Search Deals onMiddleton Vacation Packages
Middleton Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Club Wyndham Tamarack
Price was $637, price is now $520 per person
$520
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Madison (MSN)
Stay at this hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Noah's Ark Waterpark and Kalahari Indoor Waterpark are located nearby.
The room was spotless and it was nice to relax with the fireplace. Also enjoyed saving money by buying and cooking our own meals.
Reviewed on May 12, 2026
The Speckled Hen Inn B&B
Price was $822, price is now $736 per person
$736
per person
Nov 6 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Stay at this guesthouse in Madison. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions East Towne Mall and Token Creek Park are located nearby.
Beautiful, quiet, spacious property close to Madison.
Reviewed on Oct 17, 2022
Dellshire Resort
Price was $865, price is now $781 per person
$781
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Madison (MSN)
Book a stay at this family-friendly hotel in Wisconsin Dells. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Noah's Ark Waterpark and Kalahari Indoor Waterpark are located nearby.
Iron Amethyst Inn Boutique Hotel
Price was $651, price is now $600 per person
$600
per person
Nov 6 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Stay at this hotel in Mazomanie. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attraction Pleasant Valley State Natural Area Trailhead is located nearby.
We stayed there after an American Payers Theater performance. Had a great time at the Speakeasy chatting with the bartender and other guests - ask for an absinth cocktail. Our room had a small outdoor patio area which was great. Sat down by the river for a bit also.
Reviewed on Sep 8, 2026
Valued Stay Madison
Price was $493, price is now $459 per person
$459
per person
Nov 6 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions East Towne Mall and Yahara Hills Golf Course are located nearby.
Hyatt Place Madison / Verona
Price was $649, price is now $604 per person
$604
per person
Nov 6 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Book a stay at this business-friendly hotel in Verona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Wisconsin Brewing Company and Verona Ice Arena are located nearby.
GrandStay Hotel & Suites Mount Horeb - Madison
Price was $514, price is now $480 per person
$480
per person
Nov 6 - Nov 8
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Madison (MSN)
Book a stay at this spa hotel in Mount Horeb. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Summer Frolic Sunrise Park and Norsk Golf Club are located nearby.
Excellent, only tile off wall in bathroom.
Reviewed on Sep 7, 2026
Middleton Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Middleton Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Nov 10 - Sat, Nov 14
MSP
Minneapolis - St. Paul Intl.
MSN
Dane County Regional
$201 Roundtrip, found 14 hours ago
$201
Roundtrip
found 14 hours ago
Sat, Nov 14 - Tue, Nov 17
BOS
Logan Intl.
MSN
Dane County Regional
$258 Roundtrip, just found
$258
Roundtrip
just found
Mon, Sep 28 - Thu, Oct 8
ATL
Hartsfield-Jackson Atlanta Intl.
MSN
Dane County Regional
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Sat, Oct 10 - Wed, Oct 21
LAS
Harry Reid Intl.
MSN
Dane County Regional
$284 Roundtrip, found 2 days ago
$284
Roundtrip
found 2 days ago
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