xfinity Center: Located 29.0km from Milford, the Xfinity Center is a premier entertainment venue. Enjoy concerts and events that cater to the whole family, creating lasting memories in a lively atmosphere filled with excitement.
  • Hall at Patriot Place: Just 20.9km away, this museum immerses you in the rich culture of American football. Explore interactive exhibits and learn about the history and significance of the New England Patriots, making it a must-visit for sports enthusiasts.

Best time to go to Milford

The best time to visit Milford is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly SunnySlightly LowSlightly Low
February30.0°F (-1.1°C)Light RainMostly SunnyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnySlightly HighAverage
April48.0°F (8.9°C)Light RainMostly SunnySlightly HighAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageSlightly High
June66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August72.0°F (22.2°C)Light RainMostly SunnyAverageAverage
September64.9°F (18.3°C)Light RainMostly SunnyAverageSlightly High
October54.3°F (12.4°C)Light RainMostly SunnyAverageSlightly High
November43.0°F (6.1°C)Light RainMostly SunnySlightly LowAverage
December34.9°F (1.6°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Milford

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Milford.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Ready to book your vacation to Milford?

Choose your dates

Milford Hotel Deals

Sonesta Select Boston Milford

Sonesta Select Boston Milford

10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
CA $121
CA $135 total
Sep 7 - Sep 8
includes taxes & fees
Sonesta Select Boston Milford
Holiday Inn Express Boston - Milford by IHG

Holiday Inn Express Boston - Milford by IHG

50 Fortune Blvd Milford MA
Fully refundable
CA $140
CA $157 total
Aug 30 - Aug 31
includes taxes & fees
Holiday Inn Express Boston - Milford by IHG
Spark by Hilton Milford Boston

Spark by Hilton Milford Boston

3 Fortune Boulevard Milford MA
Fully refundableReserve now, pay when you stay
CA $125
CA $140 total
Sep 8 - Sep 9
includes taxes & fees
Spark by Hilton Milford Boston
See all 760 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.

Stay near popular Milford attractions

The Tasting Room - An Italian Wine Shop

8.6/10 (13 reviews)
Take the family on an outing to The Tasting Room - An Italian Wine Shop during your trip to Milford. Attend a sporting event or simply enjoy the lively bars while you're in the area.
See properties

Frequently asked questions

How much does a Milford vacation package cost?
You can grab a vacation package to this top destination from CA $811 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.

Explore a world of travel with Expedia

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