
Milford Vacations from $502
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The Latest Milford vacation packages
Price found within the past 48 hours. Click for updated prices.


Boston Harbor Hotel
North End
$856
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Great hotel at a terrific site. The North End restaurants and Faneuil Hall are both at walkable distances. Everywhere we were in the Hotel there was always a staff member asking if we needed help. We loved out stay at the Boston Harbor Hotel.
Reviewed on Sep 22, 2026

Raffles Boston
Back Bay
$955
per person
Dec 3 - Dec 6
just found
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
The room is beautiful, minimalist, luxurious, and extremely comfortable. In my opinion, it’s perfect for a solo traveler or, especially, for a couple. Since the room is on the smaller side, I personally wouldn’t consider it ideal for families traveling with children.
For a romantic getaway, however, it was absolutely perfect. One of the highlights is having an incredible and highly sought-after restaurant right inside the building. The dining experience was exceptional — the food was impeccable, the atmosphere was beautiful, and it truly added another level to our stay. I highly recommend making the restaurant part of the experience.
To make our stay even more special, I hired a local company, Our Love Box (@ourlovebox on Instagram), to create a romantic surprise in the room. I ordered a gorgeous bouquet of 100 roses along with a full romantic room setup, and the result was absolutely stunning.
What impressed me even more was how seamless everything was. They handled the entire setup and came back the following day to remove all of the decorations. Once they were finished, you couldn’t even tell there had been a setup in the room — everything was left exactly as it was before.
Overall, the entire experience was incredible. Between the luxurious and comfortable room, the exceptional dining experience, and the romantic setup, it was truly memorable. I highly recommend this experience for couples celebrating an anniversary, birthday, proposal, or simply looking for a special
Reviewed on Sep 21, 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 27 - Sep 28
Total with taxes and fees

Holiday Inn Express Boston - Milford by IHG
50 Fortune Blvd Milford MA
Fully refundable
$114 nightly
$127 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
"Very clean and wonderful hot tub and pool. The only problem was the TV did not provide input options to stream. The front desk lady said it has worked in the past but is not working now."
Reviewed on Sep 21, 2026

Spark by Hilton Milford Boston
3 Fortune Boulevard Milford MA
$82 nightly
$92 total
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (48 reviews)
"Pleasant check in. Clean and quiet."
Reviewed on Sep 21, 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 $502 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.



















