Plymouth Vacations from $452
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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!
The Latest Plymouth vacation packages
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was $604, price is now $452 per person
$452
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
8/10 Very Good! (1,002 reviews)
Parking was easy. Bed mattress terrible. Tired room and furnishings. Basic supplies.
Reviewed on Apr 28, 2026
New Haven Hotel
Downtown New Haven
Save 100% on your flight
Price was $741, price is now $562 per person
$562
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (2,109 reviews)
I did not know they provide breakfast. I thought the food corner was the market to sell food only.
Reviewed on May 8, 2026
Graduate by Hilton New Haven
Downtown New Haven
Price was $686, price is now $539 per person
$539
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (980 reviews)
Everything was excellent—we had a great stay and would absolutely return. The only minor issue was that the mattresses felt a bit worn and slightly saggy and could use an update. There’s no on-site parking, but the parking garage is less than a 3-minute walk from the hotel, which was still very convenient.
Reviewed on May 1, 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
Clarion Inn North Haven - New Haven North
201 Washington Avenue North Haven CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from May 31 to Jun 1
$126 total
May 31 - Jun 1
Total with taxes and fees
7.6/10 Good! (1,010 reviews)
Very old rooms that are barely still functional. It appears that a portion of the hotel is undergoing renovations, but it did not look like any of the those rooms are open yet. The included Breakfast was ok.
Reviewed on May 5, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from May 25 to May 26
$122 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (1,290 reviews)
Room was very clean. Staff was very friendly
Reviewed on May 4, 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.
Find the Best Plymouth Vacation Packages
Plymouth Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Bradley Intl. Airport (BDL) |
Population | 12,300 |
Top Sights | Connecticut Valley Winery, Woodbury Ski Area and Pilgrim Mall Shopping Center |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
