Oakdale Vacations from $277

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Your Oakdale Vacation

Get ready to experience Oakdale your way with a custom Oakdale vacation package! Uncovering the best parts of this city is easier with a base in a neighborhood such as Lyme, which is good for history, among other things. If a sightseeing tour is on the to-do list during your trip to Oakdale, check out well-known attractions like Mohegan Sun Casino, Mohegan Sun Arena and Dinosaur Place at Natures Art. Expedia has what you need to escape your routine. Tailor your vacation to Oakdale to match your travel style, whatever that may look like.

The Latest Oakdale vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
Price was $339, price is now $277 per person
$277
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
8/10 Very Good! (1,572 reviews)
Clean room, breakfast perfectly and very good quality

Reviewed on Mar 21, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,945, price is now $1,229 per person
$1,229
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
No reviews
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was $413, price is now $312 per person
$312
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
8.4/10 Very Good! (1,006 reviews)
Very friendly greeting at all times. Enjoyed our stay.

Reviewed on Mar 8, 2026

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $760, price is now $574 per person
$574
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
9.2/10 Wonderful! (958 reviews)
Updated bathrooms, very happy with my stay

Reviewed on Mar 23, 2026

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Price was $352, price is now $297 per person
$297
per person
May 1 - May 4
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
7.8/10 Good! (770 reviews)
The front desk women was very accommodating to me especially since arrived early 11am early before the 3pm check in. She let me check in early and was very kind about it. I was in room 229 and it was super clean. They had the heat on in the room at a comfortable setting, the bed was heaven. I was able to conk out pretty quickly for a catnap. The shower pressure was chefs kiss. The breakfast was great, you just have to get up early if you want some bacon and scrambled eggs, they have a make your own waffle statation, fresh juice, and bagels, muffins, and fruit cups. The whole experience was amazing, I would most definitely be staying here again when I'm in Naugatuck.

Reviewed on Mar 1, 2026

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Discover the most popular places to visit in Oakdale

Mohegan Sun Casino

Mohegan Sun Casino

Why not roll the dice by visiting Mohegan Sun Casino where you can enjoy the entertainment at this popular casino in Montville? Amble around the area's waterfront or attend a sporting event.

Mohegan Sun Casino
Mohegan Sun Arena

Mohegan Sun Arena

Catch an event at Mohegan Sun Arena during your trip to Montville. Amble around the area's waterfront or attend a sporting event.

Mohegan Sun Arena

Dinosaur Place at Nature's Art

Enjoy an outing to Dinosaur Place at Nature's Art during your stay in Montville. Experience the area's great live music and acclaimed theater scene.

Dinosaur Place at Nature's Art

Oakdale Hotel Deals

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

3 out of 5
55 Whitehall Avenue Mystic CT
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $84 total per night from Apr 5 to Apr 6
$84 total
Apr 5 - Apr 6
Total with taxes and fees
8.4/10 Very Good! (1,496 reviews)
Fast internet, good cold breakfast, nice movie/tv options

Reviewed on Mar 26, 2026

Spark by Hilton Mystic Groton
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Apr 13 to Apr 14
$107 total
Apr 13 - Apr 14
Total with taxes and fees
9.2/10 Wonderful! (2,673 reviews)
The breakfast buffet was very good with a lot to choose from. The staff was awesome and very helpful.

Reviewed on Mar 27, 2026

Hyatt Place Uncasville - Casino Area
Hilltop Inn and Suites, near Foxwoods Casino

Hilltop Inn and Suites, near Foxwoods Casino

2.5 out of 5
373 Norwich Westerly Rd North Stonington CT
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $94 total per night from Mar 29 to Mar 30
$94 total
Mar 29 - Mar 30
Total with taxes and fees
8/10 Very Good! (2,646 reviews)
Ok for the price. I was charged twice. Once by the property and once by Expedia. Property wouldn’t address the issue

Reviewed on Mar 26, 2026

Hilltop Inn and Suites, near Foxwoods Casino
See all 1,243 properties in Oakdale
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 Oakdale Vacation Packages

Oakdale Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Kids Quest, Mohegan Sun Casino and Mohegan Sun Arena

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Frequently asked questions

How much does an Oakdale vacation package cost?
Offering great value package deals from $277 on Expedia, you'll be surprised at how little a vacation to Oakdale costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oakdale?
If you're looking to snag a cheap Oakdale vacation package, consider visiting in January, May and December. You're likely to find better rates on flights and accommodations during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Oakdale?
Typically, a handful of days is enough to see the main sights during your Oakdale vacation. However, if you want to have some time to chill out or take day trips, consider extending your itinerary.
How to find the best Oakdale package deals?
Start your search for an Oakdale package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Oakdale package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oakdale escape off to a flying start.
Is it cheaper to book an Oakdale vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can tailor your Oakdale getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Oakdale?
If you have your Oakdale travel dates confirmed, book as soon as you can to bag some outstanding deals. With Expedia, you can typically 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.
Does Expedia offer Book Now, Pay Later Oakdale vacation packages?
Jet off on your dream escape to Oakdale with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.