Deals on vacations and trips to Cuttingsville

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Cuttingsville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
Price was $1,095, price is now $916 per person
$916
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
This resort features a private beach, ski-in/ski-out access, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,198, price is now $963 per person
$963
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Lebanon (LEB)
This resort features a restaurant, an indoor pool, and a bar/lounge. There's an outdoor tennis court on site, and a fireplace in the lobby and a picnic area are also provided.
Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Clock Tower Base Area
Save 100% on your flight
Price was $3,944, price is now $3,179 per person
$3,179
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
This vacation home features laundry facilities. Take advantage of the free self parking.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,275, price is now $1,028 per person
$1,028
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Springfield (VSF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,380, price is now $1,176 per person
$1,176
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

Top Cuttingsville hotels deals

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $143 total per night
$143 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.
Hot Tub
Pet friendly
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $121 total per night
$121 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Jackson Gore Village

Jackson Gore Village

3 out of 5
111 Jackson Gore Road, Ludlow, VT
$231 nightly
The price is $254 total per night
$254 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.
Pool
Hot Tub
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $172 total per night
$172 total
Nov 12 - Nov 13
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $121 total per night
$121 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features an indoor pool and a sauna. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $158 total per night
$158 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a 24-hour gym and an outdoor tennis court. Enjoy the free ski shuttle and onsite ski storage. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Shrewsbury Free Library

After visiting Shrewsbury Free Library, make a plan to see the other sights and activities in Cuttingsville.

Shrewsbury Free Library

Clarendon Gorge Wildlife Management Area

You can take time to visit Clarendon Gorge Wildlife Management Area during your travels to Shrewsbury. Make some time to visit the shops while you're in the area.

Clarendon Gorge Wildlife Management Area

Frequently asked questions

How much are vacation packages to Cuttingsville?
$916 is all you need to spend for a fantastic escape in Cuttingsville. Bundle your hotel and flights into a Travelocity package and see how much the savings start to pile up. With prices this good, it's never been easier to travel!
Where can I get the best vacation package deals for Cuttingsville?
One word — Travelocity. With no less than 400 airlines and 1,000,000 properties across the globe, it's easy to craft a Cuttingsville package deal that satisfies your wanderlust.
Why should I book my Cuttingsville vacation bundle with Travelocity?
Travel is all about making fantastic new memories and leaving all your stresses behind — which is why we have a professional team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our huge range of vacation destinations. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.
Can I save money on my Cuttingsville car rental if I combine it with a hotel or flight?
You most certainly can — bundle your hotel, flight and car into a Cuttingsville vacation package and you can save a ton. With so much to uncover in Cuttingsville, that rental vehicle will make exploring a joy. Once you've settled into the driver's seat, turn up the stereo and make tracks to Fenway Park, a well-known sight about 120 mi from Cuttingsville.
Which airport is best for Cuttingsville?
Lebanon Municipal Airport (LEB), 30 mi east of the city center, is where many travelers begin their adventures in Cuttingsville. That said, Rutland Southern Vermont Regional Airport (RUT) (5 mi away from central Cuttingsville) could suit you better.

Photos of local treasures

Browse Cuttingsville vacation photos for more inspiration