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Highlands Vacation Packages

Highlands Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was $863, price is now $623 per person
$623
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions West Dennis Beach and Cape Cod Inflatable Park are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,099, price is now $1,242 per person
$1,242
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,493, price is now $932 per person
$932
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was $1,208, price is now $785 per person
$785
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, laundry facilities, and bathrobes. Popular attractions Copley Square and Fenway Park are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $2,608, price is now $1,761 per person
$1,761
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,455, price is now $1,675 per person
$1,675
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Southwest Beach are located nearby.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $1,487, price is now $1,033 per person
$1,033
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,145, price is now $818 per person
$818
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.

3-4 Night Vacations in Highlands

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

Good Hotels Boston

2 out of 5
South End
Price was $1,208, price is now $785 per person
$785
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,099, price is now $1,242 per person
$1,242
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,493, price is now $932 per person
$932
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $2,356, price is now $1,484 per person
$1,484
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

5-7 Night Vacations in Highlands

Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,290, price is now $880 per person
$880
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,087, price is now $1,677 per person
$1,677
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was $6,350, price is now $4,176 per person
$4,176
per person
Aug 26 - Sep 1
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was $1,681, price is now $1,122 per person
$1,122
per person
Aug 23 - Aug 29
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)

Cheap Hotel Deals in Highlands

Best Western Plus Executive Court Inn & Conference Center

Best Western Plus Executive Court Inn & Conference Center

3 out of 5
13500 S Willow St Manchester NH
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowBest Western Plus Executive Court Inn & Conference Center
Comfort Inn Manchester Airport

Comfort Inn Manchester Airport

2.5 out of 5
298 Queen City Ave Manchester NH
Book a stay at this business-friendly hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowComfort Inn Manchester Airport
La Quinta Inn & Suites by Wyndham Salem NH

La Quinta Inn & Suites by Wyndham Salem NH

3 out of 5
8 Keewaydin Dr Salem NH
Book a stay at this business-friendly hotel in Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Salem NH
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Park View Inn - Salem

Park View Inn - Salem

2 out of 5
109 S Broadway Salem NH
Stay at this motel in Salem. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowPark View Inn - Salem
Motel 6 Nashua, NH - South

Motel 6 Nashua, NH - South

2 out of 5
77 Spit Brook Rd Nashua NH
Stay at this motel in Nashua. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowMotel 6 Nashua, NH - South
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
76 Mountain Rd Epsom NH
Stay at this cabin in Epsom. Enjoy free parking, patios, and climate control. Popular attractions James Park and Epsom Public Library are located nearby.
Opens in a new windowPostcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Econo Lodge Manchester

Econo Lodge Manchester

2 out of 5
75 W Hancock Street Manchester NH
Stay at this hotel in Manchester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Southern New Hampshire University Arena and Northeast ...
Opens in a new windowEcono Lodge Manchester
DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
700 Elm St. Manchester NH
Stay at this hotel in Manchester. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowDoubleTree by Hilton Manchester Downtown
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Mon, Sep 21 - Thu, Sep 24
LAX
Los Angeles Intl.
BOS
Logan Intl.
$247 Roundtrip, found 5 hours ago
$247
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Mon, Sep 21 from Los Angeles Intl. to Logan Intl., returning Thu, Sep 24, priced at $247 found 5 hours ago
JetBlue Airways
Tue, Aug 11 - Wed, Aug 26
PDX
Portland Intl.
BOS
Logan Intl.
$284 Roundtrip, found 5 hours ago
$284
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Portland Intl. to Logan Intl., returning Wed, Aug 26, priced at $284 found 5 hours ago
American Airlines
Mon, Aug 17 - Tue, Aug 25
PDX
Portland Intl.
MHT
Manchester-Boston Regional
$406 Roundtrip, found 14 hours ago
$406
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Mon, Aug 17 from Portland Intl. to Manchester-Boston Regional, returning Tue, Aug 25, priced at $406 found 14 hours ago
United
Mon, Jul 20 - Mon, Aug 3
HKG
Hong Kong Intl.
BOS
Logan Intl.
$1,078 Roundtrip, found 4 days ago
$1,078
Roundtrip
found 4 days ago
Select United flight, departing Mon, Jul 20 from Hong Kong Intl. to Logan Intl., returning Mon, Aug 3, priced at $1,078 found 4 days ago