Middletown Vacation Packages

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Your Middletown Vacation

Book a Middletown vacation package and concentrate on what matters — having fun. This means no more planning stresses, just more free time to immerse yourself in the charms of this captivating city, such as its coastal scenery and rich history. If your trip to Middletown includes a little sightseeing, drop by famous attractions like The Breakers, Fort Adams State Park and International Tennis Hall of Fame and Museum. No matter your travel plans or budget, organizing a tailored Middletown vacation is a breeze with Expedia.

Top Middletown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Stonington-Mystic Area

La Quinta Inn & Suites by Wyndham Stonington-Mystic Area

3 out of 5
Price was CA $1,034, price is now CA $965 per person
CA $965
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
9/10 Wonderful! (1,003 reviews)

Winnapaug Inn

Winnapaug Inn

2 out of 5
Price was CA $1,061, price is now CA $979 per person
CA $979
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.4/10 Very good! (1,000 reviews)

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
Price was CA $1,035, price is now CA $968 per person
CA $968
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
8.6/10 Excellent! (2,705 reviews)

Residence Inn by Marriott Mystic Groton

Residence Inn by Marriott Mystic Groton

3 out of 5
Price was CA $1,695, price is now CA $1,588 per person
CA $1,588
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
7.8/10 Good! (28 reviews)
Loved the bold coffee

Reviewed on Sep 20, 2026

DELAMAR MYSTIC

DELAMAR MYSTIC

4 out of 5
Rossie Velvet Mill Historic District
Price was CA $1,526, price is now CA $1,432 per person
CA $1,432
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Providence (PVD)
9.6/10 Exceptional! (18 reviews)

Middletown Beach Vacation

Whether you're heading off alone or with the entire family, you're sure to find plenty of relaxation on your Middletown vacation. Grab a bucket and hunt around for unique seashells or laze on the shore and watch the sun dance across the water. Whatever you decide to do, your trip to Middletown is sure to be memorable. Second Beach, located 5 kilometres from the town center, is a great choice for those who value convenience. Many travelers also lock in Middletown vacation packages closer to Third Beach, another stunning nearby option.

Ready to book your vacation to Middletown?

 

Choose your dates

Middletown Hotel Deals

Atlantic Beach Hotel Newport

Atlantic Beach Hotel Newport

3.5 out of 5
28 Aquidneck Ave Middletown RI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Dec 2 to Dec 3
CA $109
CA $141 total
Dec 2 - Dec 3
includes taxes & fees
Atlantic Beach Hotel Newport
Howard Johnson by Wyndham Middletown Newport Area

Howard Johnson by Wyndham Middletown Newport Area

2 out of 5
351 W Main Rd Middletown RI
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Nov 15 to Nov 16
CA $143
CA $163 total
Nov 15 - Nov 16
includes taxes & fees
9.4/10 Exceptional! (1,706 reviews)
"This was my 3rd time staying there. I won't go back . I saw too many rift raft people there, the bed was super uncomfortable ( gave me back aches each day) and I never noticed how thin the walls were. I heard both neighbors loudly and itcwas had to work and sleep!!It's the same price I paid for much ..."

Reviewed on Nov 9, 2026

Howard Johnson by Wyndham Middletown Newport Area
The Pell - Part of JdV by Hyatt

The Pell - Part of JdV by Hyatt

4 out of 5
425 E Main Rd Middletown RI
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Nov 18 to Nov 19
CA $187
CA $213 total
Nov 18 - Nov 19
includes taxes & fees
The Pell - Part of JdV by Hyatt
See all 3,504 properties in Middletown
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

Stay near popular Middletown attractions

A rocky beach with waves, a distant city skyline, and a clear blue sky.

Second Beach

9.0/10 (753 reviews)
Why not spend a carefree afternoon at Second Beach during your travels in Middletown? Amble around this family-friendly area's seaside and enjoy its top-notch restaurants.
See properties

What to do in Middletown

The Breakers Newport

Newport Gilded Age Trolley Tour w/ Breakers Mansion Incl.(Age 8+)

CA $70
per adult
98% of travellers recommend
Newport Gilded Age Trolley Tour w/ Breakers Mansion Incl.(Age 8+)
Newport Rhode Island Mansions Trolley Tour

Newport RI Mansions Scenic Trolley Tour (Ages 8+ only)

CA $41
per adult
86% of travellers recommend
Newport RI Mansions Scenic Trolley Tour (Ages 8+ only)
Newport Ghosts: Seaside Hauntings and Hags Tour

Newport Ghosts: Seaside Hauntings and Hags Tour

CA $34
per adult
Newport Ghosts: Seaside Hauntings and Hags Tour
See all activities in Middletown

Frequently asked questions

How much does a Middletown vacation package cost?
You can grab a vacation package to this popular destination from CA $965 on Expedia. However, how much your vacation to Middletown costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Middletown?
You can generally find reduced prices and greater availability in January, February and March. Browse our cheap Middletown vacation packages and you could land some excellent off-season deals.
How many days is enough for Middletown?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like Downtown Newport and Historic Hill during your Middletown vacation. Be sure to also add Thames Street and Cliff Walk to your sightseeing itinerary. Searching for more adventures? Consider exploring outside of Middletown on day trips and tours.
Is it worth booking a vacation package to Middletown?
Middletown has everything you need for an amazing getaway. Begin your Middletown vacation on a high note by checking out top attractions like Second Beach.
How to find the best Middletown package deals?
Bagging a cheap Middletown package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Middletown package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Middletown vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations individually. Better still, you can customize your Middletown getaway to fit 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 Middletown?
If you have your Middletown vacation dates confirmed, book early to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Middletown?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to vacation in Middletown.
  2. Work out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Middletown.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Middletown. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the perfect Middletown vacation package for you.

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