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.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,156, price is now CA $812 per person
CA $812
per person
Sep 4 - Sep 7
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (139 reviews)
very clean very helpful staff. Ace was very kind and greeted us so pleasantly numerous times. He even gave me an umbrella when it was pouring and he was very sweet. I just wish there were more food options in the hotel restaurant.

Reviewed on Jun 20, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,380, price is now CA $961 per person
CA $961
per person
Sep 3 - Sep 7
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year

Reviewed on Jun 18, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,715, price is now CA $1,222 per person
CA $1,222
per person
Sep 4 - Sep 7
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,010 reviews)
Great hotel with superb location

Reviewed on Jun 20, 2026

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was CA $1,329, price is now CA $954 per person
CA $954
per person
Sep 9 - Sep 13
found 11 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,394 reviews)
Nice location, walking distance to downtown and South Station. Friendly and helpful staff.

Reviewed on Jun 21, 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 $187 per night from Jun 29 to Jun 30
CA $187
CA $223 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"The room was exceptionally clean, clearly recently remodeled. The outside seems to be in the process of renovations. The indoor pool was nice. The weather didn’t allow for use of the outdoor pool in my one night stay. The ocean view was nice, but would’ve been better with more seating. My room was ..."

Reviewed on Jun 22, 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 $216 per night from Jun 29 to Jun 30
CA $216
CA $284 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Everything was great!! Was good local for girls night."

Reviewed on Jun 20, 2026

Hotel 1620 Plymouth Harbor
Sandwich Lodge & Resort

Sandwich Lodge & Resort

2 out of 5
54 Route 6A Sandwich MA
The price is CA $173 per night from Jun 28 to Jun 29
CA $173
CA $199 total
Jun 28 - Jun 29
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Clean room"

Reviewed on Jun 20, 2026

Sandwich Lodge & Resort
See all 1,267 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

4/5(15 reviews)

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

4.5/5(4 reviews)

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 Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

CA $69
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $69
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
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.