Chiltonville Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Jeffrey Offermann

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your Chiltonville Vacation

When a getaway to the city is calling, answer it with a vacation package to Chiltonville. The neighborhood of Plymouth Cultural District, which is good for dining, culture and history, makes a wonderful base for your adventures. A trip to Chiltonville is a superb opportunity to see the sights. Be sure to visit well-known attractions like Plymouth Rock, Mayflower II and Plimoth Patuxet Museums. Browse Expedia's wide range of travel options and start planning your ideal vacation to Chiltonville today.

Top Chiltonville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,608, price is now CA $1,414 per person
CA $1,414
per person
Aug 5 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
clean and great staff

Reviewed on May 8, 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was CA $3,164, price is now CA $1,954 per person
CA $1,954
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
8.4/10 Very Good! (1,441 reviews)
Friendly staff clean room good location

Reviewed on May 14, 2026

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Price was CA $3,383, price is now CA $2,346 per person
CA $2,346
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (3,741 reviews)
my breakfast was wounderfull

Reviewed on May 14, 2026

The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
Price was CA $3,792, price is now CA $2,630 per person
CA $2,630
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.2/10 Very Good! (1,001 reviews)
A Quick stay but the room was large and comfortable and clean an the staff was excellent

Reviewed on Apr 28, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $3,679, price is now CA $2,591 per person
CA $2,591
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Right in heart of town

Reviewed on May 12, 2026

Ready to book your vacation to Chiltonville?

 

Choose your dates

Chiltonville Hotel Deals

Pilgrim Sands on Long Beach

Pilgrim Sands on Long Beach

2 out of 5
150 Warren Ave Plymouth MA
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from May 17 to May 18
CA $140
CA $171 total
May 17 - May 18
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Nice, clean, beautifup view. Missong eggs at breakfast, and possibly a smart tv would be the things that make this place a perfect stay.

Reviewed on May 12, 2026

Pilgrim Sands on Long Beach
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
180 Water St Plymouth MA
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from May 31 to Jun 1
CA $184
CA $247 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
Very outdated but think it’s being renovated! Breakfast not worth the money charged, food cold & coffee urn empty at 8am, had to wait while small pot was brewed? Staff however very nice!

Reviewed on May 14, 2026

Hotel 1620 Plymouth Harbor
John Carver Inn & Spa

John Carver Inn & Spa

3 out of 5
25 Summer Street Plymouth MA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from May 27 to May 28
CA $219
CA $260 total
May 27 - May 28
includes taxes & fees
8.2/10 Very Good! (1,051 reviews)
Very nice comfortable and relaxing space close to downtown.

Reviewed on May 9, 2026

John Carver Inn & Spa
See all 1,241 properties in Chiltonville
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

Discover the most popular places to visit in Chiltonville

Plymouth Rock

Plymouth Rock

No American historical tour is complete without a personal encounter with this symbol of national identity and origins.

Plymouth Rock
Adventures in Plymouth, Massachusetts exploring the coast and the beach. Start of Cape Cod

Plymouth Long Beach

If a restful vacation is part of your travel plans, Plymouth Long Beach might be the perfect place to seek out during your trip to Plymouth. Wander the area's seaside or simply enjoy one of its top-notch restaurants.

Plymouth Long Beach
Mayflower II

Mayflower II

Board this vessel to appreciate the experiences of brave colonists who enabled early settlement in what would become New England.

Mayflower II

What to do in Chiltonville

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

CA $18
per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $62
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

CA $68
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
See all activities in Chiltonville

Explore a world of travel with Expedia

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