
Exclusive Highland Lake Vacation Deals

Highland Lake vacation package deals
Price found within the past 48 hours. Click for updated prices.

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection
Price was $603, price is now $531 per person
$531
per person
Feb 12 - Feb 16
found 16 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to New Haven (HVN)
This smoke-free hotel features a golf course, a full-service spa, and a gym. Enjoy the indoor pool and perks like free self parking and free WiFi. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Beechmont - Perfect for Family Retreat!
North End
Save 100% on your flight
Price was $1,836, price is now $1,153 per person
$1,153
per person
Jan 29 - Feb 1
found 21 hours ago
Roundtrip non-stop flight included
Seattle (SEA) 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.
Landing Modern 2bd, Gym
West New Haven
Price was $964, price is now $814 per person
$814
per person
Feb 13 - Feb 17
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
A gym, self parking, and barbecue grills are featured at this apartment. WiFi in public areas is free. A business center, a garden, and a picnic area are also on offer.

Omni New Haven Hotel at Yale
Downtown New Haven
Price was $821, price is now $696 per person
$696
per person
Feb 13 - Feb 17
found 2 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.

Graduate by Hilton New Haven
Downtown New Haven
Price was $823, price is now $705 per person
$705
per person
Feb 13 - Feb 17
found 2 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.

Quality Inn Old Saybrook - Westbrook
Price was $618, price is now $568 per person
$568
per person
Feb 13 - Feb 17
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to New Haven (HVN)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Frequently asked questions
Top Highland Lake hotel deals

Residence Inn by Marriott Hartford Avon
55 Simsbury Rd Avon CT
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $136 total per night
$136 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a 24-hour gym and an outdoor tennis court. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
Pool
Hot Tub

Simsbury 1820 House
731 Hopmeadow St Simsbury CT
Free Cancellation
Reserve now, pay when you stay
$174 nightly
The price is $200 total per night
$200 total
Dec 29 - Dec 30
Total with taxes and fees
The bed & breakfast's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the restaurant and perks like free continental breakfast and free self parking.
Pool
Breakfast included

Avon Old Farms Hotel
279 Avon Mountain Rd Avon CT
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $129 total per night
$129 total
Dec 30 - Dec 31
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
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.