Deals on vacations and trips to Orleans

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Orleans flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Save 100% on your flight
Price was $903, price is now $649 per person
$649
per person
Sep 5 - Sep 12
found 8 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $1,610, price is now $1,070 per person
$1,070
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
This apartment features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.
The Groton Inn

The Groton Inn

3.5 out of 5
Save 100% on your flight
Price was $1,121, price is now $814 per person
$814
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,497, price is now $1,093 per person
$1,093
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Beacon Suites Hotel

Beacon Suites Hotel

2 out of 5
Ward Two
Save 100% on your flight
Price was $1,470, price is now $1,080 per person
$1,080
per person
Sep 24 - Sep 29
found 16 hours ago
Roundtrip flight included
Denver (DEN) to Boston (BOS)
Self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Dry cleaning and luggage storage are also provided.

Top Orleans hotels deals

Olde Tavern Motel And Inn

Olde Tavern Motel And Inn

2.5 out of 5
151 Cranberry Hwy Orleans MA
$240 nightly
The price is $275 total per night
$275 total
Jul 5 - Jul 6
Total with taxes and fees
This motel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.
Breakfast included
Parking included
Skaket Beach Motel

Skaket Beach Motel

2 out of 5
203 Cranberry Hwy Orleans MA
$240 nightly
The price is $275 total per night
$275 total
Jul 5 - Jul 6
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.
Pool
Breakfast included
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive South Yarmouth MA
$359 nightly
The price is $410 total per night
$410 total
Jul 15 - Jul 16
Total with taxes and fees
A private beach and an indoor pool are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities.
On private beach
Pool
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$349 nightly
The price is $399 total per night
$399 total
Jul 5 - Jul 6
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.
Pool
Hot Tub
Parker Beach Lodge

Parker Beach Lodge

3 out of 5
192 S Shore Dr South Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$202 nightly
The price is $231 total per night
$231 total
Jul 27 - Jul 28
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. Express check-in, express check-out, and luggage storage are also on offer.
Pool
Parking included
Dune Crest Hotel

Dune Crest Hotel

2.5 out of 5
535 Route 6 North Truro MA
$275 nightly
The price is $315 total per night
$315 total
Jul 8 - Jul 9
Total with taxes and fees
This hotel features an outdoor tennis court and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A garden is also provided.
Pool
Breakfast 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.

Stay near popular Orleans attractions

A sandy beach with people relaxing in colorful beach chairs, a calm sea, and a cloudy sky.

Skaket Beach

9.4/10 (65 reviews)
Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.
See properties

Frequently asked questions

How much are vacation packages to Orleans?
With vacation packages available from just $649, 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.

Photos of local treasures

Browse Orleans vacation photos for more inspiration

Wooden beach chairs and a wooden staircase on a sandy beach with a hilly background.
Two boats docked at a pier with a forested background.
A sign for Orleans Village Center in Massachusetts.
A red fire hydrant in a grassy field with a dense green hedge in the background.
A marina with boats docked, a sign welcoming visitors to Nauset Marine East, and a small building with flower pots.