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Hinsdale Vacation Packages

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Hinsdale Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Mountain Lodge at Okemo

Mountain Lodge at Okemo

3 out of 5
Price was $601, price is now $549 per person
$549
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3-star ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $1,184, price is now $891 per person
$891
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Springfield (VSF)
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $1,222, price is now $1,047 per person
$1,047
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4-star 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.
The Vesper

The Vesper

3 out of 5
Price was $726, price is now $634 per person
$634
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Price was $711, price is now $637 per person
$637
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
Price was $653, price is now $590 per person
$590
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Price was $647, price is now $586 per person
$586
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.
Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Price was $619, price is now $563 per person
$563
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3.5-star vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

Hinsdale Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Vesper

The Vesper

3 out of 5
Price was $726, price is now $634 per person
$634
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
The Shire Woodstock

The Shire Woodstock

3 out of 5
Save 100% on your flight
Price was $1,184, price is now $891 per person
$891
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Springfield (VSF)
Sinclair Inn Bed and Breakfast

Sinclair Inn Bed and Breakfast

4 out of 5
Price was $1,222, price is now $1,047 per person
$1,047
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Clock Tower Base Area
Price was $711, price is now $637 per person
$637
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)

Hinsdale Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
Clock Tower Base Area
Price was $994, price is now $881 per person
$881
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Springfield (VSF)
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,134, price is now $928 per person
$928
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Springfield (VSF)
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Clock Tower Base Area
Price was $1,092, price is now $958 per person
$958
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Springfield (VSF)
The Vesper

The Vesper

3 out of 5
Price was $1,111, price is now $983 per person
$983
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip flight included
Portland (PDX) to Springfield (VSF)

Top Flight Deals

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

Delta
Mon, Oct 20 - Sat, Oct 25
PDX
Portland Intl.
BOS
Logan Intl.
$200 Roundtrip, found 4 hours ago
$200
Roundtrip
found 4 hours ago
Select Delta flight, departing Mon, Oct 20 from Portland Intl. to Logan Intl., returning Sat, Oct 25, priced at $200 found 4 hours ago
American Airlines
Fri, Oct 31 - Mon, Nov 3
LAX
Los Angeles Intl.
BOS
Logan Intl.
$217 Roundtrip, found 18 hours ago
$217
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Fri, Oct 31 from Los Angeles Intl. to Logan Intl., returning Mon, Nov 3, priced at $217 found 18 hours ago
Spirit Airlines
Thu, Oct 16 - Sat, Nov 15
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$261 Roundtrip, found 18 hours ago
$261
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Thu, Oct 16 from Los Angeles Intl. to Bradley Intl., returning Sat, Nov 15, priced at $261 found 18 hours ago
American Airlines
Tue, Oct 21 - Sat, Oct 25
LAX
Los Angeles Intl.
MHT
Manchester-Boston Regional
$338 Roundtrip, found 3 days ago
$338
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Oct 21 from Los Angeles Intl. to Manchester-Boston Regional, returning Sat, Oct 25, priced at $338 found 3 days ago