Exclusive Ski Sundown Vacation Deals

Ski Sundown vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Milford

Hilton Garden Inn Milford

3 out of 5
Price was $515, price is now $409 per person
$409
per person
Jul 17 - Jul 20
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, and express check-out are also on offer.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,961, price is now $1,309 per person
$1,309
per person
Jul 17 - Jul 20
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Save 100% on your flight
Price was $731, price is now $508 per person
$508
per person
Jul 3 - Jul 6
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $605, price is now $476 per person
$476
per person
Jul 17 - Jul 20
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was $1,647, price is now $1,311 per person
$1,311
per person
Jul 17 - Jul 20
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to New Haven (HVN)
This aparthotel features a gym and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, express check-out, and dry cleaning are also on offer.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $599, price is now $478 per person
$478
per person
Jul 17 - Jul 20
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop and luggage storage are also provided.

Frequently asked questions

How much are vacation packages to Ski Sundown?
Let Travelocity take the trouble out of organizing your visit to Ski Sundown. Have a look at our handy $409 package deal and save both time and money. With your flights and hotel locked in, you can concentrate on the fun parts of your adventure — like visiting those can't-miss attractions!
Where can I get the best vacation package deals for Ski Sundown?
It's difficult to beat Travelocity when it comes to crafting your Ski Sundown package deal. There are at least 400 airlines and 1,000,000 properties worldwide to select from. Secure your trip now and get ready to tick another destination off your to-do list.
Why should I purchase my Ski Sundown vacation bundle via Travelocity?
Nothing beats the satisfaction of knowing you've just bagged the best deal available — that's our Price Match Guarantee. Add to that our impressively broad range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for a stress-free vacation.

Top Ski Sundown hotel deals

Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd Avon CT
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $171 total per night
$171 total
May 28 - May 29
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and wedding services.
Pool
Breakfast included
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $164 total per night
$164 total
Jun 7 - Jun 8
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast each morning.
Breakfast included
Pet friendly
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $105 total per night
$105 total
May 28 - May 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-out. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Don't see what you're looking for?
See all available properties in Ski Sundown
View all properties
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.

Explore More Ways to Travel with Travelocity