Milford Vacations from $517

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The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $724, price is now $517 per person
$517
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9/10 Wonderful! (2,071 reviews)
Extremely clean facility with a gorgeous view of the Harbor!

Reviewed on Oct 31, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,532, price is now $902 per person
$902
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Atlas Hotel Boston Cambridge

The Atlas Hotel Boston Cambridge

4.5 out of 5
Allston
Price was $2,545, price is now $1,768 per person
$1,768
per person
Jan 1 - Jan 4
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
9.4/10 Exceptional! (464 reviews)
Good hotel, nothing to complain

Reviewed on Oct 31, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was $1,081, price is now $777 per person
$777
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was $1,641, price is now $1,208 per person
$1,208
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

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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.
See properties

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
$94 nightly
The price is $105 total per night from Nov 3 to Nov 4
$105 total
Nov 3 - Nov 4
Total with taxes and fees
Sonesta Select 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
Fully refundable
$99 nightly
The price is $111 total per night from Nov 29 to Nov 30
$111 total
Nov 29 - Nov 30
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Clean"

Reviewed on Oct 30, 2026

Holiday Inn Express Boston - Milford by IHG
DoubleTree by Hilton Boston - Milford

DoubleTree by Hilton Boston - Milford

4 out of 5
11 Beaver Street Milford MA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Nov 8 to Nov 9
$141 total
Nov 8 - Nov 9
Total with taxes and fees
DoubleTree by Hilton Boston - Milford
See all 744 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.

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 $517 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.