Middlesex Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Middlesex Vacation

Our vacation packages to Middlesex give you the power to create your own adventure. Tailor your journey to your interests and needs and make the most of your time in this wonderful city. Eager to sightsee? Spend some time exploring leading attractions such as Country Doctor Museum during your trip to Middlesex. Don't put off visiting this city any longer. Your perfect Middlesex vacation is a few quick clicks away with Expedia.

Top Middlesex Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hillsborough by IHG

Holiday Inn Express Hillsborough by IHG

2.5 out of 5
Price was CA $1,250, price is now CA $968 per person
CA $968
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Raleigh (RDU)
8.4/10 Very Good! (561 reviews)
Friendly staff, easy access. Didn’t have a microwave as stated and hand Dove hand lotion available smelled old. Otherwise great stay

Reviewed on Aug. 11, 2025

Residence Inn Durham McPherson/Duke University Medical Cntr

Residence Inn Durham McPherson/Duke University Medical Cntr

3 out of 5
Downtown Durham
Price was CA $2,062, price is now CA $1,206 per person
CA $1,206
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Raleigh (RDU)
9.2/10 Wonderful! (442 reviews)
Great location! You can walk to great restaurants and coffee shops. The room is clean and spacious. The bed is very comfortable and it felt like a nice treat at the end of long day. The staff is very friendly, specially Tiffani and Laura at the reception desk. They were very helpful and welcoming, always greeting you with a big smile and making sure we were doing fine. I will definitely stay there on my next visit.

Reviewed on Aug. 19, 2025

Embassy Suites by Hilton Raleigh Crabtree

Embassy Suites by Hilton Raleigh Crabtree

3.5 out of 5
Northwest Raleigh
Price was CA $1,874, price is now CA $1,372 per person
CA $1,372
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Raleigh (RDU)
8.6/10 Excellent! (1,010 reviews)
Great atmosphere and great place to stay with kids, breakfast was awesome, the food at the restaurant is amazing.

Reviewed on Aug. 17, 2025

DoubleTree Raleigh Durham Airport at Research Triangle Park

DoubleTree Raleigh Durham Airport at Research Triangle Park

4 out of 5
Price was CA $1,371, price is now CA $1,012 per person
CA $1,012
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Raleigh (RDU)
9/10 Wonderful! (1,000 reviews)
Loved staying here. Daughter and I went for a girls weekend. Had a great time. Staff was attentive. They forgot to give us our breakfast passes, but took care of it the next morning. The pool was under maintenance, which is a big reason we went there, but we just shopped instead. It was rainy, so the pool being closed wasn't that inconvenient.

Reviewed on Aug. 7, 2025

Comfort Suites Regency Park

Comfort Suites Regency Park

3 out of 5
Price was CA $1,263, price is now CA $999 per person
CA $999
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Raleigh (RDU)
7.6/10 Good! (1,005 reviews)
Our room had a syrup spill on the counter and staff had only cleaned counter area not under microwave. Could smell syrup the moment we checked into the room. Had to clean myself.

Reviewed on Aug. 18, 2025

Ready to book your vacation to Middlesex?

 

Choose your dates

Middlesex Hotel Deals

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

La Quinta Inn & Suites by Wyndham Raleigh Downtown North

3 out of 5
2610 Westinghouse Blvd, Raleigh, NC
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Aug 24 to Aug 25
CA $140
CA $159 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"Beautiful"

Reviewed on Aug. 16, 2025

La Quinta Inn & Suites by Wyndham Raleigh Downtown North
Country Inn & Suites by Radisson, Rocky Mount, NC

Country Inn & Suites by Radisson, Rocky Mount, NC

3 out of 5
672 English Rd, Rocky Mount, NC
Fully refundable
The price is CA $129 per night from Sep 1 to Sep 2
CA $129
CA $144 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,680 reviews)
"We thoroughly enjoyed our visit, the staff was very courteous we definitely will be coming back!!!! inGeorgiacoming back"

Reviewed on Aug. 18, 2025

Country Inn & Suites by Radisson, Rocky Mount, NC
Tru By Hilton Wilson

Tru By Hilton Wilson

2.5 out of 5
3319 Heritage Drive W., Wilson, NC
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Aug 31 to Sep 1
CA $141
CA $159 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (1,172 reviews)
"Only 1of 4 ice machines were working -this was in 90’ August heat"

Reviewed on Aug. 17, 2025

Tru By Hilton Wilson
See all 476 properties in Middlesex
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 Middlesex vacation package cost?
You'll find cheap prices from CA $968 on Expedia for your Middlesex break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Middlesex costs.
What are the cheapest months to go to Middlesex?
January, February and November are the best times to search for cheap Middlesex vacation packages. Opting to travel in quieter months means you can generally find lower prices on flights and hotels.
How many days is enough for Middlesex?
With a well-organized itinerary, you can easily hit the main Middlesex attractions in a few days. But if you want to discover hidden spots or go on day trips, think about booking your Middlesex vacation for longer.
How to find the best Middlesex package deals?
Use Expedia's filter tool to find some terrific Middlesex package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Middlesex package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Middlesex vacation as a package?
You can enjoy significant savings on your Middlesex break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Middlesex?
If you have your Middlesex travel dates finalized, book early to bag some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Middlesex?

  1. Choose when to go: Check your diary and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to vacation in Middlesex.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and airfares. Your accommodations will probably be the biggest expense during your trip to Middlesex.
  3. Work out your trip length: Think about how long you want to spend exploring Middlesex. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Middlesex vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.