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Roxbury Vacation Packages

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Roxbury Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Price was $454, price is now $400 per person
$400
per person
Dec 17 - Dec 19
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chalker Beach and Crystal Lake Town Park are located nearby.

Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Price was $636, price is now $534 per person
$534
per person
Dec 17 - Dec 19
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this B&B in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westbrook Town Beach and Tanger Outlets are located nearby.

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Price was $859, price is now $729 per person
$729
per person
Dec 20 - Dec 23
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this apartment in New Haven. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Peabody Museum of Natural History and Grove Street Cemetery are located nearby.
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Mayflower Motel Milford

Mayflower Motel Milford

2 out of 5
Price was $706, price is now $604 per person
$604
per person
Dec 22 - Dec 28
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Stay at this motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Westfield Connecticut Post Mall and Bowlero Milford are located nearby.

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
Price was $590, price is now $520 per person
$520
per person
Dec 17 - Dec 19
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly aparthotel in New Haven. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Knights of Columbus Museum and Shubert Theater are located nearby.
Clean, spacious, cozy room. Would definitely book again.

Reviewed on Nov 12, 2026

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Price was $477, price is now $428 per person
$428
per person
Dec 17 - Dec 19
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
Price was $553, price is now $498 per person
$498
per person
Dec 17 - Dec 19
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.
There was a bit of a problem at first. The code did not work when we attempted to gain entry as instructed. It was sorted within about 30 minutes but it was a little unsettling as there is no one onsite to communicate with. In any event, everything after that was great. A clean, spacious, stylish, furnished apartment.

Reviewed on Nov 11, 2026

Roxbury Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
Price was $501, price is now $458 per person
$458
per person
Dec 17 - Dec 20
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $859, price is now $729 per person
$729
per person
Dec 20 - Dec 23
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $574, price is now $490 per person
$490
per person
Dec 16 - Dec 19
found 9 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $548, price is now $497 per person
$497
per person
Dec 18 - Dec 21
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)

Roxbury Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Mayflower Motel Milford

Mayflower Motel Milford

2 out of 5
Price was $706, price is now $604 per person
$604
per person
Dec 22 - Dec 28
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $1,143, price is now $909 per person
$909
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to New Haven (HVN)
Whitney Inn & Suites

Whitney Inn & Suites

2 out of 5
Price was $802, price is now $721 per person
$721
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to New Haven (HVN)
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $906, price is now $820 per person
$820
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to New Haven (HVN)

Top Flight Deals

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

Avelo Airlines
Fri, Dec 11 - Sun, Dec 13
MYR
Myrtle Beach Intl.
HVN
Tweed - New Haven Regional
$93 Roundtrip, found 3 hours ago
$93
Roundtrip
found 3 hours ago
Select Avelo Airlines flight, departing Fri, Dec 11 from Myrtle Beach Intl. to Tweed - New Haven Regional, returning Sun, Dec 13, priced at $93 found 3 hours ago
Avelo Airlines
Fri, Dec 11 - Sun, Dec 13
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$143 Roundtrip, found 19 hours ago
$143
Roundtrip
found 19 hours ago
Select Avelo Airlines flight, departing Fri, Dec 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Dec 13, priced at $143 found 19 hours ago
Breeze Airways
Fri, Dec 11 - Sun, Dec 13
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$161 Roundtrip, found 19 hours ago
$161
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Fri, Dec 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Dec 13, priced at $161 found 19 hours ago
Avelo Airlines
Fri, Dec 4 - Sun, Dec 6
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$222 Roundtrip, found 4 hours ago
$222
Roundtrip
found 4 hours ago
Select Avelo Airlines flight, departing Fri, Dec 4 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $222 found 4 hours ago