Milford Vacations from $390

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The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $956, price is now $390 per person
$390
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $1,468, price is now $848 per person
$848
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was $1,521, price is now $1,055 per person
$1,055
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
10/10 Exceptional! (11 reviews)
We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape.

Reviewed on Jul 27, 2026

The Coonamessett

The Coonamessett

3.5 out of 5
Price was $611, price is now $429 per person
$429
per person
Jan 28 - Feb 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (709 reviews)
The Coonamessett is a beautiful inn overlooking the water. The suite I stayed in was absolutely stunning. Breakfast is excellent with some vegan options such as mixed fruit and oat milk. The inn is extremely comfortable, clean, and well-maintained. My suite even had two walk-in closets.

Reviewed on Nov 11, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was $1,669, price is now $1,178 per person
$1,178
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (491 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
$84 nightly
The price is $94 total per night from Dec 12 to Dec 13
$94 total
Dec 12 - Dec 13
Total with taxes and fees
7.6/10 Good! (1,000 reviews)
"This hotel looks as though it was recently taken over by a foreign entity. The hotel description indicated there was an on site restaurant/deli. There was an area in the reception area which looked like it might have been a food area but was completely roped off. The carpet in the hallways were in ..."

Reviewed on Nov 11, 2026

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
$95 nightly
The price is $106 total per night from Dec 13 to Dec 14
$106 total
Dec 13 - Dec 14
Total with taxes and fees
Holiday Inn Express Boston - Milford by IHG
Spark by Hilton Milford Boston

Spark by Hilton Milford Boston

2.5 out of 5
3 Fortune Boulevard Milford MA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Nov 22 to Nov 23
$100 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (98 reviews)
"Excellent staff, very friendly. The bed was comfortable. Unfortunately we were above the entrance and could hear rolling suitcases, but overall very satisfied."

Reviewed on Nov 13, 2026

Spark by Hilton Milford Boston
See all 741 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 $390 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.