Milford Vacations from $759

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The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Boston/Waltham

HYATT house Boston/Waltham

3 out of 5
Save 100% on your flight
Price was $1,262, price is now $759 per person
$759
per person
Jun 2 - Jun 9
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,086 reviews)
Nice clean place, loud neighbors

Reviewed on Apr 23, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $3,852, price is now $2,482 per person
$2,482
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $2,924, price is now $1,913 per person
$1,913
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (544 reviews)
Well maintained and clean place, friendly and professional staff.

Reviewed on Apr 17, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,644, price is now $1,082 per person
$1,082
per person
Jul 15 - Jul 18
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
We loved our stay here. The restaurant "The Fed" had cozy decor, amazing food and served food until 10:30pm. This was great when our flight in was delayed and we could still eat dinner when we arrived. The rooms have lots of lighting choices, bed side reading lights too, and little trays to place your odds and ends to help keep organized. We could have used a few more hangers, but the hotel staff continuously gave us water for the room, and there were cozy robes and slippers there too. When housekeeping came they tidied everything up nicely, even rolling up our laptop cords. The staff was friendly and helpful with everything from maps and directions to concierge and luggage hold the day we were to depart. Also love the twelve pm checkout. A lovely place to stay. We were out our few days visit from 9am to 9pm each day and it really was such a wonderful place to return to each night.

Reviewed on Apr 21, 2026

Briar Barn Inn

Briar Barn Inn

3.5 out of 5
Price was $2,249, price is now $1,482 per person
$1,482
per person
Jun 4 - Jun 8
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (779 reviews)
This Inn is a gem!

Reviewed on Apr 13, 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 Apr 26 to Apr 27
$130 total
Apr 26 - Apr 27
Total with taxes and fees
8/10 Very Good! (1,001 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 refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Apr 26 to Apr 27
$103 total
Apr 26 - Apr 27
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
My room was clean. Staff was welcoming. Breakfast was good. Many plazas in the area to get food and necessities. Target is down the road.

Reviewed on Apr 21, 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
$106 nightly
The price is $118 total per night from May 17 to May 18
$118 total
May 17 - May 18
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Enjoyed the food and playing on the pool table. Easy off and on the highway . Bar staff was great. When we stay in this area we will stay here again and again. Clean room and big bathroom in the room is always nice.

Reviewed on Apr 19, 2026

DoubleTree by Hilton Boston - Milford
See all 755 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 $759 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.