Milford Vacations from $337

Book a Hotel + Flight or Car together to unlock savings

Photo by Shannon Willitts

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was $527, price is now $337 per person
$337
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,013 reviews)
We enjoyed our stay. Would stay again

Reviewed on Nov 24, 2025

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner South Side
Save 100% on your flight
Price was $1,189, price is now $667 per person
$667
per person
Feb 12 - Feb 17
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (460 reviews)
The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant. I would stay there anytime I'm in Brookline

Reviewed on Nov 22, 2025

Premier Suites - Bay Village

Premier Suites - Bay Village

2 out of 5
Bay Village
Save 100% on your flight
Price was $743, price is now $461 per person
$461
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Boston (BOS)
6.2/10 (245 reviews)
Great central location, but very over priced for what you get. Felt like I was going to fall through the floor. Super old building and nothing works that well. Internet on tv didn't work. Bath plug/stopper didn't work. Electric hotplate didn't work. Don't bring a large suitcase as the stairs are very narrow and steep and I had to lug it up to the 4th floor.

Reviewed on Nov 10, 2025

The Merchant

The Merchant

3 out of 5
Downtown Salem
Save 100% on your flight
Price was $1,125, price is now $740 per person
$740
per person
Dec 30 - Jan 3
just found
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (375 reviews)
Incredible hospitality. One of our favorite hotel experiences in a while.

Reviewed on Nov 28, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $971, price is now $644 per person
$644
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everything about this hotel is exceptional.

Reviewed on Nov 29, 2025

Don't see what you're looking for?
See all available trips from Columbus to Milford
View all trips

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Discover the most popular places to visit in Milford

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

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

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
$82 nightly
The price is $92 total per night from Dec 19 to Dec 20
$92 total
Dec 19 - Dec 20
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
Very quiet, and clean

Reviewed on Nov 20, 2025

Sonesta Select Boston Milford
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
$106 nightly
The price is $118 total per night from Dec 21 to Dec 22
$118 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (980 reviews)
N/A

Reviewed on Nov 27, 2025

DoubleTree by Hilton Boston - Milford
Comfort Inn Boston Milford

Comfort Inn Boston Milford

2.5 out of 5
24 Beaver St Milford MA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Dec 12 to Dec 13
$97 total
Dec 12 - Dec 13
Total with taxes and fees
7.2/10 Good! (1,003 reviews)
Yes

Reviewed on Nov 23, 2025

Comfort Inn Boston Milford
See all 649 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Milford vacation package cost?
You can pick up a vacation package to this popular destination from $337 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.

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.