Deals on vacations and trips to Plymouth

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Plymouth flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
Price was $515, price is now $409 per person
$409
per person
Jul 17 - Jul 20
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, and express check-out are also on offer.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,961, price is now $1,309 per person
$1,309
per person
Jul 17 - Jul 20
found 16 hours ago
Roundtrip flight included
Chicago (ORD) 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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Save 100% on your flight
Price was $731, price is now $508 per person
$508
per person
Jul 3 - Jul 6
found 16 hours ago
Roundtrip flight included
Chicago (ORD) 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 and barbecue grills are also provided.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $605, price is now $476 per person
$476
per person
Jul 17 - Jul 20
found 16 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was $1,647, price is now $1,311 per person
$1,311
per person
Jul 17 - Jul 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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.

Top Plymouth hotels deals

Cozy Lakefront Bungalow w firepit/dock/kayaks

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth CT
Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$111 nightly
The price is $128 total per night
$128 total
May 31 - Jun 1
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South

2.5 out of 5
712 Cedar Street Newington CT
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $114 total per night
$114 total
May 31 - Jun 1
Total with taxes and fees
Stay at this hotel in Newington. Enjoy free WiFi and free parking. Popular attractions Iwo Jima Survivors Memorial Park and Copernican Observatory & Planetarium are located nearby.
Pet friendly
Parking included
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $114 total per night
$114 total
May 28 - May 29
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are also offered.
Free WiFi
Restaurant
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $164 total per night
$164 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Breakfast included
Pet friendly
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Jun 1 - Jun 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
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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.

Frequently asked questions

How much are vacation packages to Plymouth?
With Travelocity vacation packages, you could live it up in Plymouth for a mere $409. Flights, hotels and tours — we have it all. You can save some cash just by bundling together your bookings. With all of that taken care of before you go, you can sit back, relax and not worry about a thing.
Where can I get the best vacation package deals for Plymouth?
It's hard to top Travelocity when it comes to piecing together your Plymouth package deal. There are at least 400 partner airlines and 1,000,000 properties around the world to choose from. Lock in your trip now and get ready to tick another exciting place off your must-see list.
Why should I book my Plymouth vacation package with Travelocity?
Incredible savings, loads of breathtaking destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.
Will I save money on my Plymouth car rental if I bundle it with a hotel or flight?
Sure can — and booking one of our Plymouth vacation packages is a smart way to do this. Bundle any combination of a car, hotel, flight and experience and enjoy terrific discounts. The more you book, the more you save. There are plenty of top attractions in and around Plymouth that are worth a road trip, including Times Square (80 mi from Plymouth). Nothing beats discovering places like this with the freedom of your own car rental.

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