Plymouth Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,002 reviews)
I had made reservation after midnight while tired on the road, needing a place to sleep, the night manager fixed my reservation so I could get a room immediately. Super helpful and much appreciated.

Reviewed on Jul. 23, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
per person
Aug 25 - Aug 29
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (298 reviews)
The staff here is amazing along with the rooms and the property. This is a very nice and quiet place to stay with the family and they always seem to have some type of entertainment for the guests. Close to town and other points of interest. Only thing missing is a pool, but other than that this is a very nice place to stay.

Reviewed on Jul. 12, 2025

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.4/10 Very Good! (1,015 reviews)
I love the hotel and the service. Top Notch.

Reviewed on Jul. 24, 2025

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
per person
Aug 25 - Aug 29
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.2/10 Wonderful! (2,445 reviews)
Great place to stay. Rooms were big and clean. Breakfast was good. Outdoor area was nice to hang out. We were happy and would highly recommend.

Reviewed on Jul. 25, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Rooms were large and spacious but quite dark. The Choo Choo lounge and the outside bar were very pleasant. The onsite dining restaurant was disappointing, food was below expectations and did not live up to their rating. Staff were all very pleasant. Parking was a difficult but it is high season.

Reviewed on Jul. 21, 2025

Ready to book your vacation to Plymouth?

 

Choose your dates

Plymouth Hotel Deals

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Plymouth
10/10 Exceptional! (34 reviews)
"Perfect stay! Mon-Fri. Awesome place for our two mini Aussies who love the water. Everything was as clean as you would want it. We had a great time with the shuffleboard too! Kayaks were easy to use and store. Grill worked great. The outside gas fire pit was a great add. It was a house across the ..."

Reviewed on Jul. 19, 2025

Get rates
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Aug 5 to Aug 6
CA $126
CA $145 total
Aug 5 - Aug 6
includes taxes & fees
8/10 Very Good! (1,019 reviews)
"Better than expected. Good price, clean and a spacious room. 👍"

Reviewed on Jul. 23, 2025

Wyndham Southbury
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave, Farmington, CT
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 3 to Aug 4
CA $174
CA $224 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (999 reviews)
"The best"

Reviewed on Jul. 19, 2025

The Farmington Inn & Suites
See all 643 properties in Plymouth
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Plymouth vacation package cost?
You'll find cheap prices from CA $582 on Expedia for your Plymouth break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Plymouth costs.
What are the cheapest months to go to Plymouth?
You're likely to find reduced prices and greater availability in January, February and March. Check out our cheap Plymouth vacation packages and you could get some great off-season discounts.
How many days is enough for Plymouth?
The ideal length of your Plymouth vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to hit all the main sights and discover some hidden gems along the way.
How to find the best Plymouth package deals?
Use Expedia's filter tool to help you find some of the best Plymouth package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Plymouth package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Plymouth vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the freedom to create a customized Plymouth vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Plymouth?
If you're planning a spur-of-the-moment Plymouth trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Plymouth?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Plymouth.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Plymouth.
  3. Decide how long to go away for: Now that you're more familiar with Plymouth, you can work out the ideal length of your break. Pull together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Plymouth vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.