Milford Vacations from $449

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The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
Lakeside Inn

Lakeside Inn

2 out of 5
Save 100% on your flight
Price was $731, price is now $449 per person
$449
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
7.6/10 Good! (2,346 reviews)
My room was very clean and the breakfast in the morning was just what I needed to wake up!

Reviewed on Apr 28, 2026

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 $1,699, price is now $941 per person
$941
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

HYATT house Boston/Waltham

HYATT house Boston/Waltham

3 out of 5
Save 100% on your flight
Price was $1,223, price is now $685 per person
$685
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (1,079 reviews)
The place was wonderful

Reviewed on Apr 29, 2026

The Kendall Hotel at the Engine 7 Firehouse

The Kendall Hotel at the Engine 7 Firehouse

3 out of 5
MIT
Save 100% on your flight
Price was $1,374, price is now $772 per person
$772
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Lovely hotel with charming decor and amenities. The staff was quite pl

Reviewed on Apr 27, 2026

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
Price was $1,335, price is now $815 per person
$815
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
7.4/10 Good! (874 reviews)
The best thing about this hotel is its location and its breakfast. It is right in the middle of Brighton and 5 minutes or less from the B Green Line and 10 minutes from the C Green Line. The neighborhood has some cute diners, restaurants and cafes. The included breakfast is decent, with waffles and eggwichs, fruit, yogurt, cereal and plenty of coffee and tea. The free cookies are a big hit. Housekeeping is available only on request, and the request has to be made by 12 noon. The rooms are clean but spare. The outlets are few and far between. There is a coffee maker, microwave and fridge in the room. The hotel is basic but gets the job done. In any other town, it would cost half the price. But it is in Brighton, so you get charged way more. There is parking.

Reviewed on Apr 23, 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
$116 nightly
The price is $130 total per night from May 3 to May 4
$130 total
May 3 - May 4
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Yes,met my needs

Reviewed on Apr 13, 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
$97 nightly
The price is $108 total per night from May 17 to May 18
$108 total
May 17 - May 18
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
Was nice and clean.

Reviewed on Apr 28, 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
$99 nightly
The price is $111 total per night from May 17 to May 18
$111 total
May 17 - May 18
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
The staff was great, we loved the pool and the gym!

Reviewed on Apr 27, 2026

DoubleTree by Hilton Boston - Milford
See all 757 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 $449 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.