Oakdale Vacations from $331

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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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Save 100% on your flight
Price was $500, price is now $331 per person
$331
per person
May 18 - May 23
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
8/10 Very Good! (1,001 reviews)
Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!

Reviewed on Apr 10, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,255, price is now $749 per person
$749
per person
May 28 - May 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $881, price is now $615 per person
$615
per person
May 28 - May 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (349 reviews)
The hotel was perfect for a one night getaway. Matthew at the front desk was wonderful, and so very helpful. The dinner was outstanding, as was the breakfast the next morning. The location on the beach was perfect, and even though it was April, we enjoyed a nice walk on the beach. Would definitely come back!

Reviewed on Apr 12, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $804, price is now $579 per person
$579
per person
May 28 - May 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.6/10 Exceptional! (67 reviews)
beat check in procedures! so clear, so informative. clean, spacious and lovely. parking was great.

Reviewed on Apr 12, 2026

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,123, price is now $810 per person
$810
per person
Jul 6 - Jul 13
found 7 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
8.6/10 Excellent! (1,005 reviews)
Did valet parking which excellent

Reviewed on Apr 11, 2026

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Discover the most popular places to visit in Oakdale

Mohegan Sun Casino

Mohegan Sun Casino

4.5/5(1,005 reviews)

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

4.5/5(648 reviews)

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

4.5/5(4 reviews)

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

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
$102 nightly
The price is $117 total per night from Apr 26 to Apr 27
$117 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (1,543 reviews)
It was a nice hotel for what we needed was clean nice bagel breakfast. The yogurt bar was awesome.

Reviewed on Apr 16, 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
$98 nightly
The price is $113 total per night from Apr 23 to Apr 24
$113 total
Apr 23 - Apr 24
Total with taxes and fees
9.2/10 Wonderful! (2,677 reviews)
Clean room. Breakfast not "curated," just normal continental fare. Ice machines not indicated on emergency map plan on door. After fruitless ice hunt, had to ask at front desk. Elevator floor buttons confusing: button "4" is floor four, that I can figure; but what is button "4R" next to it? Dispenser ...

Reviewed on Apr 15, 2026

Hyatt Place Uncasville - Casino Area
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road North Stonington CT
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $110 total per night from May 14 to May 15
$110 total
May 14 - May 15
Total with taxes and fees
8.8/10 Excellent! (2,590 reviews)
This hotel was a great alternative to staying at the local casinos. Much, much more affordable, clean rooms, indoor pool, coffee shop in the lobby. And a courtesy van to the casinos running until 12:45 am. We will definitely stay here again.

Reviewed on Apr 16, 2026

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
See all 1,248 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 $331 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.