Search Deals onHinsdale Vacation Packages
Hinsdale Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast
Price was $594, price is now $531 per person
$531
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this B&B in Jericho. Enjoy free breakfast, free WiFi, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Veterans' Park and Mills Riverside Park are located nearby.
Lincoln Inn & Gallery
Price was $1,266, price is now $718 per person
$718
per person
Dec 17 - Dec 21
found 2 days ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this guesthouse in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.
The hotel was amazing and the staff was so kind. Luke was working the front desk and made sure we had everything we needed. The hotel and property are beautiful. We really enjoyed our time and can't wait to come back!
Reviewed on Nov 8, 2026
The Hartness House
Price was $852, price is now $720 per person
$720
per person
Dec 31 - Jan 3
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
Stay at this hotel in Springfield. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Muckross State Park and Eureka Schoolhouse are located nearby.
1846 Inn and Tavern
Price was $935, price is now $810 per person
$810
per person
Dec 17 - Dec 21
found 2 days ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this inn in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
The Inn also has an adjacent nice food tavern and music this weekend. Friendly host - embodied the helpful spirit of old inns. Helped with allowing a late dinner due to late arrival. Adjusted the heat for us and allowed us to set a bit extra in their library.
Very welcoming. A ++ for hospitality and making us welcome!
Reviewed on Oct 12, 2026
Latchis Hotel
Price was $751, price is now $659 per person
$659
per person
Dec 31 - Jan 3
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center are located nearby.
Solitude Village at Okemo by Vail Resorts
Price was $8,402, price is now $7,377 per person
$7,377
per person
Jan 6 - Jan 10
found 16 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Okemo Mountain Resort and Galaxy Bowl are located nearby.
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Price was $662, price is now $600 per person
$600
per person
Dec 17 - Dec 21
found 2 days ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Brattleboro Bowl and New England Center for Circus Arts are located nearby.
Great. Clean. Great breakfast! Pool! Wonderful experience.
Reviewed on Nov 13, 2026
Colonel Williams Inn
Price was $778, price is now $711 per person
$711
per person
Dec 31 - Jan 3
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Springfield (VSF)
Stay at this B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southern Vermont Natural History Museum and Hogback Mountain Conservation Area are located nearby.
Excellent and comfortable place to stay in beautiful location. Welcoming owners. Delicious home cooked breakfast. Recommended
Reviewed on Oct 23, 2026
Hinsdale Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Hinsdale 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.
Thu, Nov 26 - Thu, Dec 3
LAX
Los Angeles Intl.
BOS
Logan Intl.
$283 Roundtrip, found 23 hours ago
$283
Roundtrip
found 23 hours ago
Tue, Jan 19 - Tue, Feb 9
PDX
Portland Intl.
ALB
Albany Intl.
$323 Roundtrip, found 1 day ago
$323
Roundtrip
found 1 day ago
Thu, Nov 26 - Thu, Dec 17
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$331 Roundtrip, found 5 hours ago
$331
Roundtrip
found 5 hours ago
Fri, Sep 10 - Sat, Sep 25
PDX
Portland Intl.
BOS
Logan Intl.
$337 Roundtrip, found 1 hour ago
$337
Roundtrip
found 1 hour ago
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