
Deals on vacations and trips to East Orleans

East Orleans flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Boston Lodge and Suites
Dorchester
Price was $1,285, price is now $439 per person
$439
per person
Jan 28 - Feb 2
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

Boston Harbor Hotel
North End
Price was $2,173, price is now $1,155 per person
$1,155
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,592, price is now $952 per person
$952
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.

The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $886, price is now $583 per person
$583
per person
Feb 20 - Feb 22
found 24 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Charles Hotel
West Cambridge
Save 100% on your flight
Price was $921, price is now $606 per person
$606
per person
Feb 18 - Feb 21
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Top East Orleans hotels deals

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
867 Iyannough Road Hyannis MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $116 total per night
$116 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool and a 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

Cape Sands Inn
149 Main St - RT 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$59 nightly
The price is $68 total per night
$68 total
Dec 12 - Dec 13
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.
Pool
Hot Tub

Red Jacket Beach Resort
1 South Shore Drive South Yarmouth MA
A private beach, 2 restaurants, and an indoor pool are all featured at this traditional hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Bring the family and enjoy the children's club, children's pool, and kid-friendly dining.
On private beach
Pool

Chatham Bars Inn
297 Shore Rd Chatham MA
$357 nightly
The price is $409 total per night
$409 total
Dec 14 - Dec 15
Total with taxes and fees
A private beach, a full-service spa, and 3 outdoor tennis courts are all featured at this luxury resort. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free valet parking and a free beach shuttle.
On private beach
Pool

Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $133 total per night
$133 total
Dec 17 - Dec 18
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.
Pool
Hot Tub
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.

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.
Nauset Inlet
Commune with nature and explore the great outdoors at Nauset Inlet during your travels in Orleans. Stroll along the seaside or seek out the hiking trails.
Frequently asked questions
Photos of local treasures
Browse East Orleans vacation photos for more inspiration





