Old Saybrook Vacations from $331
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Your Old Saybrook Vacation
From its rich history to its coastal scenery and beyond, there's much to like about Old Saybrook. Uncover the wonders of this interesting city with a Old Saybrook vacation package that's tailor-made for you. You'll want to do a little exploring during your trip to Old Saybrook. Find time for famous attractions like Essex Steam Train, Harveys Beach and Westbrook Town Beach. Whoever you're going away with and whatever your budget, your dream Old Saybrook vacation is just a few clicks away with Expedia.
The Latest Old Saybrook vacation packages
Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area
West River
Price was $473, price is now $331 per person
$331
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
It was a nice stay. I enjoyed the breakfast that we paid for. I did not enjoy paying for parking. The room was what I would expect for the price... Very nice and clean
Reviewed on Dec 13, 2025
New Haven Hotel
Downtown New Haven
Price was $525, price is now $434 per person
$434
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9/10 Wonderful! (1,874 reviews)
Everything went well. My short stay was good. I particularly like the hotel's proximity to my favorite places in New Haven. Also the general cleanliness and overall pleasant atmosphere.
Reviewed on Dec 16, 2025
Mayflower Inn & Spa, Auberge Collection
Save 100% on your flight
Price was $2,471, price is now $2,055 per person
$2,055
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
9.2/10 Wonderful! (54 reviews)
Incredible place - will definitely return.
Reviewed on Aug 19, 2024
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View all tripsDiscover the most popular places to visit in Old Saybrook
Harvey's Beach
4.5/5(3 reviews)
If a restful vacation is part of your travel plans, Harvey's Beach might be the perfect place to seek out during your trip to Old Saybrook. Visit the shops and spas in this relaxing area.
Katharine Hepburn Cultural Arts Center
You can enjoy a show at Katharine Hepburn Cultural Arts Center during your trip to Old Saybrook. While you're in the area, stroll along the beautiful beaches.
Essex Saybrook Antique Village Shopping Center
You can find the perfect gifts to bring home at Essex Saybrook Antique Village Shopping Center during your stay in Old Saybrook. While you're in the area, stroll along the beautiful beaches.
Old Saybrook Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $91 total per night from Dec 21 to Dec 22
$91 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (1,003 reviews)
Nice, pet friendly facility with an amazing Indian restaurant next door!
Reviewed on Dec 14, 2025
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
Fully refundableReserve now, pay when you stay
$300 nightly
The price is $345 total per night from Jan 15 to Jan 16
$345 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!
Reviewed on Dec 8, 2025
Mohegan Sun
1 Mohegan Sun Boulevard Montville CT
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $219 total per night from Jan 4 to Jan 5
$219 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9/10 Wonderful! (2,059 reviews)
First timers, and really enjoyed it!
Reviewed on Dec 15, 2025
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 Old Saybrook Vacation Packages
Old Saybrook Beach Vacation
Shake off the stresses of daily life and let your body, mind and soul unwind on your Old Saybrook vacation. There's nothing more refreshing than the salty sea air and the sound of waves lapping at the shore. Plan your trip to Old Saybrook the easy way by choosing one of our Old Saybrook vacation deals. Many visitors choose to stay near Chalker Beach, a local highlight only 2 miles from the downtown area.
Things You Should Know About Old Saybrook
- Choose one of our Old Saybrook beach hotels to enjoy the very best this destination has to offer. Wander along the water's edge and be inspired by the stunning sunrises right on your front door.
- Our private vacation homes, like Saybrook Point Resort & Marina and Super 8 by Wyndham Old Saybrook, are popular with travelers of all sorts. Check out the facilities and get set for your stay in Old Saybrook!
- Head to our Old Saybrook things to do page for some trip planning inspiration. With a population of roughly 10,600 in Old Saybrook, we're sure there'll be a few locals who'll be pleased to give you some extra advice!
- If you're searching for things to do while you're in town, add Hammonasset Beach State Park, Hammonasset Beach State Park and Clinton Crossing Premium Outlets to your travel itinerary. Also, take a look at our Old Saybrook vacation deals to get great deals on your hotels and experiences.
Old Saybrook Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 10,600 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Harveys Beach, Goodspeed Opera House and Connecticut River Museum |
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- Hotels near Saybrook Country Barn
- Hotels near Old Saybrook Station
- Condo Rentals in Old Saybrook Station
- Hotels near Katharine Hepburn Cultural Arts Center
- Hotels near Stay and Play LLC
- Hotels near Old Saybrook Center
- Gay friendly Hotels in Old Saybrook Center
- Hotels near General William Hart House
- Hotels near Essex Saybrook Antique Village Shopping Center
- Hotels near Harvey's Beach
- Hotels near Crystal Lake Town Park
- Hotels near Saybrook Manor
- Fenwick Hotels
- Hotels near Logee’s Greenhouses
- Hotels near Mashantucket Pequot Museum & Research Center
- Old Lyme Hotels
- Beach Hotels in Old Lyme
- B&B in Old Lyme
- Luxury Hotels in Old Lyme
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- Condo Rentals in Old Lyme
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- Hotels near Westbrook Center
- Hotels near Tanger Outlets
- Hotels near Goose Island
- Hotels near Florence Griswold Museum
- Westbrook Hotels
- Hotels near Hattitudes
- Oceanfront Hotels in Westbrook
- B&B in Westbrook
- Resorts in Westbrook
- Condo Rentals in Westbrook
- Hotels with an Indoor Pool in Westbrook
- Cottages in Westbrook
- Red Roof Inn Hotels in Westbrook
- Beach Hotels in Westbrook
- Villas in Westbrook
- Cabin Rentals in Westbrook
- Pet-friendly Hotels in Westbrook
- Hilton Hotels in Westbrook
- Vacation Homes in Westbrook
- Romantic Hotels in Westbrook
- Saybrook Country Barn
- Katharine Hepburn Cultural Arts Center
- Stay and Play LLC
- General William Hart House
- Essex Saybrook Antique Village Shopping Center
- Harvey's Beach
- Crystal Lake Town Park
- Visit Saybrook Manor
- Logee’s Greenhouses
- Old Lyme Vacations
- Goose Island
- Visit Old Lyme
- Florence Griswold Museum
- Connecticut River Museum
- Westbrook Vacations
- Essex Island Marina
- Essex Plaza Shopping Center
- Essex Steam Train
- Sweet Martha's
- Lyme Academy of Fine Arts
- Visit Westbrook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.