Doylestown Vacations from $309

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The Latest Doylestown vacation packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $425, price is now $309 per person
$309
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Madison (MSN)
8.4/10 Very Good! (121 reviews)
All was great and will come back again

Reviewed on Sep 29, 2025

Best Western Premier Park Hotel

Best Western Premier Park Hotel

4 out of 5
Downtown Madison
Price was $553, price is now $397 per person
$397
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Madison (MSN)
9.6/10 Exceptional! (1,014 reviews)
Great suite and location

Reviewed on Nov 11, 2025

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
Price was $533, price is now $405 per person
$405
per person
Feb 7 - Feb 11
found 18 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Madison (MSN)
18.8/10 Exceptional! (3,292 reviews)
Room was clean staff was friendly

Reviewed on Nov 12, 2025

Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
Price was $598, price is now $459 per person
$459
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Madison (MSN)
16.4/10 Exceptional! (1,004 reviews)
I was supposed to have access to a patio and due to construction did not. Everything is dated and the pools don’t look clean.

Reviewed on Oct 18, 2025

Christmas Mountain Campground

Christmas Mountain Campground

3 out of 5
Price was $479, price is now $368 per person
$368
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9/10 Wonderful! (71 reviews)
Very clean facilities. Very clean cabins. Top notch !

Reviewed on Nov 9, 2025

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Doylestown Hotel Deals

Quality Inn & Suites Lodi I-90

Quality Inn & Suites Lodi I-90

2.5 out of 5
West 9250 Prospect Dr Lodi WI
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $71 total per night from Dec 7 to Dec 8
$71 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Room and staff were fine. Our neighbors were a little loud.

Reviewed on Nov 8, 2025

Quality Inn & Suites Lodi I-90
Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

2 out of 5
6311 Rostad Dr Windsor WI
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $66 total per night from Nov 23 to Nov 24
$66 total
Nov 23 - Nov 24
Total with taxes and fees
7/10 Good! (1,000 reviews)
Good service

Reviewed on Nov 5, 2025

Days Inn by Wyndham Madison NE/Windsor
Valued Stay Sun Prairie

Valued Stay Sun Prairie

2.5 out of 5
820 West Main St., Sun Prairie, WI
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Nov 15 to Nov 16
$79 total
Nov 15 - Nov 16
Total with taxes and fees
6.8/10 (532 reviews)
Small but efficient

Reviewed on Nov 10, 2025

Valued Stay Sun Prairie
See all 106 properties in Doylestown
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.

Find the Best Doylestown Vacation Packages

Doylestown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)

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Frequently asked questions

How much does a Doylestown vacation package cost?
Offering excellent value package deals from $309 on Expedia, you'll be surprised at how little a vacation to Doylestown costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Doylestown?
If you'd like to snag a cheap Doylestown vacation package, consider visiting in October, November and December. You'll generally find lower prices on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Doylestown?
The ideal length for your Doylestown vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to check out all the top sights and explore some hidden gems along the way.
How to find the best Doylestown package deals?
Landing a cheap Doylestown package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Doylestown package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Doylestown vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Doylestown trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Doylestown?
If you have your Doylestown vacation dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Doylestown vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Doylestown trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.