Milford Vacations from $680

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The Latest Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
South End
Save 100% on your flight
Price was $1,139, price is now $680 per person
$680
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (1,003 reviews)
small but well appointed room. great for shorter stays. Not a lot of extra space. Bed and pillows were comfy. I would go back. location was very convenient.

Reviewed on May 4, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was $2,592, price is now $1,441 per person
$1,441
per person
Jul 21 - Jul 26
just found
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9/10 Wonderful! (670 reviews)
Staff was amazing and so nice. Place was clean and a very affordable price. Would stay again!

Reviewed on May 3, 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Save 100% on your flight
Price was $1,327, price is now $751 per person
$751
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (1,430 reviews)
Walkable, convenient, close to the main spots

Reviewed on May 3, 2026

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

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

3 out of 5
Save 100% on your flight
Price was $6,566, price is now $3,894 per person
$3,894
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 2025

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was $1,368, price is now $850 per person
$850
per person
Jul 14 - Jul 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (66 reviews)
Love the vibe and the stuff, strongly recommended!

Reviewed on May 3, 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 10 to May 11
$130 total
May 10 - May 11
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
construction during our stay. dust and dirt.

Reviewed on May 3, 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 May 17 to May 18
$103 total
May 17 - May 18
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Wonderful experience

Reviewed on May 4, 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
$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! (1,004 reviews)
Breakfest Buffet did cost extra but was nice! Pool was nice and everything very clean! The Lounge Bar and Grill was hoppin when we arrived on Saturday night! Plenty of Take out options!

Reviewed on May 3, 2026

DoubleTree by Hilton Boston - Milford
See all 765 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 $680 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.