Greenfield Vacations from $404

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The Latest Greenfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Price was $530, price is now $404 per person
$404
per person
Oct 30 - Nov 3
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8/10 Very Good! (498 reviews)
Loved the historical property and surrounding historical activities.

Reviewed on Aug 23, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $702, price is now $468 per person
$468
per person
Oct 4 - Oct 6
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,562 reviews)
Very quiet, nice area. Walkable to restaurants and shops. The staff was extremely welcoming. This is a beautiful facility and is even pet friendly. I would highly recommend this hotel if you need to stay in this area.

Reviewed on Aug 29, 2025

The Principal Hotel

The Principal Hotel

3.5 out of 5
Price was $608, price is now $429 per person
$429
per person
Oct 30 - Nov 3
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
9.8/10 Exceptional! (120 reviews)
Overall was the best stay we have had with any one. The only downside would be no hot breakfast unless you went to the restaurant on location. Staff was great and so helpful when we needed anything for the room.

Reviewed on Aug 18, 2025

White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Price was $642, price is now $477 per person
$477
per person
Oct 30 - Nov 3
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8.6/10 Excellent! (116 reviews)
It was very clean and nicely decorated. The house is a cool old building. The AC worked great (important, as it was super muggy outside.) I was only there for a couple nights but I think it would have worked well for a longer stay.

Reviewed on Jul 9, 2025

DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Price was $642, price is now $495 per person
$495
per person
Oct 30 - Nov 3
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Beautiful property, pleasant and responsive staff, delicious warm cookies! And convenient location near city hall and police department.

Reviewed on Jul 27, 2025

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Greenfield Hotel Deals

Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
2401 Holliday Ln, Jacksonville, IL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $88 total per night from Sep 7 to Sep 8
$88 total
Sep 7 - Sep 8
Total with taxes and fees
Sleep Inn & Suites
Memorable Family experiences at The Castle of Palmyra.

Memorable Family experiences at The Castle of Palmyra.

Palmyra
Get rates
Memorable Family experiences at The Castle of Palmyra.
Baymont by Wyndham Jacksonville

Baymont by Wyndham Jacksonville

2.5 out of 5
1914 Southbrooke Road, Jacksonville, IL
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $66 total per night from Sep 7 to Sep 8
$66 total
Sep 7 - Sep 8
Total with taxes and fees
Baymont by Wyndham Jacksonville
See all 28 properties in Greenfield
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.

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Frequently asked questions

How much does a Greenfield vacation package cost?
You can grab a vacation package to this top destination from $404 on Expedia. However, how much your vacation to Greenfield costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Greenfield?
You can typically find reduced prices and greater availability in November, December and January. Explore our cheap Greenfield vacation packages and you could get some excellent off-season deals.
How many days is enough for Greenfield?
With a well-organized schedule, you can easily visit the top Greenfield sights in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your Greenfield vacation for longer.
How to find the best Greenfield package deals?
Begin your search for a Greenfield package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Greenfield package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Greenfield escape underway.
Is it cheaper to book a Greenfield vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can customize your Greenfield escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Greenfield?
If you're considering a spontaneous Greenfield getaway, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Greenfield vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Greenfield trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.