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.
DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
Downtown Manchester
Price was $807, price is now $577 per person
$577
per person
Mar 13 - Mar 18
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Self parking, a business center, and a coffee shop are also offered.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $1,326, price is now $908 per person
$908
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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, limo/town car service, and a snack bar/deli are also offered.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,870, price is now $1,343 per person
$1,343
per person
Apr 8 - Apr 11
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was $840, price is now $613 per person
$613
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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. A computer station, dry cleaning, and luggage storage are also on offer.

Top Orleans hotels deals

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach

Orleans MA
Get rates
This vacation home features a hot tub and a sauna. A garden, laundry facilities, and barbecue grills are also on offer.
Private beach access Wrap around porch!

Private beach access Wrap around porch!

Orleans MA
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This vacation home features a garden, laundry facilities, and barbecue grills.
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
$181 nightly
The price is $207 total per night
$207 total
Feb 4 - Feb 5
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.
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $120 total per night
$120 total
Feb 5 - Feb 6
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.
The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 out of 5
41 Chase Ave Dennis Port MA
Get rates
This hotel's private beach, 2 outdoor pools, and 2 hot tubs are some of the highlights. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the indoor pool and perks like free self parking and free WiFi.
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $179 total per night
$179 total
Jan 22 - Jan 23
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
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See all available properties in Orleans
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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 which includes fishing

Skaket Beach

4.5/5(18 reviews)

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

Skaket Beach
An evening at the Cape is just what the weather gods recommend. Come summer and most Bostonians don't lose a single opportunity to hit the coastline. These miles of pristine beaches make 100 days of summer absolutely worthwhile. Most people have a few cape stories, and so do we. Hoping to share them with you all over this summer. #CapeCod #VisitMA

Rock Harbor Beach

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

Rock Harbor Beach
This windmill was built in the early 1700's in South Orleans. By 1839 it was moved to overlook the Town Cove on the present hillside site of The Governor Prence Motor Inn on Rt 6A. During the recent restoration it was relocated to the small park on the shore of Town Cove where it stands today.

Jonathan Young Windmill

Jonathan Young Windmill is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or seek out the hiking trails.

Jonathan Young Windmill

Frequently asked questions

How much are vacation packages to Orleans?
With vacation packages available from just $577, 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

Orleans featuring a house
Orleans featuring a house
Orleans featuring a marina
Orleans featuring a small town or village and signage
Orleans featuring a park