Milford Vacations from $294

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The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
Downtown Manchester
Save 100% on your flight
Price was $473, price is now $294 per person
$294
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9/10 Wonderful! (1,061 reviews)
Rooms clean, staff nice, good location

Reviewed on Dec 14, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,351, price is now $433 per person
$433
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,189, price is now $681 per person
$681
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on Nov 26, 2025

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Price was $608, price is now $353 per person
$353
per person
Jan 24 - Jan 30
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (2,013 reviews)
Really loved Staying here. Staff was excellent. Jameson is very good at his job as is everyone there. Rooms are on smaller side but bed is huge and very comfy!! I had a view north of the Charles River and MIT. It was very cool! Will definitely be back in the new year!

Reviewed on Dec 18, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,149, price is now $686 per person
$686
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway.

Reviewed on Dec 14, 2025

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Discover the most popular places to visit in Milford

The Tasting Room - An Italian Wine Shop

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.

The Tasting Room - An Italian Wine Shop

Vietnam Mountain Biking Trail

You can take time to visit Vietnam Mountain Biking Trail during your travels to Milford. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Vietnam Mountain Biking Trail

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
$88 nightly
The price is $98 total per night from Jan 7 to Jan 8
$98 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
They just had some remodeling going on the way to the pool area but still no biggie (at least the pool was open for my grandkids) they had a blast! No breakfast due to new management (waiting on their license) but we found a great place called Marty’s.

Reviewed on Dec 8, 2025

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
$102 nightly
The price is $114 total per night from Dec 21 to Dec 22
$114 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Parking is safe. Breakfast was good but no vegan options. Needs more variety. Also, no bottled water in the rooms is crazy.

Reviewed on Dec 13, 2025

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
$102 nightly
The price is $114 total per night from Dec 28 to Dec 29
$114 total
Dec 28 - Dec 29
Total with taxes and fees
8.4/10 Very Good! (990 reviews)
Clean room. Well established hotel

Reviewed on Dec 15, 2025

DoubleTree by Hilton Boston - Milford
See all 664 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 $294 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.