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Middleton Vacation Packages

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Middleton Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Amber's Inn & Suites

Amber's Inn & Suites

2 out of 5
Price was $320, price is now $279 per person
$279
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Madison (MSN)
Stay at this motel in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
Christmas Mountain Campground

Christmas Mountain Campground

3 out of 5
Price was $762, price is now $633 per person
$633
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this ski resort in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $751, price is now $660 per person
$660
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this ski resort in Wisconsin Dells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mt. Olympus Water and Theme Park and Noah's Ark Waterpark are located nearby.
Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Price was $635, price is now $558 per person
$558
per person
Apr 30 - May 2
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kohl Center and Camp Randall Stadium are located nearby.
Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

3 out of 5
Price was $1,770, price is now $1,562 per person
$1,562
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
Book a stay at this business-friendly hotel in Middleton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Camp Randall Stadium and Capital Brewery are located nearby.
1810 Emerson House Bed & Breakfast - Adults Only

1810 Emerson House Bed & Breakfast - Adults Only

3.5 out of 5
Price was $598, price is now $530 per person
$530
per person
Apr 30 - May 2
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Stay at this B&B in Beloit. Enjoy free WiFi, free parking, and a garden. Popular attractions Hancock Field and Rosevelt Park are located nearby.
The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Price was $542, price is now $481 per person
$481
per person
Apr 30 - May 2
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Book a stay at this luxury hotel in Madison. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Camp Randall Stadium and Alliant Energy Center are located nearby.
Iron Amethyst Inn Boutique Hotel

Iron Amethyst Inn Boutique Hotel

4 out of 5
Price was $1,141, price is now $1,025 per person
$1,025
per person
May 6 - May 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
Stay at this hotel in Mazomanie. Enjoy free WiFi, free parking, and private hot tubs. Popular attraction Pleasant Valley State Natural Area Trailhead is located nearby.

Middleton Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Valued Stay Sun Prairie

Valued Stay Sun Prairie

2.5 out of 5
Price was $684, price is now $588 per person
$588
per person
May 6 - May 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
Valued Stay Aloha

Valued Stay Aloha

2 out of 5
Carpenter Ridgeway
Price was $931, price is now $774 per person
$774
per person
May 6 - May 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
Hilton Garden Inn Madison West/Middleton

Hilton Garden Inn Madison West/Middleton

3 out of 5
Price was $1,785, price is now $1,540 per person
$1,540
per person
May 6 - May 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
Valued Stay Madison

Valued Stay Madison

2 out of 5
Price was $914, price is now $797 per person
$797
per person
May 6 - May 10
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)

Middleton Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Christmas Mountain Campground

Christmas Mountain Campground

3 out of 5
Price was $762, price is now $633 per person
$633
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)
Graduate by Hilton Madison

Graduate by Hilton Madison

4 out of 5
Downtown Madison
Price was $2,951, price is now $2,506 per person
$2,506
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
Valued Stay Aloha

Valued Stay Aloha

2 out of 5
Carpenter Ridgeway
Price was $900, price is now $777 per person
$777
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Madison (MSN)
Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $751, price is now $660 per person
$660
per person
May 19 - May 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to Madison (MSN)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Thu, Apr 9 - Sun, Apr 12
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$227 Roundtrip, found 9 hours ago
$227
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from Hartsfield-Jackson Atlanta Intl. to Dane County Regional, returning Sun, Apr 12, priced at $227 found 9 hours ago
Bargain Flight
Thu, Aug 20 - Tue, Aug 25
BOS
Logan Intl.
MSN
Dane County Regional
$257 Roundtrip, found 4 hours ago
$257
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Thu, Aug 20 from Logan Intl. to Dane County Regional, returning Tue, Aug 25, priced at $257 found 4 hours ago
Bargain Flight
Wed, Jun 24 - Tue, Jun 30
LAS
Harry Reid Intl.
MSN
Dane County Regional
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Jun 24 from Harry Reid Intl. to Dane County Regional, returning Tue, Jun 30, priced at $261 found 1 day ago
United
Sat, Sep 12 - Tue, Sep 29
DEN
Denver Intl.
MSN
Dane County Regional
$269 Roundtrip, found 2 hours ago
$269
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Sep 12 from Denver Intl. to Dane County Regional, returning Tue, Sep 29, priced at $269 found 2 hours ago