Plymouth Vacation Packages
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Your Plymouth Vacation
With plenty of highlights as well as some hidden gems, this city is best experienced with a Plymouth vacation package. Look for places to stay in Litchfield Historic District, which is great for shopping, dining and history. If sightseeing is on the agenda during your trip to Plymouth, check out popular attractions like Black Rock State Park. Stop daydreaming and start traveling. Browse the range of options on Expedia today and put your Plymouth vacation plans into action!
Top Plymouth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale
Downtown New Haven
Price was CA $1,495, price is now CA $1,347 per person
CA $1,347
per person
Jun 14 - Jun 17
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to New Haven (HVN)
8.6/10 Excellent! (1,013 reviews)
Front desk personnel was awesome
Reviewed on Apr 21, 2026
Hyatus Luxury Residences City Crossing
The Hill
Price was CA $2,224, price is now CA $1,884 per person
CA $1,884
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
Great stay with many amenities to enjoy within the building!
Reviewed on Apr 3, 2026
Heritage Hotel, Golf & Conference Center
Price was CA $1,705, price is now CA $1,524 per person
CA $1,524
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
8.4/10 Very Good! (1,006 reviews)
Breakfast was great, we had a wonderful time
Reviewed on Apr 23, 2026
Hampton Inn & Suites New Haven - South - West Haven
Price was CA $1,485, price is now CA $1,353 per person
CA $1,353
per person
Jun 14 - Jun 17
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to New Haven (HVN)
8.4/10 Very Good! (1,003 reviews)
The front desk and kitchen staff were and are phenomenal, they’re very friendly, helpful and knowledgeable. They’re very welcoming and that’s great!
Reviewed on Apr 21, 2026
Plymouth Hotel Deals
Cozy Lakefront Bungalow w firepit/dock/kayaks
Plymouth CT
10/10 Exceptional! (45 reviews)
This is definitely a bliss filled space! Peace and calm radiate all the way through the home- great gathering living room with fireplace, screened in porch with birds chirping away, chairs on the dock, comfy beds, fantastic jetted tub with views of the water. Soooo clean as well!!! The welcome basket ...
Reviewed on Apr 1, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from May 3 to May 4
CA $137
CA $158 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,274 reviews)
Property is showing signs of wear. Water pressure and temperature was irregular. Bathroom not clean in the corners. We won’t be staying here again.
Reviewed on Apr 24, 2026
Courtyard by Marriott Waterbury Downtown
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Apr 26 to Apr 27
CA $122
CA $140 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (1,193 reviews)
Convenient location and clean
Reviewed on Apr 24, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
