Guilford Vacation Packages 2026 from $296

Guilford flight + hotel vacation packages

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

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$296

per person

Jun 9 - Jun 12

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Hyatus Luxury Residences City Crossing

The Hill

Save 100% on your flight

$1,724

per person

May 21 - May 25

found 11 hours ago

Roundtrip flight included

Richmond (RIC) to New Haven (HVN)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

Quality Inn Old Saybrook - Westbrook

$689

per person

May 9 - May 16

found 1 day ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

This hotel features an indoor pool and a gym. 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.

Westbrook Inn B&B

Westbrook Center

$543

per person

Jun 9 - Jun 12

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New Haven (HVN)

This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, 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 food and water bowls. A terrace, a garden, and a snack bar/deli are also on offer.

Madison Beach Hotel

Madison Center

Save 100% on your flight

$1,426

per person

May 21 - May 25

found 11 hours ago

Roundtrip flight included

Richmond (RIC) to New Haven (HVN)

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.

Top Guilford hotels deals

Spark by Hilton Guilford

300 Boston Post Rd Guilford CT

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$116 total

Apr 14 - Apr 15

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

229 George Street New Haven CT

$114 nightly

$131 total

Apr 13 - Apr 14

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

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

Free Cancellation

$108 nightly

$124 total

Apr 12 - Apr 13

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

Hyatt Place Milford / New Haven

190 Old Gate Lane Milford CT

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$122 total

Apr 19 - Apr 20

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 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Breakfast included

Pet friendly

Omni New Haven Hotel at Yale

155 Temple St New Haven CT

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$175 total

Apr 12 - Apr 13

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

Motel 6 Milford, CT

111 Schoolhouse Road Milford CT

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$75 total

Apr 26 - Apr 27

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A snack bar/deli, express check-out, and laundry facilities are also on offer.

Pet friendly

Parking 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

Guilford Art Center

Enjoy an outing to Guilford Art Center during your stay in Guilford. Take in the art scene in this relaxing area.

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.

Chaffinch Island State Park

Commune with nature and explore the great outdoors at Chaffinch Island State Park during your travels in Guilford. Take in the art scene and stargazing spots in this relaxing area.

Frequently asked questions

How much are vacation packages to Guilford?

Travelocity offers package deals to Guilford, including hotels and flights, starting from an impressive $296. 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.