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.
Mayflower Motel Milford
Price was CA $593, price is now CA $543 per person
CA $543
per person
Apr 2 - Apr 6
found 11 hours ago
Roundtrip flight included
Montreal (YMQ) to New Haven (HVN)
6/10 (549 reviews)
We are staying here for a few nights to be close to my family. We drove by Mayflower Motel so many times. We always stayed at a hotel that we were familiar with, big named places
Reviewed on Nov 30, 2025
Super 8 by Wyndham Milford/New Haven
Price was CA $635, price is now CA $589 per person
CA $589
per person
Apr 2 - Apr 6
found 11 hours ago
Roundtrip flight included
Montreal (YMQ) to New Haven (HVN)
5.6/10 (891 reviews)
The room was nice for the price like the fact no tub it's a stand up shower
Reviewed on Jan 2, 2026
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $597, price is now CA $558 per person
CA $558
per person
Apr 2 - Apr 6
found 11 hours ago
Roundtrip flight included
Montreal (YMQ) to New Haven (HVN)
8/10 Very Good! (1,002 reviews)
nice people helpful and friendly.
bathroom needs bit of work.....
Reviewed on Feb 19, 2026
Plymouth Hotel Deals
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundable
The price is CA $104 per night from Mar 6 to Mar 7
CA $104
CA $119 total
Mar 6 - Mar 7
includes taxes & fees
8.6/10 Excellent! (1,220 reviews)
Clean, safe, great place to stay
Reviewed on Feb 22, 2026
Extended Stay America Suites Hartford Farmington
1 Batterson Park Rd Farmington CT
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Feb 23 to Feb 24
CA $111
CA $127 total
Feb 23 - Feb 24
includes taxes & fees
8/10 Very Good! (1,004 reviews)
The room was spartan but very clean. The bed is comfortable. The hotel is near the highway but far enough to be very quiet.
Reviewed on Feb 21, 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 Mar 2 to Mar 3
CA $122
CA $140 total
Mar 2 - Mar 3
includes taxes & fees
8.4/10 Very Good! (1,142 reviews)
Always a pleasure
Reviewed on Feb 20, 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.
