Plymouth Downtown Waterfront District Vacation Packages for 2026

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Plymouth Downtown Waterfront District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Bass River
Price was $1,398, price is now $1,296 per person
$1,296
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this hotel in South Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Thachers Beach and Gold Coast Parasailing & Jet Ski are located nearby.

The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Price was $1,590, price is now $1,336 per person
$1,336
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this spa aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Wild Animal Lagoon and Bay View Street Beach are located nearby.

The Club at New Seabury

The Club at New Seabury

3.5 out of 5
New Seabury
Price was $1,882, price is now $1,658 per person
$1,658
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this beach condo in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset Beach are located nearby.

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $1,407, price is now $1,302 per person
$1,302
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Cataumet Arts Center are located nearby.

Carleton Circle Motel Falmouth

Carleton Circle Motel Falmouth

2.5 out of 5
Price was $1,584, price is now $1,477 per person
$1,477
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this motel in East Falmouth. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Falmouth Country Club and Cape Cod Winery are located nearby.

Relax Inn Cape Cod

Relax Inn Cape Cod

2 out of 5
Price was $1,646, price is now $1,535 per person
$1,535
per person
Apr 3 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Stay at this motel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Wild Animal Lagoon and Cape Cod Maritime Museum are located nearby.

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Top Hotel Deals

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
180 Water St Plymouth MA
0.48 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Plymouth. Enjoy free parking, free water park access, and a 24-hour fitness center. Our guests praise the pool ...
Thomas Sea Suites

Thomas Sea Suites

3.5 out of 5
150 Water St Plymouth MA
0.33 km from Plymouth Downtown Waterfront District
Stay at this condo in Plymouth. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Plymouth Memorial Hall and Pilgrim Memorial Hall Museum ...
DoubleTree by Hilton Boston - Rockland

DoubleTree by Hilton Boston - Rockland

4 out of 5
929 Hingham St Rockland MA
29.71 km from Plymouth Downtown Waterfront District
Stay at this hotel in Rockland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
John Carver Inn & Spa

John Carver Inn & Spa

3 out of 5
25 Summer Street Plymouth MA
0.6 km from Plymouth Downtown Waterfront District
Book a stay at this spa hotel in Plymouth. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Hampton Inn Cape Cod Canal

Hampton Inn Cape Cod Canal

2.5 out of 5
12 Kendall Rae Place Buzzards Bay MA
24.23 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Bourne. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hilton Garden Inn Plymouth

Hilton Garden Inn Plymouth

3 out of 5
4 Home Depot Dr Plymouth MA
3.11 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Plymouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Cambria Hotel & Suites Plymouth

Cambria Hotel & Suites Plymouth

3 out of 5
26 Plaza Way Plymouth MA
4.55 km from Plymouth Downtown Waterfront District
Stay at this hotel in Plymouth. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Colony Place and Mayflower Brewing Company are ...
La Casa Inn & Suites - Middleboro

La Casa Inn & Suites - Middleboro

2.5 out of 5
30 East Clark Street Middleborough MA
22.42 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Middleborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Best Western Rockland

Best Western Rockland

2.5 out of 5
909 Hingham St Rockland MA
29.68 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Pilgrim Sands on Long Beach

Pilgrim Sands on Long Beach

2 out of 5
150 Warren Ave Plymouth MA
4.32 km from Plymouth Downtown Waterfront District
Book a stay at this beach hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Hampton Inn & Suites Plymouth

Hampton Inn & Suites Plymouth

2.5 out of 5
10 Plaza Way Plymouth MA
4.37 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
TownePlace Suites by Marriott Wareham Buzzards Bay

TownePlace Suites by Marriott Wareham Buzzards Bay

3 out of 5
50 Rosebrook Place Wareham MA
21.35 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Wareham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4 out of 5
35 Landmark Drive Plymouth MA
10.43 km from Plymouth Downtown Waterfront District
Book a stay at this spa hotel in Plymouth. Enjoy free parking, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular ...
Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

Fairfield by Marriott Inn & Suites Raynham Middleborough/Plymouth

2.5 out of 5
4 Chalet Rd Middleborough MA
25.87 km from Plymouth Downtown Waterfront District
Book a stay at this business-friendly hotel in Middleborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Dan'l Webster Inn and Spa

The Dan'l Webster Inn and Spa

3.5 out of 5
149 Main Street Sandwich MA
26.34 km from Plymouth Downtown Waterfront District
Book a stay at this spa hotel in Sandwich. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Mar 24 - Sat, Apr 4
PDX
Portland Intl.
BOS
Logan Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Mar 24 from Portland Intl. to Logan Intl., returning Sat, Apr 4, priced at $197 found 3 days ago
Hawaiian Airlines
Sat, Mar 28 - Sat, Apr 4
PDX
Portland Intl.
BOS
Logan Intl.
$257 Roundtrip, found 3 days ago
$257
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Sat, Mar 28 from Portland Intl. to Logan Intl., returning Sat, Apr 4, priced at $257 found 3 days ago
Alaska Airlines
Wed, May 13 - Sat, May 23
PDX
Portland Intl.
BOS
Logan Intl.
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, May 13 from Portland Intl. to Logan Intl., returning Sat, May 23, priced at $292 found 1 day ago
Southwest Airlines
Sat, Aug 1 - Thu, Aug 6
LAX
Los Angeles Intl.
BOS
Logan Intl.
$362 Roundtrip, found 14 hours ago
$362
Roundtrip
found 14 hours ago
Select Southwest Airlines flight, departing Sat, Aug 1 from Los Angeles Intl. to Logan Intl., returning Thu, Aug 6, priced at $362 found 14 hours ago
American Airlines
Sat, Aug 1 - Thu, Aug 6
LAX
Los Angeles Intl.
BOS
Logan Intl.
$368 Roundtrip, found 14 hours ago
$368
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Sat, Aug 1 from Los Angeles Intl. to Logan Intl., returning Thu, Aug 6, priced at $368 found 14 hours ago