Oakdale Vacations from $736

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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.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $946, price is now $736 per person
$736
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
9.2/10 Wonderful! (955 reviews)
Groovy, fun, comfortable hotel in a great location.

Reviewed on Mar 3, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,395, price is now $922 per person
$922
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Chicago (CHI) 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 $1,019, price is now $782 per person
$782
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
9.6/10 Exceptional! (64 reviews)
Everything here has been excellent. I am a travel nurse and they have really helped to make my trip here the best.

Reviewed on Feb 27, 2026

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,079, price is now $846 per person
$846
per person
May 29 - May 31
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
9.4/10 Exceptional! (346 reviews)
beautiful room and views

Reviewed on Dec 13, 2025

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,655, price is now $2,165 per person
$2,165
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9.4/10 Exceptional! (58 reviews)
The hotel is amazing but room services is not good if u want to dinner in the room not good food just snacks But other than that it’s amazing place

Reviewed on Dec 30, 2025

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Discover the most popular places to visit in Oakdale

Foxwoods

Mohegan Sun Casino

4.5/5(992 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(642 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

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 Mar 30 to Mar 31
$107 total
Mar 30 - Mar 31
Total with taxes and fees
9.2/10 Wonderful! (2,664 reviews)
The hotel is very clean.Just wish the pool was open a little longer.

Reviewed on Mar 7, 2026

Hyatt Place Uncasville - Casino Area
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 Mar 15 to Mar 16
$84 total
Mar 15 - Mar 16
Total with taxes and fees
8.4/10 Very Good! (1,458 reviews)
The internet was fast. It was good. The air conditioning and the heating was outstanding. The room was very clean up by the staff. The staff was very friendly and very helpful whenever you needed help..

Reviewed on Mar 6, 2026

Spark by Hilton Mystic Groton
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
$97 nightly
The price is $112 total per night from Mar 31 to Apr 1
$112 total
Mar 31 - Apr 1
Total with taxes and fees
8.8/10 Excellent! (2,556 reviews)
Everything was good, small issue at check in but it was taken care of immediately.

Reviewed on Mar 7, 2026

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
See all 1,237 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 $736 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.