Exclusive Shepherd Island Vacation Deals
Shepherd Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
The Cove At Yarmouth
Save 100% on your flight
Price was $716, price is now $479 per person
$479
per person
May 8 - May 12
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free aparthotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,116, price is now $707 per person
$707
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
Boston Lodge and Suites
Dorchester
Save 100% on your flight
Price was $1,361, price is now $905 per person
$905
per person
Apr 12 - Apr 16
found 20 hours ago
Roundtrip flight included
Dallas (DFW) 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.
The Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $1,204, price is now $859 per person
$859
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.
Ashworth by the Sea
Hampton Beach
Save 100% on your flight
Price was $700, price is now $508 per person
$508
per person
Apr 15 - Apr 21
found 5 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
This smoke-free hotel features 3 restaurants, a bar/lounge, and an indoor pool. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.
Omni Parker House
Downtown Boston
Save 100% on your flight
Price was $1,064, price is now $777 per person
$777
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, express check-out, and a computer station are also on offer.
Top Shepherd Island hotel deals
The Wolfeboro Inn
90 N Main St Wolfeboro NH
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $168 total per night
$168 total
Feb 24 - Feb 25
Total with taxes and fees
This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.
On private beach
Pet friendly
Days Inn by Wyndham Tamworth
1536 White Mountain Hwy Chocorua NH
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $97 total per night
$97 total
Feb 24 - Feb 25
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's an indoor pool on site, and a 24-hour front desk and a garden are also provided.
Pool
Breakfast included
Gunstock Inn & Suites
580 Cherry Valley Road Gilford NH
$120 nightly
The price is $129 total per night
$129 total
Feb 24 - Feb 25
Total with taxes and fees
This hotel features free self parking and a coffee shop. WiFi in public areas is free. A garden, a picnic area, and express check-in are also on offer.
Parking included
Free WiFi
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View all propertiesLowest 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.