Deep River Vacations from $638
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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.
The Latest Deep River vacation packages
Price found within the past 48 hours. Click for updated prices.
Hyatus Luxury Residences City Crossing
The Hill
$648
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.4/10 Exceptional! (33 reviews)
Everything about the property & staff was AMAZING! Zero complaints, would 100% stay there again if in the area. Thank you!
Reviewed on Jul 24, 2026
Landing Apartments New Haven Near Dixwell
Newhallville
$912
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Stay near popular Deep River attractions
Connecticut Valley Railroad State Park Trail
Travel back in time on vintage steam trains through Connecticut's lush river valley. Enjoy seasonal excursions like fall foliage tours or holiday-themed rides along 12 miles of historic rails.
Plattwood Park
Plattwood Park offers a complete outdoor escape with baseball fields, a skatepark, and a refreshing swimming area. Locals gather for seasonal events like the Trout Fishing Derby in May and Movies on the Beach in summer.
Deep River Hotel Deals
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
$72 nightly
$83 total
Sep 2 - Sep 3
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$107 nightly
$123 total
Aug 10 - Aug 11
Total with taxes and fees
Sound View Greenport
58775 County Rd 48 Greenport NY
$348 nightly
$397 total
Sep 7 - Sep 8
Total with taxes and fees
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 Deep River Vacation Packages
Deep River Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 2,500 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Harveys Beach, Goodspeed Opera House and Devils Hopyard State Park |
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Frequently asked questions
How much does a Deep River vacation package cost?
You'll find cheap prices from $638 on Expedia for your Deep River break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Deep River costs.
What are the cheapest months to go to Deep River?
If you're looking to score a cheap Deep River vacation package, consider traveling in December, January and February. You'll generally find better rates on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Deep River?
The ideal length for your Deep River vacation depends on what you'd like to see. Typically, a few days to a week will give you time to go to all the leading sights and explore some hidden spots along the way.
How to find the best Deep River package deals?
Use Expedia's handy filters to find some tempting 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 browse for Deep River package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Deep River vacation as a package?
You can enjoy significant savings on your Deep River escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Deep River?
Secure amazing discounts by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Deep River trip.
Does Expedia offer Book Now, Pay Later Deep River vacation packages?
Your Deep River break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you that extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
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- Museum of Fife and Drum
- Clinton Plaza Shopping Center
- Machimoodus State Park
- Clinton Crossing Premium Outlets
- Visit Niantic
- Visit Essex
- Connecticut River Museum
- Olde Mistick Village
- Katharine Hepburn Cultural Arts Center
- Visit Old Lyme
- Chatfield Hollow State Park
- Goodspeed Opera House
- Visit Connecticut
- Hammonasset Beach State Park
- Visit New London
- Chamard Vineyards
- Visit Old Saybrook
- Major General Joseph Spencer Memorial
- Visit Ivoryton
- Goose Island
- Visit New Haven
- General William Hart House
- North Madison Shopping Center
- Foxwoods Resort Casino
- Essex Saybrook Antique Village Shopping Center
- Essex Vacations
- Essex Steam Train
- Ocean Beach Park
- Crystal Lake Town Park
- Westbrook Vacations
- Old Saybrook Vacations
- Yale University
- Florence Griswold Museum
- Gillette Castle State Park
- Visit Deep River
- Ivoryton Playhouse
- Harvey's Beach
- Essex Plaza Shopping Center
- Logee’s Greenhouses
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
