Exclusive Chalker Beach Vacation Deals
Chalker Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was $565, price is now $474 per person
$474
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.
Las Flores Villa
Price was $8,545, price is now $4,815 per person
$4,815
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground and onsite laundry facilities. Enjoy the sauna and perks like free self parking.
Beechmont - Perfect for Family Retreat!
North End
Save 100% on your flight
Price was $1,673, price is now $984 per person
$984
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
Save 100% on your flight
Price was $1,089, price is now $847 per person
$847
per person
Oct 16 - Oct 18
found 1 hour ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
This aparthotel features a gym and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, express check-out, and dry cleaning are also on offer.
Heritage Hotel, Golf & Conference Center
Price was $780, price is now $625 per person
$625
per person
Oct 15 - Oct 20
found 19 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to New Haven (HVN)
A golf course and an indoor pool are featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the outdoor tennis court and unwind at the bar/lounge and poolside bar.
New Haven Hotel
Downtown New Haven
Price was $726, price is now $595 per person
$595
per person
Oct 23 - Oct 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Frequently asked questions
Top Chalker Beach hotel deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
$91 nightly
The price is $104 total per night
$104 total
Sep 17 - Sep 18
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area is also provided.
Pet friendly
Parking included
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
$218 nightly
The price is $251 total per night
$251 total
Oct 7 - Oct 8
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.
On private beach
Pool
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.