Oakdale Vacations from $518

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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
Price was $711, price is now $518 per person
$518
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Room could have been cleaner. The floor was dirty. The room also looked worn and in need of updating. The tub faucet dripped constantly, but the shower was nice. Staff was friendly. I was surprised they don’t offer daily housekeeping. Bed was comfortable. It was great that the room had a microwave and a fridge. It was not warm and inviting at all. Definitely wouldn’t stay more than one night.

Reviewed on Mar 30, 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 $908, price is now $635 per person
$635
per person
Jun 4 - Jun 8
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
8.6/10 Excellent! (1,008 reviews)
Excellent, friendly staff and a large comfortable room.

Reviewed on Mar 26, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,402, price is now $1,030 per person
$1,030
per person
May 18 - May 20
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
No reviews
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 $871, price is now $648 per person
$648
per person
Jun 4 - Jun 8
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
9.6/10 Exceptional! (64 reviews)
The rooms are spacious and clean, kitchen is fully equipped for those who want to cook.

Reviewed on Mar 29, 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 $1,101, price is now $832 per person
$832
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (958 reviews)
Beautiful quaint rooms and bathrooms, and very clean

Reviewed on Mar 30, 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 12 to Apr 13
$84 total
Apr 12 - Apr 13
Total with taxes and fees
8.4/10 Very Good! (1,503 reviews)
Overall, it was a great stay. However, the staff did not see my note requesting to be close to the front lobby because I was traveling with an elderly parent. I would suggest calling the hotel if you have a request. The breakfast was very good.

Reviewed on Mar 30, 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 15 to Apr 16
$107 total
Apr 15 - Apr 16
Total with taxes and fees
9.2/10 Wonderful! (2,679 reviews)
I was very surprised at the upkeep off the property and room, it was poor condition. Furniture of the room was not appealing at all, heavily damaged tables, the condition of the bathroom tub was horrible and looked dirty, I barely wanted to shower. There was hair that did not even belong to me on ...

Reviewed on Mar 29, 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
$73 nightly
The price is $84 total per night from Apr 7 to Apr 8
$84 total
Apr 7 - Apr 8
Total with taxes and fees
8/10 Very Good! (2,655 reviews)
Breakfast menu was average, liked the hotel. Quick stay, friendly staff. Clean rooms. No complaints, 2nd time stayers

Reviewed on Mar 29, 2026

Hilltop Inn and Suites, near Foxwoods Casino
See all 1,241 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 $518 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.