Search Deals onRandolph Center Vacation Packages
Randolph Center Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Bentley House Bed and Breakfast
Price was $425, price is now $331 per person
$331
per person
Jan 21 - Jan 24
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.

The Suites at Killington Center
Price was $1,598, price is now $1,134 per person
$1,134
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Killington School for Tennis are located nearby.

Pointe at Castle Hill Resort
Price was $645, price is now $485 per person
$485
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Rutland (RUT)
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $1,209, price is now $926 per person
$926
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Rutland (RUT)
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 T-Bar and Rope Tow are located nearby.

The Landgrove
Price was $1,618, price is now $1,256 per person
$1,256
per person
Dec 25 - Jan 1
found 5 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this family-friendly inn in Londonderry. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bromley Mountain Ski Resort and Hapgood Pond are located nearby.
The Inn is in a beautiful setting. The staff were very friendly and helpful. My room was spacious and a comfortable arm chair and good lamp provided a cozy place for R&R. The spacious common area & well kept grounds would be a very pleasant place to spend time with family and friends. I was advised in advance that the restaurant was not serving dinner, but the staff provided a list of eateries in the local area. I had a very good meal at the New American Grill. The breakfast menu at the hotel was refreshing and the food was VERY good. I thoroughly enjoyed my stay and would highly recommend the inn especially to those who enjoy the atmosphere of well kept historical structures.
Reviewed on Oct 29, 2026

Mountain Green Resort
Price was $3,732, price is now $2,912 per person
$2,912
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
Price was $1,016, price is now $798 per person
$798
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

The Vermont Inn
Price was $727, price is now $588 per person
$588
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Rutland (RUT)
Book a stay at this family-friendly B&B in Rutland. Enjoy free WiFi, free parking, and a conference center. Popular attractions Killington Resort and Golden Express Quad are located nearby.
Our room was large and comfortable, with a large, well-supplied bathroom. The fellow at the front desk was friendly and helpful. It feels like a very nice rural country inn. There isn't a lot else there, as there aren't 24-hour onsite staff or a fitness room or many other lobby amenities. I wouldn't hesitate to come back.
Reviewed on Oct 15, 2026
Randolph Center Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Randolph Center 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 19 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$553 Roundtrip, found 6 days ago
$553
Roundtrip
found 6 days ago

Thu, Nov 19 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$565 Roundtrip, found 19 hours ago
$565
Roundtrip
found 19 hours ago

Thu, Nov 19 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$570 Roundtrip, found 19 hours ago
$570
Roundtrip
found 19 hours ago

Sat, Nov 21 - Wed, Dec 2
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$583 Roundtrip, found 6 days ago
$583
Roundtrip
found 6 days ago
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