Orleans Vacation Packages 2026 from $686

Orleans flight + hotel vacation packages

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

DoubleTree by Hilton Hotel Boston - Westborough

Save 100% on your flight

$686

per person

Jun 24 - Jun 30

found 9 hours ago

Roundtrip flight included

St. Petersburg (PIE) to Boston (BOS)

This hotel features an indoor pool, a 24-hour 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 perks like free self parking.

Encore Boston Harbor

Save 100% on your flight

$1,369

per person

Jun 18 - Jun 21

found 8 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$1,091

per person

Jun 19 - Jun 22

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

The Mansion at Ocean Edge

Save 100% on your flight

$3,028

per person

Jun 23 - Jun 27

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and get free self parking.

Homewood Suites by Hilton Boston/Canton, MA

Save 100% on your flight

$815

per person

Aug 5 - Aug 10

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Top Orleans hotels deals

Skaket Beach Motel

203 Cranberry Hwy Orleans MA

$129 nightly

$147 total

May 18 - May 19

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a library are also on offer.

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$251 total

May 20 - May 21

Total with taxes and fees

This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$123 total

May 26 - May 27

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$163 total

May 18 - May 19

Total with taxes and fees

This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Hyannis Travel Inn

18 North St Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$103 total

May 18 - May 19

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas, a terrace, and express check-out are also on offer.

Pool

Hot Tub

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$72 nightly

$82 total

May 18 - May 19

Total with taxes and fees

This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the hot tub and perks like free self parking and free WiFi.

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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

Skaket Beach

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

Rock Harbor Beach

Why not spend a lazy afternoon at Rock Harbor Beach during your trip to Orleans?

stony rock pier, ocean boardwalk, off-centered

Stony Island

Commune with nature and explore the great outdoors at Stony Island during your travels in Eastham. Amble around the area's beautiful beaches or seek out the biking trails.

Frequently asked questions

How much are vacation packages to Orleans?

With vacation packages available from just $686, it's not necessary to blow out the credit card for your trip to Orleans. Travelocity can help. Bundle your flights, hotels and experiences into a package and walk away with exciting discounts. The more you book, the greater the savings.

How long should my Orleans vacation be?

Many travelers pack their suitcase and explore the sights of Orleans for an average of 2 nights. That gives you a rough guide, but don't be limited by it. Whether you just stay a few nights to see the famous attractions or stick around to uncover off-the-beaten-path gems, an epic adventure awaits.

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

For the perfect package deal to Orleans, no one compares to Travelocity. Choose from 400 partner airlines and 1,000,000 worldwide properties to create your ultimate adventure — it couldn't be easier than that.

Why should I book my Orleans vacation bundle with Travelocity?

Because life is an amazing journey, and we've got everything you could hope for to help you on the way. With our exceptional service and Price Match Guarantee, you can organize your trip with confidence. And you can rest easy on the road knowing we've got you covered with our round-the-clock support.

Can I save on my Orleans car rental if I bundle it with a hotel or flight?

Bundling your hotel, car and flight into an Orleans vacation package is a surefire way to score an amazing deal. Plus, having your own rental car gives you total freedom to make your way to all those amazing sights you're itching to check out. Sitting 70 mi away from Orleans, Fenway Park is one place that should be on your must-do list. Top up the tank and make a day trip of it.

Which airport is best for Orleans?

Martha's Vineyard Airport (MVY), located around 40 mi southwest of downtown Orleans, is probably where you'll step off the plane. Your other options are Nantucket Memorial Airport (ACK) (35 mi away from central Orleans) and Provincetown Municipal Airport (PVC) (25 mi away from central Orleans).

What is there to do in Orleans?

Orleans is teeming with places to discover, including Rock Harbor Beach and Orleans Bowling Center. These well-known attractions are at the top of most visitors' travel schedules.

Where should I stay when visiting Orleans?

Many people stay at the Olde Tavern Motel And Inn. It's a terrific base for your Orleans vacation.