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Plainfield Vacation Packages

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Plainfield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,074, price is now $904 per person
$904
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lebanon (LEB)
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,203, price is now $917 per person
$917
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $2,260, price is now $1,758 per person
$1,758
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (VSF)
Stay at this 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 Quechee Gorge Bridge and Billings Park and Trail are located nearby.
It would be great to have a coffee maker in the room

Reviewed on Jul 31, 2026

Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $4,572, price is now $3,657 per person
$3,657
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly apartment in Killington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Killington Resort and Black Dog Sports are located nearby.
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,365, price is now $1,135 per person
$1,135
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
Just a quick trip up for a work event, easy to check in, pool is open late so everyone an relax even after a late check in. So many restaurants to choose from!

Reviewed on Aug 2, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,543, price is now $1,286 per person
$1,286
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
The staff was excellent; helpful, cheery, and knowledgeable. The place is a bit old but is very clean. The breakfast was good and the breakfast sandwiches excellent.

Reviewed on Aug 3, 2026

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $1,367, price is now $1,152 per person
$1,152
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Houston (IAH) to Lebanon (LEB)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Price was $1,526, price is now $1,292 per person
$1,292
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Enjoyable and beautiful place. Ann

Reviewed on Jul 20, 2026

Plainfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was $789, price is now $681 per person
$681
per person
Oct 9 - Oct 12
found 4 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (VSF)
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,074, price is now $904 per person
$904
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lebanon (LEB)
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,144, price is now $984 per person
$984
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $971, price is now $839 per person
$839
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)

Plainfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,203, price is now $917 per person
$917
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $2,260, price is now $1,758 per person
$1,758
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (VSF)
Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $4,572, price is now $3,657 per person
$3,657
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,365, price is now $1,135 per person
$1,135
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)

Top Flight Deals

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

Cape Air
Thu, Aug 6 - Thu, Aug 6
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$217 Roundtrip, found 6 hours ago
$217
Roundtrip
found 6 hours ago
Select Cape Air flight, departing Thu, Aug 6 from Logan Intl. to Rutland Southern Vermont Regional, returning Thu, Aug 6, priced at $217 found 6 hours ago
Delta
Tue, Oct 13 - Tue, Oct 20
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$334 Roundtrip, found 5 days ago
$334
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Oct 13 from Baltimore Washington Intl. Thurgood Marshall to Rutland Southern Vermont Regional, returning Tue, Oct 20, priced at $334 found 5 days ago
United
Wed, Oct 14 - Tue, Oct 20
IAD
Washington Dulles Intl.
LEB
Lebanon Municipal
$364 Roundtrip, found 4 hours ago
$364
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Oct 14 from Washington Dulles Intl. to Lebanon Municipal, returning Tue, Oct 20, priced at $364 found 4 hours ago
American Airlines
Tue, Sep 22 - Tue, Oct 6
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$474 Roundtrip, found 1 day ago
$474
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 22 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 6, priced at $474 found 1 day ago