Deals on vacations and trips to Guilford

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Guilford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Price was $344, price is now $320 per person
$320
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Top Guilford hotels deals

Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
300 Boston Post Rd Guilford CT
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $115 total per night
$115 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A convenience store is also provided.
Breakfast included
Pet friendly
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $113 total per night
$113 total
Dec 28 - Dec 29
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Free Cancellation
$106 nightly
The price is $121 total per night
$121 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Pet friendly
Free WiFi
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free Cancellation
$78 nightly
The price is $90 total per night
$90 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $195 total per night
$195 total
Dec 13 - Dec 14
Total with taxes and fees
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.
Pet friendly
Free WiFi
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$212 nightly
The price is $242 total per night
$242 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.
On private beach
Pool
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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

Guilford Town Green

Explore the great outdoors at Guilford Town Green, a lovely green space in Guilford. While in this family-friendly area, you can enjoy the restaurants.

Guilford Town Green

Guilford Art Center

You can spend an afternoon exploring the galleries in Guilford Art Center during your trip to Guilford. Take in the art scene in this relaxing area.

Guilford Art Center

Bishops Orchard and Winery

3/5(1 review)

You can enjoy a tasting or tour at Bishops Orchard and Winery during your travels to Guilford. While you're here, you can savor the top-notch restaurants.

Bishops Orchard and Winery

Frequently asked questions

How much are vacation packages to Guilford?
Travelocity offers package deals to Guilford, including hotels and flights, starting from an impressive $320. With all the extra cash, you could throw in some cool tours or possibly even add a few extra nights to your exciting getaway.
How long should my Guilford vacation be?
Many travelers pack their bags and escape to Guilford for about 2 nights. That gives you a rough guide, but don't be restricted by it. Whether you just stay for a day or two to see the major sights or hang around to uncover off-the-beaten-path gems, an amazing adventure awaits.
Where can I get the best vacation package deals for Guilford?
Your dream escape is waiting for you at Travelocity. With access to 400 air carriers and at least 1,000,000 worldwide properties, creating the ultimate Guilford package deal couldn't be easier.
Why should I book my Guilford vacation bundle with Travelocity?
Travel is all about making fantastic new memories and forgetting all your worries — which is why we have a team of customer service experts on hand around-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 impressive range of vacation destinations. So what are you waiting for? There's no time like the present to secure the vacation of a lifetime.
Can I save money on my Guilford car rental if I combine it with my hotel or flight?
Bundling your car, hotel and flight into a Guilford vacation package is an excellent way to score the best deal. Plus, having your own set of wheels gives you total freedom to find your way to all those big-name sights you're eager to explore. Located 80 mi from Guilford, Times Square is one attraction that should feature on your itinerary. Buckle up and make a day trip of it.
Which airport is best for Guilford?
Bradley Intl. Airport (BDL), 45 mi north of downtown Guilford, is most likely where you'll step off the plane. Your other options are MacArthur Airport (ISP) (40 mi away from central Guilford) and Tweed - New Haven Regional Airport (HVN) (11 mi away from central Guilford).
What is there to do in Guilford?
While getting off the beaten track can be rewarding, you shouldn't ignore the big sights that make a place famous. Bishops Orchard and Winery and Guilford Art Center are a couple of them in Guilford.
Where should I stay when visiting Guilford?
If you're searching for somewhere to lay your head, take a look at the Comfort Inn Guilford near I-95. It's the top pick for many travelers.

Photos of local treasures

Browse Guilford vacation photos for more inspiration

Photo by Bibek Magar
Photo by Bibek Magar