Milford Vacations from $331

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The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $492, price is now $331 per person
$331
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone!

Reviewed on Dec 28, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,696, price is now $798 per person
$798
per person
Mar 7 - Mar 13
found 24 hours 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 Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,587, price is now $922 per person
$922
per person
Mar 7 - Mar 13
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,022, price is now $1,203 per person
$1,203
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
I had a blast at Raffles

Reviewed on Jan 12, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $939, price is now $609 per person
$609
per person
Feb 26 - Feb 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Staff were all very friendly and helpful

Reviewed on Jan 12, 2026

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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
$84 nightly
The price is $94 total per night from Feb 6 to Feb 7
$94 total
Feb 6 - Feb 7
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
Staff was great! We requested the first floor and while we could have chosen the 3 o 4 th. Renovated floors, we wanted easy access to our car. Our children live in Hopkinton so we like the easy in and out of that floor. That being said the room was clean and comfortable! We always stay here when ...

Reviewed on Jan 3, 2026

Sonesta Select 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
$84 nightly
The price is $94 total per night from Feb 7 to Feb 8
$94 total
Feb 7 - Feb 8
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
Rooms were fairly clean with only a little dust here and there. I will say the hotel and the room never really gave me a clean feeling or smelled fresh, almost like it gets vacuumed every day but needs a deep clean of sorts. Worked fine for the night.

Reviewed on Jan 12, 2026

Comfort Inn 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 refundableReserve now, pay when you stay
$97 nightly
The price is $108 total per night from Feb 1 to Feb 2
$108 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Clean & comfy stay. Great breakfast

Reviewed on Jan 3, 2026

Holiday Inn Express Boston - Milford by IHG
See all 678 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 $331 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.