Oxford Vacation Packages 2026 from $397

Oxford flight + hotel vacation packages

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

Best Western Executive Hotel Of New Haven - West Haven

$397

per person

Oct 16 - Oct 18

found 15 hours ago

Roundtrip flight included

Chicago (CHI) 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 full breakfast and free self parking.

Luxury Furnished Apartments by Hyatus Downtown at Yale

The Hill

Save 100% on your flight

$847

per person

Oct 16 - Oct 18

found 15 hours ago

Roundtrip flight included

Chicago (CHI) 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.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$474

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Chicago (CHI) 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 is also provided.

Beechmont - Perfect for Family Retreat!

North End

$799

per person

Oct 16 - Oct 18

found 15 hours ago

Roundtrip flight included

Chicago (CHI) 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.

Hyatus Luxury Residences City Crossing

The Hill

$922

per person

Oct 16 - Oct 18

found 15 hours ago

Roundtrip flight included

Chicago (CHI) 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.

Top Oxford hotels deals

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$175 total

Sep 20 - Sep 21

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

Pool

Hot Tub

New Haven Hotel

229 George Street New Haven CT

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$146 total

Sep 27 - Sep 28

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

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$126 total

Sep 29 - Sep 30

Total with taxes and fees

Pool

Breakfast included

The Circle Hotel Fairfield

417 Post Road Fairfield CT

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$170 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features a seasonal outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$155 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the express check-in and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.

Breakfast included

Pet friendly

Ethan Allen Hotel

21 Lake Avenue Extension Danbury CT

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$133 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Enjoy the seasonal outdoor pool and perks like free self parking.

Pool

Pet friendly

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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.

Stay near popular Oxford attractions

Southford Falls State Park

10.0/10 (2 reviews)

You can take time to visit Southford Falls State Park during your travels to Oxford. Take in the entertainment venues and waterfalls in this relaxing area.

See properties

Frequently asked questions

How much are vacation packages to Oxford?

Your travel dreams can come true in Oxford for only $397. Packages include flights and hotels, and they'll make booking your trip nice and easy. The only thing you'll need to concentrate on is getting out there and having a great time.

Where can I get the best vacation package deals for Oxford?

It's hard to top Travelocity when it comes to finding your Oxford package deal. There are as many as 400 partner airlines and 1,000,000 worldwide properties to select from. Plan your escape now and get ready to tick another exciting place off your bucket list.

Why should I book my Oxford vacation bundle via Travelocity?

We take the stress out of travel planning. Whether you're looking for an amazing new place to explore or want to ensure you get the best deal around, we're here to assist. Our 24/7 customer support, top-quality service and Price Match Guarantee mean you can book with confidence.

Can I save money on my Oxford car rental if I combine it with hotels and flights?

Bundling your hotel, flight and car into an Oxford vacation package is an easy way to land the best deal. Plus, having your own car rental gives you freedom to get to all those landmarks you're itching to see. Situated 65 mi from Oxford, Times Square is one place that should be on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for Oxford?

LaGuardia Airport (LGA) is a major hub. It's situated approximately 60 mi southwest of Oxford. Other options worth considering are Bradley Intl. Airport (BDL) (40 mi away from central Oxford) and MacArthur Airport (ISP) (45 mi away from central Oxford).

What is there to do in Oxford?

Enjoy some fantastic photo opportunities at Southford Falls State Park, one of the most popular attractions in Oxford. There's so much more to discover in this great city, so make sure you have enough time to explore some of its hidden gems.

Where should I stay when visiting Oxford?

If you're looking for somewhere to lay your head, check out the ʘ⁠‿⁠ʘ Lakefront Connecticut Oasis - Updates throughout. It's the top choice for many visitors.