Milford Vacations from $733
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The Latest Milford vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$761
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Four Seasons Hotel Boston
Bay Village
$1,250
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Stay near popular Milford attractions
The Tasting Room - An Italian Wine Shop
8.6/10 (13 reviews)
This intimate Italian wine shop showcases imported varietals from Tuscany, Veneto, and beyond. Select five wines from their rotating menu to taste before purchasing your favorites.
Milford Hotel Deals
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
$94 nightly
$105 total
Sep 29 - Sep 30
Total with taxes and fees
7.6/10 Good! (1,003 reviews)
"Comfortable"
Reviewed on Sep 26, 2026
Holiday Inn Express Boston - Milford by IHG
50 Fortune Blvd Milford MA
Fully refundable
$114 nightly
$127 total
Oct 26 - Oct 27
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"Great food as a nice bonus"
Reviewed on Sep 25, 2026
Spark by Hilton Milford Boston
3 Fortune Boulevard Milford MA
Fully refundableReserve now, pay when you stay
$82 nightly
$92 total
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (53 reviews)
"Staff was accommodating and room was clean. Would definitely stay again."
Reviewed on Sep 25, 2026
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 Milford Vacation Packages
Milford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | T.F. Green Airport (PVD) |
Population | 25,100 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Blissful Meadows Golf Club, Arrowhead Acres and Lake Chauncy Public Beach |
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Frequently asked questions
How much does a Milford vacation package cost?
You can pick up a vacation package to this popular destination from $733 on Expedia. However, how much your vacation to Milford costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Milford?
If you're looking to score a cheap Milford vacation package, consider planning a trip in December, January and February. You'll typically find lower rates on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Milford?
With a well-planned itinerary, you can easily visit the main Milford attractions in a few days. But if you'd like to venture off the beaten track or take day trips, think about booking your Milford vacation for longer.
How to find the best Milford package deals?
Start your search for a Milford package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Milford package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Milford escape off to a flying start.
Is it cheaper to book a Milford vacation as a package?
You can enjoy significant savings on your next Milford break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Milford?
If you're planning an impromptu Milford vacation, check out 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 find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Milford vacation packages?
Secure your dream getaway to Milford with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snag great deals before they sell out.
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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.
