Deep River Vacation Packages

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Your Deep River Vacation

Lock in a Deep River vacation package that has everything you need and nothing you don't. Great for walking, hiking and views, consider basing yourself in the neighborhood of Essex Village. Fill your itinerary with visits to Essex Steam Train, Clinton Crossing Premium Outlets and Goodspeed Opera House, some of the things you should see during your trip to Deep River. Check out Expedia's wide range of travel options and begin planning your dream vacation to Deep River today.

Top Deep River Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Head of Pond House

Head of Pond House

CA $1,407
per person
Oct 30 - Nov 2
found 1 hour ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
10/10 Exceptional! (13 reviews)
The cottage is quaint and old, it is showing its age. The beds were ever comfortable. The entertainment option was not a TV but a projector with a shoddy speaker. The spiral staircase to the upper level was treacherous to come down and several of the vertical supports were look making the decent and ascent scary. The pond side location was very nice and the little patio was special apart from the chainsaws from the unfortunately scheduled tree cutting by neighbors.

Reviewed on Sep 23, 2026

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Deep River Hotel Deals

Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

269 North Frontage Road New London CT
Fully refundableReserve now, pay when you stay
CA $137
CA $158 total
Sep 29 - Sep 30
includes taxes & fees
6/10 (1,007 reviews)
"This was kind of an interesting property with lots of attached and detached buildings making up the total. All of the outer doors looked like they had new electric locks installed but the new mechanisms left huge unfilled holes in the door frames. While the pool was open, the lights were off, and ..."

Reviewed on Sep 27, 2026

Regency Inn & Suites New London, Mystic
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
CA $111
CA $127 total
Sep 29 - Sep 30
includes taxes & fees
8/10 Very good! (1,014 reviews)
"It was a decent stay, we came in for a family reunion and originally planning to camp but weren’t able to due to the storm so we found this last min at a decent price point. Staff was very friendly when we came in, seems to be family operated which I like. Room was clean could use some updates but ..."

Reviewed on Sep 27, 2026

Pier Blue Inn Old Saybrook - Essex
Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

2049 Norwich Montville CT
Fully refundableReserve now, pay when you stay
CA $156
CA $179 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (2,772 reviews)
"/"

Reviewed on Sep 27, 2026

Hyatt Place Uncasville - Casino Area
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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.
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Stay near popular Deep River attractions

Connecticut Valley Railroad State Park Trail

You can take time to visit Connecticut Valley Railroad State Park Trail during your travels to Deep River Center.
See properties

Plattwood Park

Explore the great outdoors at Plattwood Park, a lovely green space in Deep River. While you're in the area, stroll along the beautiful beaches.
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Frequently asked questions

How much does a Deep River vacation package cost?
You'll find cheap prices from CA $1,407 on Expedia for your Deep River getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Deep River costs.
What are the cheapest months to go to Deep River?
Plan your getaway for the low season and you're likely to get cheap Deep River vacation packages. Keep in mind that school vacation periods and major local events can have an impact on prices, so do your research before you go.
How many days is enough for Deep River?
We recommend planning a Deep River vacation for a minimum of 2 days. This will give you enough time to tick off top sights such as Crystal Lake Town Park and Connecticut Valley Railroad State Park Trail, as well as check out neighbourhoods like Deep River Centre and Essex Village. You might even be able to slot in a day trip from Deep River.
How to find the best Deep River package deals?
Use Expedia's filter tool to find some fabulous Deep River package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Deep River package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Deep River vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations individually. Better still, you can customize your Deep River escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Deep River?
If you've got your Deep River vacation dates locked in, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Deep River?
  1. Choose your travel dates: The things you'd like to do in Deep River and your favourite season will help you decide when to go.
  2. Set your budget: Factor in expenses such as food, flights and transportation when calculating how much to put aside for your trip to Deep River. Then, choose a hotel that fits your budget, whether that's a low-cost stay or a lavish retreat.
  3. Decide how many days away: Start by compiling a list of the sights and activities you want to get to in Deep River. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Deep River vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.