Chiltonville Holidays

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Top Chiltonville Flight + Hotel Deals

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

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (2,098 reviews)
Safe location. Clubs across the street for a night out. Fairly close to tourist things. Rooms are clean but on the smaller side.

Reviewed on 24 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on 23 Jul 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
We enjoyed our stay very much, the staff is super friendly, rooms are very clean, the restaurants offer delicious meals, breakfast are simply amazing ❤️

Reviewed on 23 Jul 2025

The Boxer

The Boxer

4 out of 5
West End
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8.6/10 Excellent! (1,236 reviews)
This hotel is super cute. Our room was pretty tiny but the proximity to the TD Garden is what makes this the real winner. If you are super sensitive to noise the water running through the pipes is quite loud. It never woke me up but it was annoying when we were relaxing in our room. As far as noise goes, we never heard anyone in the hallway.

Reviewed on 22 Jul 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
Chicago (ORD) to Boston (BOS)
8/10 Very Good! (566 reviews)
Good location. Walkable to activities and shops and restaurants. The place is nice and clean but the communication with the customer service team was not easy.

Reviewed on 24 Jul 2025

Top hotels in Chiltonville

La Casa Inn & Suites - Middleboro

La Casa Inn & Suites - Middleboro

2.5 out of 5
30 East Clark Street, Middleborough, MA
Fully refundableReserve now, pay when you stay
The price is HK$727 per night from 10 Aug to 11 Aug
HK$727
HK$812 total
10 Aug - 11 Aug
includes taxes & fees
6.8/10 (785 reviews)
"I was like the room,it cleanned and very large."

Reviewed on 21 Jul 2025

La Casa Inn & Suites - Middleboro
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
180 Water St, Plymouth, MA
Fully refundableReserve now, pay when you stay
8/10 Very Good! (1,010 reviews)
"Very friendly staff, clean room, nice view. 100% recommend to stay in this hotel."

Reviewed on 21 Jul 2025

Get rates
Hotel 1620 Plymouth Harbor
Sandwich Lodge & Resort

Sandwich Lodge & Resort

2 out of 5
54 Route 6A, Sandwich, MA
Fully refundableReserve now, pay when you stay
The price is HK$1,194 per night from 27 Jul to 28 Jul
HK$1,194
HK$1,366 total
27 Jul - 28 Jul
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"3 rd time staying here. Perfection"

Reviewed on 23 Jul 2025

Sandwich Lodge & Resort
See all 1,260 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.

Popular places to visit

Plymouth Rock featuring a park as well as a small group of people

Plymouth Rock

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

Plymouth Rock
Plymouth Harbor which includes a marina and a coastal town

Plymouth Harbor

Visit the place where the Mayflower dropped anchor and the Pilgrims first touched the New World, a focal point of any visit to Plymouth.

Plymouth Harbor
National Monument to the Forefathers which includes a statue or sculpture

National Monument to the Forefathers

Many compare this structure to the Statue of Liberty, but the complexity of this representation of core American ideals puts it in a category of its own.

National Monument to the Forefathers

What to do in Chiltonville

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

HK$392
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Step Up to Taste

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

HK$103
per adult
84% of travellers recommend
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
Historic Plymouth

Historic Plymouth (Mayflower) Self-Guided Walking Audio Tour

HK$118
per traveller
94% of travellers recommend
Historic Plymouth (Mayflower) Self-Guided Walking Audio Tour
See all activities in Chiltonville

Frequently asked questions

How much does a Chiltonville holiday package cost?
Offering excellent value package deals from HK$5,647 on Expedia, you'll be thrilled with how little a holiday to Chiltonville costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Chiltonville?
To pick up cheap Chiltonville holiday packages, organise your getaway outside of peak times like public holidays and major festivals. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Chiltonville?
The ideal duration for your Chiltonville holiday depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to visit all the top sights and discover some hidden spots along the way.
How to find the best Chiltonville package deals?
Landing a cheap Chiltonville package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Chiltonville package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Chiltonville holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still have the freedom to create a customised Chiltonville holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Chiltonville?
If you're planning an impromptu Chiltonville trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Chiltonville?

  1. Pick your travel dates: The things you'd like to do in Chiltonville and your favourite season will help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodation will probably be the biggest expense during your trip to Chiltonville.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Chiltonville. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Chiltonville holiday package.

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