Middletown Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 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

Find the Best Middletown Vacation Packages

Middletown Hotel Deals

Inn at Middletown
Inn at Middletown
3.5 out of 5
70 Main Street, Middletown, CT
Fully refundableReserve now, pay when you stay
The price is SAR 682 per night from Mar 6 to Mar 7
SAR 682
SAR 860 total
includes taxes & fees
6 Mar - 7 Mar
9/10 Wonderful! (450 reviews)
Middletown Gem
"The Inn is quaint, cozy and inviting. The front desk staff were extremely friendly and helpful. Especially enjoyed dining in the Tavern...all the wait staff awesome! Highly recommend staying!!!"

Reviewed on 3 March 2025

Inn at Middletown
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is SAR 443 per night from Mar 16 to Mar 17
SAR 443
SAR 510 total
includes taxes & fees
16 Mar - 17 Mar
8.8/10 Excellent! (1,472 reviews)
"no excellent ad very practical"

Reviewed on 3 March 2025

New Haven Hotel
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is SAR 567 per night from Mar 18 to Mar 19
SAR 567
SAR 652 total
includes taxes & fees
18 Mar - 19 Mar
8/10 Very Good! (1,010 reviews)
"Beautiful"

Reviewed on 1 March 2025

Omni New Haven Hotel at Yale
See all 1,153 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.

Frequently asked questions

How much does a Middletown vacation package cost?
You’ll find cheap prices on Expedia for your Middletown getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Middletown costs.
What are the cheapest months to go to Middletown?
December, January and February are the best times to look for cheap Middletown vacation packages. Opting to travel in less busy months means you’ll typically find better prices on hotels and flights.
How to find the best Middletown package deals?
Begin your search for a Middletown package deal by entering your preferred travel dates and destination under our “Packages” tab. Then select some filters, like “Property type” and “Popular locations,” to tailor 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 ideal Middletown package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middletown escape underway.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You’ll typically land a better deal than booking each component individually. And you’ll still get the freedom to create a customized Middletown vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Middletown?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Middletown escape.
How to plan a trip to Middletown?

  1. Choose when to go: Check your schedule and get packing. Your favorite season and the activities available will also help you decide when to escape to Middletown.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to activities and airfares. Your hotel will likely be the biggest expense during your trip to Middletown.
  3. Decide how long to go for: Now that you’re up to speed on Middletown, you can figure out the perfect length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: Once you’ve nailed down your trip dates and duration, lock in the ideal Middletown vacation package for you.