Milford Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Milford Vacation

Our vacation packages to Milford offer endless opportunities to discover new sights, sounds and activities. And with all of the travel arrangements worked out, you can relax and enjoy your city getaway just like you deserve. Like some inspiration on what to see or do first during your trip to Milford? Check out popular attractions like Mattaponi Springs Golf Club. Stop dreaming and start doing. Explore the broad range of options on Expedia today and put your Milford vacation plans in motion!

Top Milford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

2.5 out of 5
Price was CA $835, price is now CA $784 per person
CA $784
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
6.2/10 (158 reviews)
Room was disapointng compared to price and pictures in add and other discriptions. Furnature was worn lamp shades missing would not stay there again the staff was nice and friendly

Reviewed on Jul 5, 2026

Warner Hall

Warner Hall

3 out of 5
Price was CA $1,173, price is now CA $1,153 per person
CA $1,153
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
10/10 Exceptional! (33 reviews)
From the immaculate grounds, to the unreal US history from the Warner family, this destination is a true gem. Phil and Laura; the inn keepers hosted our amazing stay and provided information on the rich history of the site. Austin’s is a wonderful high quality dining establishment on premises with outstanding cuisine, quiet atmosphere, and wonderful wine recommendations by Christian; a top-notch waiter and sommelier. The original house was remodeled to provide outstanding comfort and amenities. The soap, shampoo, and lotion scent is wonderful and unique. This location is a stones throw from Yorktown and other US history. Thank you for a memorable stay. We will be coming back to experience the other rooms and what the Inn has to offer for the things we were not able to get to during this trip!

Reviewed on Jul 7, 2026

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was CA $957, price is now CA $952 per person
CA $952
per person
Sep 18 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9.4/10 Exceptional! (369 reviews)
Very nice, enjoyable stay. Very close to Busch Gardens. Could see Drone show from the balcony.

Reviewed on Jul 15, 2026

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Milford Hotel Deals

Days Inn by Wyndham Ashland

Days Inn by Wyndham Ashland

2 out of 5
806 England St Ashland VA
Fully refundableReserve now, pay when you stay
The price is CA $78 per night from Jul 30 to Jul 31
CA $78
CA $90 total
Jul 30 - Jul 31
includes taxes & fees
5.8/10 (1,001 reviews)
"There were holes in the bathroom wall and one had a wad of toilet paper shoved into it which was a little unsettling. Other than that it was clean enough and cool enough."

Reviewed on Jul 18, 2026

Days Inn by Wyndham Ashland
Comfort Suites At Virginia Center Commons

Comfort Suites At Virginia Center Commons

2.5 out of 5
10601 Telegraph Rd Glen Allen VA
Fully refundable
The price is CA $144 per night from Jul 26 to Jul 27
CA $144
CA $167 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (1,545 reviews)
"We had a great 4 night stay. Clean rooms, great amenities. Very helpful staff. They were very kind and professional. I would stay here again."

Reviewed on Jul 18, 2026

Comfort Suites At Virginia Center Commons
Tru by Hilton Ashland

Tru by Hilton Ashland

2.5 out of 5
101 North Carter Road Ashland VA
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Jul 26 to Jul 27
CA $133
CA $155 total
Jul 26 - Jul 27
includes taxes & fees
Tru by Hilton Ashland
See all 473 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Milford vacation package cost?
Offering great value package deals from CA $784 on Expedia, you'll be thrilled with how little a vacation to Milford costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Milford?
January, February and November are the best times to look for cheap Milford vacation packages. Opting to travel in quieter months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Milford?
With a well-organized itinerary, you can easily tick off the top Milford attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, consider booking your Milford vacation for longer.
How to find the best Milford package deals?
Use Expedia's filters to find some fabulous Milford package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Milford package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Milford vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can customize your Milford trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Milford?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Milford trip.
How to plan a trip to Milford?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Milford.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to put aside for your trip to Milford. Then, select a property that works with your budget, whether that's a wallet-friendly stay or a swankier getaway.
  3. Decide your trip length: Consider how much time you want to spend exploring Milford. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Milford vacation package.

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.